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  • 5 Most Romantic Hotels in Maryland & the Eastern Shore | Better Living

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    Most couples searching for romantic Maryland getaways miss the best properties entirely. While chain hotels dominate search results, the Eastern Shore hides intimate inns with private cottages, waterfront boutique hotels with impeccable service, and modern retreats where every detail anticipates what couples need. After staying at dozens of Maryland properties, these five stand out for creating genuine romantic experiences.

    Why the Eastern Shore Dominates Maryland’s Romantic Hotel Scene

    The Chesapeake Bay region delivers what couples actually want: seclusion without isolation, exceptional dining within walking distance, and settings that encourage you to slow down and reconnect.

    Four of these five hotels sit on or near the water. That’s not coincidence. Waterfront locations – even in the winter,  provide sunset views, peaceful morning walks, and that sense of escape that makes romantic getaways work. The fifth – Brampton 1860 – trades water views for 35 acres of private estate grounds where you won’t see another soul if you don’t want to. But even here, the waterfront is just a 2 minute drive into quaint Chestertown.

    From historic cottages with soaking tubs to modern suites with floor-to-ceiling bay views, each property earned its ranking through exceptional attention to couples, distinctive romantic amenities, and those intangible qualities that make you extend your checkout time.

    Quick Comparison: Maryland’s Most Romantic Hotels

    Hotel Location Price Range Best For
    Brampton 1860 Chestertown $$-$$$ Ultimate privacy & seclusion
    The Wildset Hotel St. Michaels $$-$$$ Boutique charm & walkable town
    The Oaks Waterfront Easton $$$ Intimate luxury & pampering
    Hyatt Place Kent Narrows Kent Narrows $$ Waterfront views & dining scene
    Merriweather Lakehouse Columbia $$-$$$ Modern lakefront & rooftop pool

    1. Brampton 1860 – Chestertown: The Ultimate Romantic Escape

    Interior of Marley's Cottage at Brampton 1860 showing king bed, cozy furnishings, red accent wall, fireplace, and French doors opening to private patio for romantic getaways Inside Marley’s Cottage at Brampton 1860 | Photo: Better Living

    At a Glance

    • Location: 25227 Chestertown Road, Chestertown, MD
    • Price Range: $$-$$$ ($229-$450)
    • Romantic Highlights: Private cottages, Japanese soaking tubs, wood-burning fireplaces, 35-acre estate
    • Best For: Couples seeking total seclusion and historic charm
    • Book: BramptonInn.com

    What Makes Brampton 1860 Maryland’s Most Romantic Hotel

    Brampton 1860 takes the top spot because it delivers something increasingly rare: genuine seclusion combined with thoughtful luxury.

    The private cottages scattered across 35 acres create your own world. Marley’s Cottage, hidden behind an old barn’s red door, offers 1,000 square feet of complete privacy. The elevated bedroom overlooks a wood-burning fireplace. The screened porch features a deep Japanese soaking tub facing meadows where deer wander at dusk.

    This isn’t a hotel where you’re steps from other guests. You’re tucked away in your own retreat, yet just a two-minute walk to the Manor House for farm-to-table breakfasts featuring eggs from Brampton’s chickens.

    Sage green cottage with white trim and covered porch at Brampton 1860, surrounded by lush gardens and lawns, offering private romantic accommodations
    Sage green cottage with white trim and covered porch at Brampton 1860, surrounded by lush gardens and lawns, offering private romantic accommodations Marley’s Cottage: 1,000 square feet of private paradise | Photo: Better Living

    Romantic Experiences at Brampton 1860

    The magic happens in the details. Daily afternoon tea at 4:00 PM brings couples together in the Manor House over wine, fresh-baked pastries, and conversation with other guests and the passionate innkeepers, Dave and Hilari Rinehart.

    The Signature Steampot dinner delivered to your cottage creates an unforgettable evening. Local crabs, shrimp, clams, sweet corn, and kielbasa arrive ready to enjoy on your private porch as the sun sets over the meadow.

    Evenings by the fire pit under the stars. Morning walks through gardens at peak bloom. Fruit picking from the property’s trees. Every moment feels deliberately crafted for connection.

    Brampton 1860's Manor House illuminated at twilight with warm golden lighting highlighting the brick facade and wraparound porch, framed by mature trees under a starlit sky
    Brampton 1860's Manor House illuminated at twilight with warm golden lighting highlighting the brick facade and wraparound porch, framed by mature trees under a starlit sky Summer evening magic at Brampton’s historic Manor House | Photo: Better Living

    Why Couples Love Brampton 1860

    The hands-on hosts make the difference. Dave and Hilari don’t just run Brampton – they care for it and share that passion with guests. Their enthusiasm for the property’s history, the Certified Wildlife Habitat designation, and creating memorable stays shows in every interaction.

    Squeaky, the 14-year-old black cat who truly runs the place, adds unexpected charm. He’ll join you for dinner, follow you to breakfast, and make himself comfortable at the evening fire pit like the seasoned host he is.

    ❤️ Perfect for: Anniversary celebrations, proposals, couples who value privacy over proximity to nightlife, history lovers, nature enthusiasts, and anyone seeking a true escape.

    Read Our Complete Brampton 1860 Review

    2. The Wildset Hotel – St. Michaels: Boutique Romance in America’s Most Beautiful Town

    King bed with open patio door at The Wildset Hotel revealing morning light and outdoor seating area, creating romantic coastal retreat atmosphere
    King bed with open patio door at The Wildset Hotel revealing morning light and outdoor seating area, creating romantic coastal retreat atmosphere A beautiful morning at The Wildset Hotel | Photo: Better Living

    At a Glance

    • Location: 209 N Talbot St, St. Michaels, MD
    • Price Range: $$-$$$
    • Romantic Highlights: Fireplaces, balconies, soaking tubs, nightly s’mores, onsite fine dining
    • Best For: Couples who want boutique luxury in a walkable historic town
    • Book: TheWildset.com

    What Makes The Wildset Hotel Irresistibly Romantic

    The Wildset captures that sweet spot between intimate boutique hotel and prime location. Set in three renovated 19th-century buildings in the heart of St. Michaels – Conde Nast’s “Most Beautiful Town in Maryland” – you’re steps from waterfront dining, antique shops, and picturesque streets.

    Each of the 34 suites brings its own character. Modern farmhouse decor meets Scandinavian simplicity. Parachute bedding ensures restful sleep. Grown Alchemist bath products add spa-quality touches. Premium suites feature fireplaces, private balconies, and deep soaking tubs perfect for unwinding together.

    Bright, elegantly furnished room at The Wildset Hotel featuring cream sofa, large windows with views, warm wood floors, and coastal artwork creating romantic atmosphere
    Bright, elegantly furnished room at The Wildset Hotel featuring cream sofa, large windows with views, warm wood floors, and coastal artwork creating romantic atmosphere Room 102 at The Wildset Hotel | Photo: Better Living

    The magic extends beyond your room. Complimentary cruiser bikes invite exploration of the 1.3-mile St. Michaels Nature Trail. Evening s’mores kits and a crackling fire pit create opportunities to connect under the stars.

    Romantic Dining at Ruse

    The onsite restaurant Ruse deserves special mention. Named in honor of St. Michaels being “The Town that Fooled the British,” this modern American seafood restaurant serves some of the best food we’ve experienced at any hotel.

    The roasted local oysters with garlic breadcrumbs and urfa biber are buttery perfection. Seared scallops with local pea puree showcase the season’s best. The intimate patio under twinkling lights at sunset creates exactly the atmosphere you want for a romantic dinner.

    Hand holding s'mores in front of firepit at The Wildset Hotel creating cozy romantic evening atmosphere
    Hand holding s'mores in front of firepit at The Wildset Hotel creating cozy romantic evening atmosphere The Wildset offers free s’mores kits and a nightly firepit | Photo: Better Living

    Why Couples Choose The Wildset

    Location matters. You can walk to exceptional restaurants like Bistro St. Michaels and Carpenter Street Saloon, browse antique shops, and enjoy sunset views at the marina. Yet you return to a peaceful, beautifully designed retreat.

    The nightly fire pit gatherings strike a perfect balance. You can mingle with other couples or claim a quiet corner for yourselves. Either way, you’re surrounded by flickering flames and the peaceful Eastern Shore evening.

    ❤️ Perfect for: Couples who want boutique luxury without isolation, foodies seeking exceptional dining, active couples who enjoy biking and walking, anyone charmed by historic small-town atmosphere.

    Explore St. Michaels: Your Complete Travel Guide

    3. The Oaks Waterfront Hotel – Easton: Intimate Luxury with Impeccable Service

    Serene master bedroom at The Oaks featuring platform bed with white linens, large windows overlooking grounds, and coastal artwork creating peaceful romantic retreat
    Serene master bedroom at The Oaks featuring platform bed with white linens, large windows overlooking grounds, and coastal artwork creating peaceful romantic retreat Cottage 3 bedroom with woodland views and luxury amenities | Photo: Better Living

    At a Glance

    • Location: Easton, MD (on Oak Creek off the Chesapeake Bay)
    • Price Range: $$$
    • Romantic Highlights: Only 15 total accommodations, heated bathroom floors, private waterfront cottages, 40-foot yacht
    • Best For: Couples wanting to be pampered without pretension
    • Book: The-Oaks.com

    What Makes The Oaks Waterfront Hotel Special

    With only 11 rooms in the main building and 4 waterfront cottages, The Oaks delivers something increasingly rare: the attentiveness of a luxury property combined with genuine warmth.

    The level of service rivals The Four Seasons or Ritz-Carlton. Fresh flowers appear daily throughout the property. The restaurant looks picture-perfect at every meal. Premium amenities fill the rooms – quality furnishings, exceptional linens, plush robes. Yet the staff greets you by name and makes you feel like welcomed friends rather than hotel guests.

    Bright cottage living room at The Oaks featuring cream sofa, plaid armchairs, round glass coffee table, and large windows with water views creating romantic waterfront atmosphere
    Bright cottage living room at The Oaks featuring cream sofa, plaid armchairs, round glass coffee table, and large windows with water views creating romantic waterfront atmosphere Cottage 3 living room with water views at The Oaks | Photo: Better Living

    Cottage 3, where we stayed, showcases this perfectly. The spacious layout includes a king bed with luxury linens, heated bathroom floors, a deep soaking tub, and a covered porch overlooking Oak Creek. The complimentary chocolate chip cookies baked onsite became a daily highlight.

    Romantic Dining at The Oak Room

    Chef Dave’s cuisine at The Oak Room rivals much larger hotels. The Corn and White Truffle Agnolotti with butter-poached lobster and crisp prosciutto is pure indulgence. Maryland Crab Cakes over forest mushroom risotto highlight the region’s best ingredients.

    Sujoy’s cocktail artistry at the bar transforms drinks into theater. Each cocktail is crafted right in front of you – from the Chocolate Espresso Martini with freshly grated chocolate to the perfectly balanced Spicy Margarita.

    The intimate dining room with water views seats just enough couples to feel special without feeling crowded. Tuesday through Thursday dinner service creates a more exclusive atmosphere.

    Intimate two-person dining table at The Oak Room with white linens, wine glasses, and formal place settings beside large windows overlooking Oak Creek with yacht visible at dock
    Intimate two-person dining table at The Oak Room with white linens, wine glasses, and formal place settings beside large windows overlooking Oak Creek with yacht visible at dock Waterfront dining room table at The Oak Room with sunset yacht views | Photo: Better Living

    Why The Oaks Stands Out for Romance

    The 10-acre waterfront property provides space to breathe. Adirondack chairs dot the lawn facing the water. The evening fire pit brings couples together under the stars. The 40-foot Hinckley yacht “Overcomer” waits at the private pier for sunset cruises (weather permitting).

    The intimate size means you’ll likely meet other guests naturally – at the fire pit, during breakfast, or over cocktails. We had wonderful conversations with both fellow travelers and staff throughout our stay. Yet you never feel crowded.

    Golf cart rides across the grounds and a luxury SUV for shopping and dining trips in nearby Easton and St. Michaels add convenience without fuss.

    ❤️ Perfect for: Couples seeking luxury without stuffiness, foodies who appreciate exceptional cuisine and craft cocktails, travelers who value attentive service, anyone wanting to be thoroughly pampered.

    Read Our Complete Oaks Waterfront Hotel Review

    4. Hyatt Place Kent Narrows & Marina – Kent Narrows: Modern Waterfront Romance

    Brilliant pastel sunset over Chesapeake Bay at Kent Narrows with dramatic sky reflecting on calm water and silhouetted boats creating romantic waterfront scene
    Brilliant pastel sunset over Chesapeake Bay at Kent Narrows with dramatic sky reflecting on calm water and silhouetted boats creating romantic waterfront scene Stunning sunset views from Hyatt Place Kent Narrows | Photo: Better Living

    At a Glance

    • Location: 3028 Kent Narrow Way S, Grasonville, MD (Fisherman’s Village)
    • Price Range: $$
    • Romantic Highlights: Waterfront suites with balconies, 2000 sq ft of deck space, adult-focused atmosphere, sunset views
    • Best For: Couples who love waterfront dining and spectacular bay views
    • Book: Hyatt.com

    What Makes Hyatt Place Kent Narrows Romantically Appealing

    Kent Narrows remains one of Maryland’s best-kept secrets – a laid-back waterfront destination surrounded by stunning Chesapeake Bay views in almost every direction. The Hyatt Place sits at the heart of Fisherman’s Village, where you can walk to exceptional seafood restaurants and dockside bars.

    The 120 modern rooms bring coastal-inspired serenity with natural woods and calming blues and grays. Book a waterfront suite with a private balcony to watch boats cruise by on Prospect Bay. The spacious suites include kitchenettes, 55-inch flat screens, and plush bedding.

    Expansive bay view from Hyatt Place Kent Narrows balcony showing docks, piers, and boats cruising by on calm water creating serene romantic atmosphere
    Expansive bay view from Hyatt Place Kent Narrows balcony showing docks, piers, and boats cruising by on calm water creating serene romantic atmosphere The view from the balcony suites at Hyatt Place Kent Narrows | Photo: Better Living

    What sets this property apart is the atmosphere. While families visit, the vibe skews adult. The expansive waterfront deck, fire pit at sunset, and proximity to lively but not rowdy dockside dining creates the perfect balance for couples.

    Romantic Waterfront Dining Within Walking Distance

    Location makes or breaks a romantic getaway, and Hyatt Place Kent Narrows nails it. You’re steps from Fisherman’s Inn with its award-winning Coconut Cream Pie and collection of 300+ antique oyster plates. The iconic Fisherman’s Crab Deck delivers the authentic Maryland experience – fresh steamed crabs, orange crushes, and sunset views.

    Big Owl Tiki Bar next door brings Key West vibes to the Chesapeake. Soft shell crab tacos, tropical cocktails, and live music create the perfect casual evening. The famous Kent Narrows Nutty Buddy ice cream cone is mandatory.

    Walk back to your waterfront suite after dinner and enjoy the bay views from your private balcony. Or grab drinks from The Placery lobby bar and relax by the fire pit as the sun sets.

    Modern living and dining area in waterfront suite at Hyatt Place Kent Narrows with kitchenette, comfortable seating, and coastal decor perfect for romantic stays
    Modern living and dining area in waterfront suite at Hyatt Place Kent Narrows with kitchenette, comfortable seating, and coastal decor perfect for romantic stays The living and dining area in a waterfront suite at Hyatt Place Kent Narrows | Photo: Better Living

    Why Couples Choose Hyatt Place Kent Narrows

    The complimentary breakfast served on the dockside terrace starts each day right. Fresh coffee, hot items, and those stunning water views create a peaceful morning routine.

    The 24/7 fitness center, indoor pool overlooking the marina, and proximity to hiking and biking trails appeal to active couples. Yet the relaxed pace of Kent Narrows makes it equally perfect for doing absolutely nothing but watching boats go by.

    The 40 dock slips behind the property mean boating couples can arrive by water. And the adult-focused atmosphere (without being couples-only) strikes the right balance for a romantic escape.

    ❤️ Perfect for: Couples who love waterfront dining and sunset views, boating enthusiasts, travelers seeking modern comfort with authentic Chesapeake Bay character, anyone who values walkability to restaurants and bars.

    Discover Kent Narrows: Maryland’s Waterfront Hidden Gem

    5. Merriweather Lakehouse Hotel – Columbia: Modern Lakefront Luxury

    Presidential Suite living area at Merriweather Lakehouse Hotel featuring dining table, designer furniture, and panoramic lake views through floor-to-ceiling windows
    Presidential Suite living area at Merriweather Lakehouse Hotel featuring dining table, designer furniture, and panoramic lake views through floor-to-ceiling windows The living area in the Presidential Suite at Merriweather Lakehouse Hotel | Photo: Better Living

    At a Glance

    • Location: 10209 Wincopin Circle, Columbia, MD
    • Price Range: $$-$$$ ($200-400)
    • Romantic Highlights: Floor-to-ceiling lake views, rooftop pool (seasonal), private balconies, pet-friendly
    • Best For: Couples seeking modern luxury near DC/Baltimore, summer pool season visits
    • Book: MerriweatherLakehouse.com

    What Makes Merriweather Lakehouse Hotel Romantic

    This 212-room Marriott Autograph Collection property brings contemporary luxury to Lake Kittamaqundi’s shores. The floor-to-ceiling windows throughout create an ever-present connection to the water – from the lobby to the hallways to your room.

    Lake view rooms with private balconies deliver the full experience. Watching winter birds on the partially frozen lake from your balcony with morning coffee creates surprisingly intimate moments. The separate living areas in suites provide space to truly relax together after exploring Columbia or hiking the 1.4-mile lake trail.

    Luxurious Presidential Suite bedroom at Merriweather Lakehouse featuring elegant canopy bed, premium linens, and floor-to-ceiling windows with panoramic Lake Kittamaqundi views
    Luxurious Presidential Suite bedroom at Merriweather Lakehouse featuring elegant canopy bed, premium linens, and floor-to-ceiling windows with panoramic Lake Kittamaqundi views The bedroom in the Presidential Suite at Merriweather Lakehouse Hotel | Photo: Better Living

    The rooftop pool (open Memorial Day through Labor Day) and Eagle Watch Lounge add resort-style amenities during summer visits. This transforms the property into an ideal warm-weather romantic escape.

    Exceptional Dining at lak Restaurant

    The onsite restaurant lak (pronounced “lake”) serves cuisine that rivals standalone fine dining establishments. The Maryland Crab Cakes over creamy risotto showcase local ingredients beautifully. Corn and White Truffle Agnolotti with a huge piece of lobster claw is pure indulgence.

    The Rookery Bar crafts creative cocktails with quality spirits. Floor-to-ceiling windows ensure you never lose sight of the lake, even while dining.

    The complimentary breakfast from 8:30-9:30 AM features elevated options like Poached Egg with Smoked Salmon over rosti potatoes, Eastern Shore Omelette with jumbo lump crab, and French Toast with Chantilly cream. Starting the day overlooking the water sets the perfect tone.

    Panoramic winter view of Lake Kittamaqundi from Merriweather Lakehouse Hotel showing frozen lake, surrounding trees, and serene natural landscape
    Panoramic winter view of Lake Kittamaqundi from Merriweather Lakehouse Hotel showing frozen lake, surrounding trees, and serene natural landscape A panoramic view from the hotel of Lake Kittamaqundi | Photo: Better Living

    Why Merriweather Lakehouse Appeals to Couples

    The location just 15 minutes from BWI Airport makes spontaneous romantic weekends easy. Columbia’s downtown offers shopping at the Mall of Columbia, dining in the trendy Merriweather District, and concerts at the legendary Merriweather Post Pavilion (15-minute walk).

    Free parking is rare at luxury properties. The pet-friendly policy (no extra fees) means furry companions can join the escape. The 1.4-mile Lake Kittamaqundi trail provides peaceful walks where you’ll spot herons, ospreys, and even bald eagles.

    The modern design and Marriott Bonvoy benefits appeal to couples who appreciate contemporary luxury over historic charm. The 24-hour fitness center with Peloton bikes and quality equipment means no guilt about skipping workouts.

    ❤️ Perfect for: Couples who prefer modern luxury over historic properties, summer visits when the rooftop pool is open, pet owners, nature lovers and birdwatchers, travelers wanting easy access to DC/Baltimore, Marriott Bonvoy members.

    Read Our Complete Merriweather Lakehouse Hotel Review

    Where to Dine: Romantic Restaurants at Each Hotel

    Exceptional dining plays a crucial role in romantic getaways. Here’s where to eat at each property:

    Brampton 1860 Dining Options

    Onsite: Farm-to-table breakfast included with stay, afternoon tea at 4 PM, Signature Steampot dinner delivered to cottage. Seasonal options also availble.

    Nearby in Chestertown: The Kitchen at the Imperial (Chef Steve Quigg’s farm-to-table fine dining), Crow Vineyard (wine tasting and patio dining)

    The Wildset Hotel Dining Options

    Onsite: Ruse Restaurant (modern American seafood, dinner and brunch)

    Nearby in St. Michaels: Bistro St. Michaels (upscale French-Southern fusion), Carpenter Street Saloon (historic tavern), Foxy’s Harbor Grille (waterfront casual)

    The Oaks Waterfront Hotel Dining Options

    Onsite: The Oak Room (fine dining, Tuesday-Thursday evenings), The Rookery Bar & Lounge (craft cocktails), The Osprey Cafe (gourmet coffee and pastries)

    Nearby in Easton/St. Michaels: Bistro St. Michaels, Tiger Lily Easton (creative tacos and fusion)

    Hyatt Place Kent Narrows Dining Options

    Onsite: The Placery (lobby bar with light bites), complimentary breakfast buffet

    Walking Distance in Fisherman’s Village: Fisherman’s Inn (upscale seafood), Fisherman’s Crab Deck (casual waterfront crabs), Big Owl Tiki Bar (tropical drinks and tacos)

    Nearby: Bridges Restaurant (Caribbean-inspired), Dock House (modern coastal), Harris Crab House (traditional Maryland seafood)

    Merriweather Lakehouse Dining Options

    Onsite: lak Restaurant (American fine dining), The Rookery Bar (craft cocktails), The Osprey Cafe (coffee and pastries)

    See also

    Chocolate Popcorn BarkChocolate Popcorn Bark

    Nearby in Columbia: Merriweather District restaurants, Mall of Columbia dining options

    How to Choose the Right Romantic Maryland Hotel

    Choose Brampton 1860 if you want: Complete privacy in a secluded cottage, historic charm, farm-to-table dining, nature immersion, the ultimate romantic escape from reality.

    Choose The Wildset Hotel if you want: Boutique luxury in a walkable historic town, excellent onsite dining at Ruse, easy access to shops and restaurants, modern farmhouse aesthetic, evening s’mores by the fire.

    Choose The Oaks Waterfront Hotel if you want: To be pampered with Four Seasons-level service, intimate property with only 15 accommodations, exceptional cuisine at The Oak Room, waterfront tranquility, adults-only atmosphere.

    Choose Hyatt Place Kent Narrows if you want: Modern waterfront suites with bay views, walkable access to multiple restaurants and bars, adult-focused vibe, spectacular sunsets, best value for waterfront romance.

    Choose Merriweather Lakehouse Hotel if you want: Contemporary lakefront luxury, summer rooftop pool access, proximity to DC/Baltimore, pet-friendly accommodations, hiking and nature right outside your door.

    Best Time to Visit Maryland for Romance

    Spring (April-May): Perfect weather for outdoor activities, fewer crowds than summer, blooming gardens at historic properties like Brampton 1860, comfortable temperatures for exploring towns like St. Michaels.

    Summer (June-August): Peak season for waterfront properties, rooftop pool open at Merriweather Lakehouse, outdoor dining at its finest, sunset cruises and water activities, live music at Kent Narrows restaurants.

    Fall (September-November): Spectacular foliage, harvest season at local vineyards, comfortable hiking weather, cozy fireplaces at The Wildset, fewer crowds after Labor Day.

    Winter (December-February): Lowest rates of the year, cozy romance by the fire, intimate atmosphere, hot chocolate and s’mores, perfect for couples seeking quiet connection.

    Planning Your Romantic Maryland Getaway

    How far in advance to book: For weekend stays at any of these properties, book 4-6 weeks ahead minimum. Special occasions (Valentine’s Day, anniversaries) and peak fall foliage season require 2-3 months advance booking. Cottages at Brampton 1860 and The Oaks book especially quickly.

    Recommended length of stay: Two nights minimum allows you to settle in and truly relax. Three nights lets you explore nearby attractions without rushing. All five properties reward longer stays with their peaceful settings.

    What to pack: Comfortable walking shoes for trails and town exploration, layers for changing weather, binoculars for birdwatching (especially at Brampton 1860 and Merriweather Lakehouse), camera for stunning sunset photos, appetites for incredible dining.

    Getting there: All five properties are within 1-2 hours of Baltimore, Washington DC, and Philadelphia. Brampton 1860 and The Wildset are closest to each other (20 minutes apart) for couples wanting to experience multiple properties. Kent Narrows sits perfectly between the Eastern Shore’s attractions.

    Make Your Maryland Romance Unforgettable

    Maryland’s Eastern Shore and surrounding regions deliver romance in distinctive ways. From Brampton 1860’s secluded cottages to The Oaks’ intimate pampering, from The Wildset’s boutique charm to Hyatt Place Kent Narrows’ waterfront sunsets, each property creates its own romantic magic.

    The best romantic hotel depends on what matters most to you as a couple. Total privacy and nature? Brampton wins. Boutique luxury in a charming town? The Wildset delivers. Being thoroughly pampered? The Oaks excels. Waterfront dining and sunset views? Hyatt Place Kent Narrows nails it. Modern lakefront luxury? Merriweather Lakehouse satisfies.

    What they all share is genuine attention to couples, exceptional dining, beautiful settings, and that indefinable quality that makes you want to linger just a bit longer before checking out.

    Your perfect Maryland romantic escape is waiting. The only question is which one to book first.

    Frequently Asked Questions About Romantic Hotels in Maryland

    What is the most romantic hotel in Maryland?

    Brampton 1860 in Chestertown takes the top spot for most romantic hotel in Maryland. The private cottages offer complete seclusion on a 35-acre estate, with features like Japanese soaking tubs, wood-burning fireplaces, and private porches overlooking meadows. The combination of privacy, historic charm, farm-to-table dining, and attentive hosts creates an unmatched romantic atmosphere.

    Which Maryland hotel is best for anniversaries?

    The Oaks Waterfront Hotel in Easton is ideal for anniversaries. With only 15 total accommodations, the intimate property provides Four Seasons-level service and pampering. Private waterfront cottages, exceptional dining at The Oak Room, heated bathroom floors, and thoughtful touches like fresh daily flowers create a celebration-worthy experience. The staff’s genuine warmth makes special occasions feel truly special.

    Where should couples stay in St. Michaels, Maryland?

    The Wildset Hotel is the best choice for couples in St. Michaels. The boutique property offers 34 unique suites in renovated 19th-century buildings right in the heart of town. You’re steps from waterfront dining, antique shops, and the harbor, yet return to modern farmhouse luxury with fireplaces, soaking tubs, and complimentary bikes. The onsite restaurant Ruse serves exceptional cuisine, and evening s’mores by the fire pit add romantic touches.

    What is the best waterfront romantic hotel on the Chesapeake Bay?

    Hyatt Place Kent Narrows offers the best combination of waterfront location, value, and romantic atmosphere on the Chesapeake Bay. The modern waterfront suites with private balconies provide stunning bay views and sunsets. You can walk to multiple excellent restaurants and bars in Fisherman’s Village, creating easy romantic evenings. The adult-focused atmosphere, expansive deck space, and fire pit overlooking the water enhance the romantic setting.

    Do any romantic Maryland hotels allow pets?

    Yes, both Merriweather Lakehouse Hotel and Hyatt Place Kent Narrows are pet-friendly with no additional pet fees. The Oaks Waterfront Hotel also welcomes well-behaved dogs. Some cottages at Brampton 1860 (Russell’s Cottage and Robin’s Nest) accept pets, though these book quickly. Always inform the property when booking that you’re traveling with a pet.

    Which Maryland hotel has the best romantic dining?

    This depends on your preference. Ruse at The Wildset Hotel serves creative modern American seafood in an intimate setting. The Oak Room at The Oaks Waterfront Hotel offers elevated cuisine with Chef Dave’s artistry and Sujoy’s craft cocktails. Brampton 1860’s Signature Steampot delivered to your private cottage creates a uniquely romantic dining experience. All three provide exceptional food in romantic atmospheres.

    What is the most secluded romantic hotel in Maryland?

    Brampton 1860 offers the most seclusion. Private cottages scattered across 35 acres provide complete privacy, yet you’re just a short walk to the Manor House for meals and amenities. Marley’s Cottage, hidden behind a barn’s red door, exemplifies this seclusion – you feel like you’ve discovered a secret world. The natural surroundings, Certified Wildlife Habitat designation, and lack of nearby development enhance the secluded atmosphere.

    Are these Maryland romantic hotels good for proposals?

    Absolutely. Brampton 1860’s private cottages and grounds offer intimate settings for proposals. The Oaks Waterfront Hotel’s yacht sunset cruises (weather permitting) create memorable proposal moments. The Wildset Hotel’s fire pit area under the stars or The Rookery Bar’s sunset views at Merriweather Lakehouse both work beautifully. Contact properties in advance – they’re experienced with proposals and can help coordinate special touches.

    Which Maryland hotel is best for a romantic weekend from DC or Baltimore?

    Merriweather Lakehouse Hotel in Columbia is most convenient, just 15 minutes from BWI Airport and under an hour from both DC and Baltimore. This makes spontaneous romantic weekends easy. The modern luxury, floor-to-ceiling lake views, and rooftop pool (summer only) provide a complete escape despite the proximity to cities. Free parking is an added bonus.

    Do these romantic hotels have minimum stay requirements?

    Weekend minimum stays vary by property and season. Brampton 1860 and The Oaks often require two-night minimums on weekends during peak season. The Wildset Hotel, Hyatt Place Kent Narrows, and Merriweather Lakehouse typically don’t have minimums, though this can change during holidays or special events. Always check directly with properties when booking, especially for holiday weekends.

    What makes the Eastern Shore good for romantic getaways?

    The Eastern Shore combines proximity to major cities with a slower pace of life. Historic towns like St. Michaels and Chestertown offer walkable charm without crowds. Waterfront locations provide stunning sunset views. Farm-to-table dining showcases the region’s bounty. The Chesapeake Bay creates a scenic backdrop for every moment. Close enough for weekend trips, yet far enough to feel like a true escape.

    Can you visit multiple romantic Maryland hotels in one trip?

    Absolutely. Brampton 1860 in Chestertown and The Wildset Hotel in St. Michaels are only 20 minutes apart, making them perfect for a split-stay romantic tour. The Oaks in Easton is 15 minutes from St. Michaels. Hyatt Place Kent Narrows sits between these properties. A 4-5 day trip could include stays at 2-3 properties, experiencing different romantic styles while exploring the Eastern Shore.

    Explore More Maryland & Eastern Shore Destinations:

    Romantic Getaway Destinations:

    More Maryland Hotels & Accommodations:

    Eastern Shore Activities & Dining:

    Seasonal Maryland Experiences:

    Better Living uses affiliate links. If you make a purchase through them, we may receive a small commission (for which we are deeply grateful) at no cost to you.

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    Heather

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  • 9 Best Weekend Getaways from Philadelphia in 2026 (Within 2 Hours)

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    Looking for the best weekend getaways from Philadelphia in 2026?

    Philadelphia’s prime location makes it the perfect jumping-off point for exploring charming small towns in Pennsylvania, Maryland, New Jersey, and Delaware. These 9 picturesque destinations offer historic main streets, waterfront dining, unique shopping, and scenic landscapes, all within a convenient two-hour drive of Center City. Whether you’re planning a romantic weekend trip to New Hope, a family adventure to Peddlers Village, or a solo escape to the Chesapeake Bay, these nearby small towns deliver unforgettable experiences without extensive travel.

    Perfect for day trips from Philadelphia, scenic road trips through Bucks County, or full weekend escapes to the Eastern Shore, these destinations provide the ideal getaway for every season. From fall foliage tours to summer waterfront dining, spring garden visits to cozy winter retreats, these small-town treasures offer the best things to do near Philadelphia when you need a break from city life.

     

    Quick Guide: Top Weekend Getaways from Philadelphia

    • New Hope & Lambertville: Riverside twin towns with artistic vibes (1 hour)
    • Peddlers Village: Colonial shopping village with seasonal attractions (45 minutes)
    • Kennett Square: Home to Longwood Gardens and farm-to-table dining (45 minutes)
    • Jim Thorpe: Mountain town with outdoor recreation and historic charm (1.5 hours)
    • Doylestown: Cultural hub with world-class museums (45 minutes)
    • Chestertown: Colonial charm and luxury retreat on Maryland’s Eastern Shore (1.5 hours)
    • St. Michaels: Chesapeake Bay maritime town (2 hours)
    • Kent Narrows: Waterfront dining and boating paradise (1 hour 45 minutes)
    • Phoenixville: Revitalized former steel town with vibrant dining (45 minutes)

    1. New Hope, PA & Lambertville, NJ: Twin Towns for the Perfect Weekend Escape

    The historic green steel truss bridge that connects New Hope, Pennsylvania to Lambertville, New Jersey spanning across the Delaware River. The distinctive green-painted metal structure features multiple truss segments supported by stone pillars rising from the calm river below. The blue sky with scattered white clouds is perfectly reflected in the still water, creating mirror images of both the bridge and clouds. Buildings are visible on the shoreline, and the surrounding landscape shows lush spring or summer vegetation. This bridge serves as both a functional connection between the twin towns and a scenic landmark in the region. The historic green steel truss bridge that connects New Hope, PA to Lambertville, NJ | Photo: Better Living

    Distance from Philadelphia: 1 hour (40 miles)
    Perfect for: Art lovers, antiquing enthusiasts, romantic getaways

    New Hope stands out as the crown jewel of Bucks County weekend getaways, offering a perfect blend of artistic charm, riverside beauty, and eclectic shopping along its vibrant Main Street. Just across the Delaware River via a walkable bridge is Lambertville, NJ, creating one of the most romantic weekend trips from Philadelphia when these sister towns are experienced together.

    Where to Stay in New Hope & Lambertville

    1. River House at Odettes: Luxury accommodations with Delaware River views
    2. Woolverton Inn: Historic lodging (established 1727) in downtown New Hope
    3. Lambertville House: Elegant accommodations in a Federal-style building

    Top 6 Things to Do in New Hope & Lambertville

    1. Stroll the scenic towpath along the Delaware Canal State Park
    2. Browse Lambertville’s antique shops and art galleries (Bridge Street has the highest concentration)
    3. Catch a performance at the historic Bucks County Playhouse
    4. Take a ride on the New Hope Railroad’s vintage trains
    5. Explore Hunterdon County attractions just minutes from Lambertville
    6. Shop at unique boutiques like Heart of the Home and Topeo Galleries

    Where to Eat in New Hope & Lambertville

    • Marsha Brown: Upscale Creole cuisine in a converted church (New Hope)
    • Nektar: Craft cocktails and Mediterranean small plates (New Hope)
    • Under the Moon Cafe: Homestyle Italian comfort food (Lambertville)
    • Lambertville Station: Riverside dining with American cuisine (Lambertville)

    Best Time to Visit New Hope & Lambertville

    These twin towns shine year-round:

    • Spring: Cherry blossoms along the canal and fewer crowds
    • Summer: Outdoor dining and riverside activities
    • Fall: Spectacular foliage and pleasant temperatures
    • Winter: Festive holiday decorations and cozy restaurants

    Local Tip for New Hope & Lambertville

    Parking can be challenging on weekends. Use the New Hope-Lambertville Bridge to explore both towns on foot, parking in whichever town has available spaces when you arrive.

    2. Peddlers Village: A Colonial Shopping Destination in Bucks County

    A charming colonial-style shopping building at Peddlers Village in Lahaska, Pennsylvania. The red barn-like structure features stone foundation walls and white trim accents. A decorative American-style windmill with red, white, and blue blades stands prominently beside the building. Outdoor dining areas with orange umbrellas are visible, and the building houses "Sticky Fingers" and another shop as indicated by signage. A split-rail fence borders well-maintained landscaping with spring green trees and manicured lawns. The scene captures the rustic, colonial charm that makes Peddlers Village a popular shopping destination.
    A charming colonial-style shopping building at Peddlers Village in Lahaska, Pennsylvania. The red barn-like structure features stone foundation walls and white trim accents. A decorative American-style windmill with red, white, and blue blades stands prominently beside the building. Outdoor dining areas with orange umbrellas are visible, and the building houses "Sticky Fingers" and another shop as indicated by signage. A split-rail fence borders well-maintained landscaping with spring green trees and manicured lawns. The scene captures the rustic, colonial charm that makes Peddlers Village a popular shopping destination. The quaint shops of Peddlers Village in springtime | Photo: Better Living

    Distance from Philadelphia: 45 minutes (35 miles)
    Perfect for: Shoppers, families, seasonal festival-goers

    Often considered part of the greater New Hope area, Peddlers Village in Lahaska, PA deserves special recognition as one of the most enchanting weekend getaways near Philadelphia. This colonial-style shopping village features 65+ specialty shops, winding brick pathways, and gorgeous seasonal gardens that make it perfect for a day trip or weekend stay.

    Where to Stay in Peddlers Village

    • Golden Plough Inn: Charming accommodations right in the heart of the village, with 67 rooms and suites featuring four-poster beds, fireplaces, and countryside views
    • Fox and Hound Bed & Breakfast: Historic B&B just a short drive away in New Hope
    • Homewood Suites by Hilton Doylestown: Family-friendly option with kitchen suites nearby

    Top 5 Things to Do in Peddlers Village

    1. Shop at unique boutiques like Greenology, Skip’s Candy Corner, and Lace Silhouettes
    2. Visit during one of the seasonal festivals, such as the Apple Festival, Scarecrow Festival, or Gingerbread Competition
    3. Enjoy the beautifully maintained gardens and seasonal decorations
    4. Visit Giggleberry Fair, a family entertainment center with a restored 1922 carousel
    5. Dine, snack, and sip at one of the many onsite eateries and shops.

    Where to Eat in Peddlers Village

    • Cock ‘n Bull Restaurant: Pennsylvania Dutch specialties in a colonial setting
    • Earl’s New American: Upscale cuisine with seasonal ingredients
    • Buttonwood Grill: Casual dining with craft beers and gourmet burgers
    • Hart’s Tavern: Cozy pub atmosphere with comfort food favorites

    Best Time to Visit Peddlers Village

    Peddlers Village shines year-round, with each season offering something special:

    Local Tip for Peddlers Village

    Visit midweek if possible to avoid crowds, especially during holiday seasons. For weekend visits, arrive when shops open at 10am to enjoy a more relaxed shopping experience before the afternoon rush.

    3. Kennett Square: Mushroom Capital and Garden Paradise

    The interior of Longwood Gardens' magnificent conservatory greenhouse featuring a lush tropical display. Hanging from the soaring glass and steel ceiling structure are three large spherical arrangements of bromeliads and orchids with vibrant orange and red flowers. Below, a central water feature runs through a garden path flanked by diverse tropical plants including banana trees, palms, ferns, and flowering specimens. The glass-paneled roof allows natural light to flood the space, creating a bright, verdant atmosphere. Planters with pink and yellow flowers add splashes of color at the entrance to the pathway.
    The interior of Longwood Gardens' magnificent conservatory greenhouse featuring a lush tropical display. Hanging from the soaring glass and steel ceiling structure are three large spherical arrangements of bromeliads and orchids with vibrant orange and red flowers. Below, a central water feature runs through a garden path flanked by diverse tropical plants including banana trees, palms, ferns, and flowering specimens. The glass-paneled roof allows natural light to flood the space, creating a bright, verdant atmosphere. Planters with pink and yellow flowers add splashes of color at the entrance to the pathway. Longwood Gardens Conservatory in Kennett Square | Photo: Better Living

    Distance from Philadelphia: 45 minutes (35 miles)
    Perfect for: Garden enthusiasts, foodies, wine lovers

    Known as the “Mushroom Capital of the World,” Kennett Square offers much more than just fungi, with a charming downtown, world-class gardens, and excellent dining options that make it one of the best day trips from Philadelphia for nature and food lovers alike.

    Where to Stay in Kennett Square

    • Kennett House Bed & Breakfast: Historic charm within walking distance to downtown
    • Inn at Whitewing Farm: Secluded country experience on 13 acres
    • Fairfield Inn & Suites: Modern accommodations close to Longwood Gardens

    Top 5 Things to Do in Kennett Square

    1. Visit Longwood Gardens, one of America’s premier horticultural displays (allow at least 3-4 hours)
    2. Explore State Street’s boutiques, galleries, and specialty shops
    3. Tour Phillips Mushroom Farm to learn about local mushroom cultivation
    4. Visit nearby Brandywine Valley wineries like Galer Estate and Penns Woods
    5. Check out The Creamery, a revitalized industrial space with food vendors and events

    Where to Eat in Kennett Square

    • 1906 at Longwood Gardens: Fine dining inside the gardens
    • Talula’s Table: Famous farm-to-table dining (reserve the farm table a year in advance!)
    • Victory Brewing Company: Casual atmosphere with great food and craft beer brewed on-site
    • La Verona: Exceptional Italian cuisine with a charming atmosphere

    Best Time to Visit Kennett Square and Longwood Gardens

    • Spring: Stunning tulip and spring bloom displays at Longwood Gardens
    • Summer: Festival of Fountains with illuminated evening shows
    • Fall: Chrysanthemum displays and mushroom celebrations
    • Winter: Half-million light Christmas display and indoor conservatory flowers

    Local Tip for Kennett Square

    Purchase Longwood Gardens tickets online in advance, especially for special events and holiday displays. Consider becoming a member if you plan to visit more than twice in a year for significant savings and member preview days.

    4. Jim Thorpe: Pennsylvania’s Mountain Gem

    Distance from Philadelphia: 1.5 hours (80 miles)
    Perfect for: Outdoor enthusiasts, history buffs, scenery seekers

    Nestled in the Lehigh Gorge, Jim Thorpe is often called the “Switzerland of America” for its mountainous setting and European-style architecture. This historic town in Pennsylvania has reinvented itself as an outdoor recreation hub and arts destination, making it perfect for active weekend getaways from Philadelphia.

    Where to Stay in Jim Thorpe

    • The Inn at Jim Thorpe: Victorian elegance in a historic 1849 building
    • Times House Bed & Breakfast: Boutique accommodations in a restored 1870s home
    • Dolon House: Luxury B&B with antiques and modern amenities

    Top 5 Things to Do in Jim Thorpe

    1. Ride the Lehigh Gorge Scenic Railway for breathtaking mountain views (16-mile round trip)
    2. Visit the Asa Packer Mansion Museum to explore Gilded Age opulence ($10 admission)
    3. Bike or hike the 25-mile Lehigh Gorge Trail along the former railroad bed
    4. Go whitewater rafting on the Lehigh River (Class II-III rapids)
    5. Browse the eclectic shops and galleries on Broadway and Race Street

    Where to Eat in Jim Thorpe

    • Stone Row Pub & Eatery: Upscale comfort food in a historic row house
    • Moya: Mediterranean and Eastern European cuisine with vegetarian options
    • Marion Hose Bar: Craft cocktails and small plates in a former firehouse
    • Broadway Grille: Classic American fare in a historic hotel

    Best Time to Visit Jim Thorpe

    • Summer: Ideal for rafting, kayaking, biking, and hiking
    • Fall: Spectacular foliage views and Fall Foliage Festival weekends
    • Winter: Nearby skiing at Blue Mountain and cozy fireside dining
    • Spring: Whitewater season begins as spring rains fill the Lehigh River

    Local Tip for Jim Thorpe

    Park in the County parking lot for $6/day and walk into town, as street parking is limited. For outdoor activities, make reservations with outfitters like Jim Thorpe River Adventures or Pocono Whitewater in advance during peak season.

    5. Doylestown: Cultural Hub with Small Town Charm

    Distance from Philadelphia: 45 minutes (35 miles)
    Perfect for: Culture lovers, history enthusiasts, architecture fans

    Rich in history and culture, Doylestown combines small-town charm with sophisticated attractions, including world-class museums and a vibrant downtown filled with local businesses, making it one of the most cultured small towns near Philadelphia for a weekend escape.

    Where to Stay in Doylestown

    • The Doylestown Inn: Boutique accommodations right on Main Street
    • Hargrave House Bed & Breakfast: Historic charm in an 1813 Federal-style building
    • Homewood Suites: Family-friendly option with kitchenettes

    Top 5 Things to Do in Doylestown

    1. Explore the Mercer Museum, a concrete castle filled with pre-industrial tools and artifacts
    2. Visit Fonthill Castle, Henry Mercer’s eccentric concrete mansion with 44 rooms
    3. Tour the James A. Michener Art Museum, featuring Pennsylvania Impressionist paintings
    4. Stroll through the shops and galleries of downtown’s walkable center
    5. Relax at Doylestown’s Central Park with gardens and walking paths

    Where to Eat in Doylestown

    • Honey: Creative farm-to-table cuisine with seasonal ingredients
    • Genevieve’s Kitchen: Excellent Italian fare with homemade pasta
    • Pag’s Pub: Casual gastropub with craft beer selection
    • Marketplace by Nourish: Healthy breakfast and lunch options

    Best Time to Visit Doylestown

    • Year-round appeal with indoor cultural attractions
    • Summer: Outdoor dining and Doylestown Arts Festival
    • Fall: Beautiful colors in nearby Peace Valley Park
    • Winter: Holiday decorations and fewer crowds at museums
    • Spring: Blooming gardens at Fonthill Castle

    Local Tip for Doylestown

    Purchase a combined ticket for the Mercer Museum and Fonthill Castle to save money. Fonthill Castle tours fill quickly, so book in advance online. Park in the Bucks County Parking Garage for easy access to the downtown area.

    6. Chestertown: Colonial Charm and Luxury Retreat on Maryland’s Eastern Shore

    Brampton 1860 front exterior at night.
    Brampton 1860 front exterior at night. Brampton 1860 in Chestertown, MD | Photo: Better Living

    Distance from Philadelphia: 1.5 hours (90 miles)
    Perfect for: History lovers, luxury seekers, foodies, romantic getaways

    Nestled along the Chester River on Maryland’s Eastern Shore, Chestertown offers a perfect blend of colonial history, charming brick-lined streets, and authentic small-town character. Founded in 1706, this hidden gem features over 200 independently owned shops, galleries, restaurants, and cafes, along with a historic waterfront that makes it one of the most unique weekend getaways from Philadelphia.

    Where to Stay in Chestertown

    Brampton 1860 front exterior at night.
    Brampton 1860 front exterior at night. Brampton 1860 in Chestertown, MD | Photo: Better Living
    • Brampton 1860: Award-winning luxury boutique inn on a 35-acre historic estate just one mile from downtown. This Select Registry property features seven rooms in the Manor House and six private cottages with fireplaces, jetted tubs, and farm-to-table breakfasts. Perfect for romantic escapes and peaceful retreats.

    Top 6 Things to Do in Chestertown

    1. Stroll the historic waterfront and visit the Schooner Sultana, a stunning replica 18th-century British Navy vessel
    2. Browse unique shops like Twigs & Teacups and The Bookplate, an independent used bookstore with rare finds
    3. Visit Fountain Park to see the iconic 1899 Hebe Fountain and shop the Saturday Farmers Market
    4. Take a river cruise on The River Packet for brunch, dinner, or sunset tours
    5. Explore Lockbriar Farms for pick-your-own produce, flowers, and homemade ice cream
    6. Get cozy with friendly felines at the Cat Colloquium, a unique cat lounge run by nonprofit Kit Care Inc.

    Where to Eat in Chestertown

    • The Kitchen at the Imperial: Award-winning farm-to-table dining with three-time Best Chef on the Eastern Shore Steve Quigg. Don’t miss their famous crab cakes.
    • Retriever Bar: Modern lounge with locally sourced Chesapeake oysters, craft cocktails, and grass-fed burgers (21+)
    • Stam’s Luncheonette: Retro soda fountain serving their famous Butter Burger and house-made ice cream
    • Modern Stone Age Kitchen: Bakery and cafe featuring ancestral food traditions, sourdough breads, and fermented specialties
    • El Rancho Mexican Cuisine: Authentic Mexican street tacos and early breakfast (opens 6:30 AM)

    Best Time to Visit Chestertown

    • Spring: Blooming gardens at Brampton 1860 and pleasant weather for exploring
    • Summer: Peak season with all attractions open, outdoor dining, and Chestertown Jazz Festival
    • Fall: Sultana Downrigging Festival (largest tall ships gathering in North America) and beautiful foliage
    • Winter: ‘A Dickens of a Christmas’ festival with Victorian charm and fewer crowds

    Local Tip for Chestertown

    Stay at Brampton 1860 for the best of both worlds: a peaceful, luxurious countryside estate just 5 minutes from downtown’s shops and restaurants. Book direct for the best rates, and don’t miss their afternoon tea at 4 PM. For a complete experience, plan at least a two-night stay to enjoy both the property’s 35 acres of gardens and trails and Chestertown’s historic downtown.

    7. St. Michaels: Maritime Charm on the Chesapeake Bay

    A charming street scene in downtown St. Michaels, Maryland showing historic buildings that now house shops and restaurants. A couple walks along the brick sidewalk past a Victorian-style building with a distinctive tower and red brick construction. The building appears to house "Eatery 208" as indicated by signage. Adjacent is a white colonial-style building with black shutters and small red awnings over each window. Lush greenery and flowering bushes line the walkway, and a white SUV drives past on the street. The scene captures the quaint, walkable atmosphere of this Eastern Shore town.
    A charming street scene in downtown St. Michaels, Maryland showing historic buildings that now house shops and restaurants. A couple walks along the brick sidewalk past a Victorian-style building with a distinctive tower and red brick construction. The building appears to house "Eatery 208" as indicated by signage. Adjacent is a white colonial-style building with black shutters and small red awnings over each window. Lush greenery and flowering bushes line the walkway, and a white SUV drives past on the street. The scene captures the quaint, walkable atmosphere of this Eastern Shore town. Shopping on Talbot St in St. Michaels MD | Photo: Better Living

    Distance from Philadelphia: 2 hours (100 miles)
    Perfect for: Maritime enthusiasts, seafood lovers, waterfront relaxation

    This picturesque Chesapeake Bay town offers maritime charm, waterfront views, and a relaxed coastal atmosphere that feels worlds away from city life, creating one of the most refreshing weekend trips from Philadelphia for those seeking water and relaxation.

    Where to Stay in St. Michaels

    • Inn at Perry Cabin: Luxury waterfront resort with sailing and spa services
    • The Wildset Hotel: Stylishly renovated boutique hotel with modern amenities in a historic setting

    Top Things to Do in St. Michaels

    1. Explore the Chesapeake Bay Maritime Museum’s 18 waterfront acres and historic lighthouse
    2. Take a scenic cruise on the Miles River aboard the Patriot or Selina II
    3. Shop the boutiques and galleries along Talbot Street (over 50 shops in walkable downtown)
    4. Tour and taste at Lyon Distilling Company and St. Michaels Winery
    5. Rent bicycles to explore the flat, scenic roads around town

    Where to Eat in St. Michaels

    Best Time to Visit St. Michaels

    • Late April to June: Perfect weather and fewer crowds
    • Summer: Peak season with all attractions open and waterfront activities
    • Fall: Oyster season begins and beautiful autumn scenery
    • Winter: Quiet, romantic atmosphere with holiday events

    Local Tip for St. Michaels

    Make dinner reservations well in advance for summer weekends, especially for waterfront restaurants. For the best experience of St. Michaels, stay at least two nights to enjoy both water activities and the charming downtown at a relaxed pace.

    See also

    putting money in a pink piggy bank https://www.onbetterliving.computting money in a pink piggy bank https://www.onbetterliving.com

    8. Kent Narrows: Waterfront Dining and Boating Paradise

     A stunning pastel sunset over Kent Narrows waterway in Maryland, viewed from an elevated position likely at the Hyatt hotel. The water reflects golden-orange sunset hues as boats are docked along wooden piers. Several fishing and pleasure crafts are moored in the marina, with a small boat moving across the calm waters. The shoreline features pine trees silhouetted against the dramatic sky filled with pink, orange, and purple clouds. A waterfront restaurant with outdoor seating is visible on the right, perfectly positioned for sunset dining.
     A stunning pastel sunset over Kent Narrows waterway in Maryland, viewed from an elevated position likely at the Hyatt hotel. The water reflects golden-orange sunset hues as boats are docked along wooden piers. Several fishing and pleasure crafts are moored in the marina, with a small boat moving across the calm waters. The shoreline features pine trees silhouetted against the dramatic sky filled with pink, orange, and purple clouds. A waterfront restaurant with outdoor seating is visible on the right, perfectly positioned for sunset dining. Sunset in Kent Narrows from the balcony of the Hyatt Place hotel | Photo: Better Living

    Distance from Philadelphia: 1 hour 43 minutes (104.9 miles) via I-95 S and US-301 S
    Perfect for: Seafood lovers, boating enthusiasts, waterfront views

    Located along Maryland’s Eastern Shore, Kent Narrows is a waterfront paradise known for its incredible seafood restaurants, marina culture, and stunning Chesapeake Bay views. This narrow waterway connecting the Chester River and Eastern Bay offers a true water-oriented weekend getaway from Philadelphia with a focus on fresh seafood and maritime activities.

    Where to Stay in Kent Narrows

    Top 6 Things to Do in Kent Narrows

    1. Enjoy the famous Kent Narrows sunsets from waterfront restaurants or hotel decks
    2. Visit Ferry Point Park and climb the observation tower at Chesapeake Heritage and Visitor Center
    3. Take a boat tour or fishing charter from one of the local marinas
    4. Explore the Cross Island Trail for beautiful waterfront views (perfect for biking or walking)
    5. Visit the Maryland Watermen’s Monument at the entrance to Fisherman’s Village
    6. Spot local wildlife including blue herons, ospreys, and Chesapeake Bay terrapins

    Where to Eat in Kent Narrows

    Best Time to Visit Kent Narrows

    • Late Spring/Early Summer: Perfect temperatures and fewer crowds
    • Summer: Peak season with all attractions open and boating activities
    • Fall: Stunning sunsets and continuing seafood season
    • Year-round: Many restaurants remain open throughout the year

    Local Tip for Kent Narrows

    For the complete Kent Narrows experience, stay in Fisherman’s Village where all dining is walkable. Request a waterfront room with a balcony at the Hyatt Place, and time your dinner reservations at Fisherman’s Crab Deck or Harris Crab House to coincide with sunset for unbeatable views. Don’t leave without trying Maryland’s famous steamed blue crabs and a signature Orange Crush cocktail.

    9. Phoenixville: Revitalized Small Town with Urban Energy

    Distance from Philadelphia: 45 minutes (28 miles)
    Perfect for: Craft beverage enthusiasts, dining, historic cinema fans

    Once a steel town, Phoenixville has transformed into a vibrant community with an impressive food and beverage scene, regular festivals, and a walkable downtown that makes it perfect for day trips from Philadelphia or weekend stays.

    Where to Stay in Phoenixville

    • Residence Inn Philadelphia Valley Forge: Extended stay option with kitchen suites nearby
    • Staybridge Suites Philadelphia Valley Forge: Comfortable suites within short driving distance
    • Hilton Garden Inn Valley Forge/Oaks: Modern accommodations close to Phoenixville

    Top 5 Things to Do in Phoenixville

    1. Explore Bridge Street’s shops, galleries, and restaurants (over 30 in walkable downtown)
    2. Visit Bluebird Distilling for craft spirits tasting and distillery tours
    3. Enjoy a movie at the historic Colonial Theatre, famous for the 1958 film “The Blob”
    4. Attend First Friday events with street performances and extended store hours
    5. Stroll through Reeves Park with its Victorian bandshell and walking paths

    Where to Eat in Phoenixville

    • Avlos Greek Cuisine: Authentic Mediterranean dishes in an upscale setting
    • Iron Hill Brewery: Craft beers and elevated pub fare
    • Sedona Taphouse: Extensive menu and drink selection
    • Bistro on Bridge: Rooftop bar and American bistro fare

    Best Time to Visit Phoenixville

    • Year-round destination with primarily indoor attractions
    • Summer: Outdoor dining and Blobfest celebration in July
    • Spring: Dogwood Festival in May with carnival and craft fair
    • Fall: Food festival and Halloween celebrations
    • Winter: Holiday decorations and cozy restaurant scene

    Local Tip for Phoenixville

    If you enjoy craft beverages, follow the “Phoenixville Pour Tour” to experience the town’s impressive collection of breweries, distilleries, and wineries. Park in the Main and Bridge Streets municipal lot for easy downtown access.

    Planning Your Perfect Small Town Getaway from Philadelphia

    A picturesque historic red mill building sits alongside a small waterfall on the Raritan River in Clinton, New Jersey. The multi-story wooden structure features white-trimmed windows and a stone foundation. A small red outbuilding with a Union Jack flag is visible nearby. The mill is surrounded by lush green trees, and the scene includes a peaceful millpond with a dam creating a gentle waterfall. The bright blue sky with white clouds completes this quintessential American historical landscape.
    A picturesque historic red mill building sits alongside a small waterfall on the Raritan River in Clinton, New Jersey. The multi-story wooden structure features white-trimmed windows and a stone foundation. A small red outbuilding with a Union Jack flag is visible nearby. The mill is surrounded by lush green trees, and the scene includes a peaceful millpond with a dam creating a gentle waterfall. The bright blue sky with white clouds completes this quintessential American historical landscape. The Red Mill in Clinton, NJ – Hunterdon County | Photo: Better Living

    These nine destinations represent the best weekend getaways from Philadelphia, each offering unique charm and attractions within a short drive of the city. For an extended experience, consider combining nearby towns into a single trip—Peddlers Village, New Hope, and Lambertville can easily be visited over a long weekend, as can Doylestown and Phoenixville.

    For a Chesapeake Bay-focused trip, pair Kent Narrows with nearby St. Michaels and Chestertown for a complete Eastern Shore experience. Brampton 1860 serves as the perfect luxury basecamp for exploring the Eastern Shore.

    Practical Planning Tips for Your Weekend Escape

    1. Best Time to Visit: Spring and fall offer pleasant weather and fewer crowds at most destinations
    2. Accommodation Booking: Reserve rooms 2-3 months in advance for weekend stays, especially during summer and fall foliage season
    3. Dining Reservations: Make dinner reservations at least 1-2 weeks ahead for popular restaurants
    4. Transportation: While having a car provides the most flexibility, SEPTA trains reach Doylestown and nearby stations to Phoenixville
    5. Multi-Town Itineraries: Plan for no more than two towns per day to avoid feeling rushed

    Themed Weekend Itineraries

    FAQs About Weekend Getaways from Philadelphia

    What is the closest small town to visit from Philadelphia? Phoenixville is the closest at just 28 miles and about 45 minutes from Center City Philadelphia.

    Which town is best for a romantic weekend getaway? New Hope and Lambertville offer the most romantic atmosphere, with riverside walks, intimate restaurants, and charming accommodations like the River House at Odettes. For a luxury retreat, Chestertown’s Brampton 1860 provides an award-winning romantic escape on a 35-acre estate.

    What’s the best small town for families near Philadelphia? Peddlers Village is ideal for families with its Giggleberry Fair attraction, seasonal festivals, and family-friendly dining options.

    Can I visit these towns using public transportation? Doylestown is directly accessible via SEPTA Regional Rail. Others require a car or rideshare services from nearby train stations.

    What’s the best multi-day itinerary for exploring these towns? For a three-day weekend, combine New Hope/Lambertville with Peddlers Village and Doylestown, as they’re all within 20 minutes of each other. For a Chesapeake Bay weekend, pair Kent Narrows with St. Michaels and Chestertown for the complete Eastern Shore experience, staying at Brampton 1860 for luxury accommodations.

    No matter which small town you choose to explore, you’ll find a welcome respite from city life without sacrificing excellent dining, shopping, and cultural experiences. These weekend getaways near Philadelphia prove that sometimes the best vacations are right in your backyard.

    What’s your favorite small town getaway from Philadelphia? Let us know in the comments below!


    Last Updated: January 2026

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  • The Oaks Waterfront Hotel Review: Eastern Shore Luxury | Better Living

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    Searching for your next Chesapeake Bay getaway? My Oaks Waterfront Hotel review covers three days at this intimate property in Easton, MD that surprised us with impeccable service and genuine Eastern Shore charm.

    The Oaks Waterfront Hotel Review – Easton, MD

    Impressive white colonial revival hotel building featuring multiple gables, black shutters, and covered entry portico supported by columns. The circular driveway is paved with dark asphalt and includes golf cart parking areas. Manicured landscaping with foundation plantings and a brick-edged entrance create an elegant arrival experience. The Oaks main hotel building with arrival area | Photo: Better Living

    Tucked away on a quiet cove just off the Chesapeake Bay, The Oaks Waterfront Hotel delivers a serene escape that feels like your own private corner of Maryland’s Eastern Shore.

    After spending three days here, I can confidently say this boutique property surprised us in the best possible way.

    What caught me off guard was how much it reminded me of some of the world’s finest hotels. The Oaks may be a boutique property rather than a sprawling resort, but the level of service and attention to detail rivaled what I’ve experienced at places like Four Seasons or Ritz Carlton.

    Bright, elegantly furnished lobby featuring cream-colored sofa and plaid upholstered armchairs arranged around a round glass coffee table. Large windows with neutral Roman shades frame views of green lawn and water beyond. The space includes warm wood floors, neutral area rug, and coastal-themed artwork on pale gray walls.
    Bright, elegantly furnished lobby featuring cream-colored sofa and plaid upholstered armchairs arranged around a round glass coffee table. Large windows with neutral Roman shades frame views of green lawn and water beyond. The space includes warm wood floors, neutral area rug, and coastal-themed artwork on pale gray walls. The lobby at coffee station in the main house at The Oaks | Photo: Better Living

    Fresh flowers appear throughout the property each day. The restaurant and bar are always set up to look picture perfect. The lobby welcomes you with coffee, tea, and snacks that make it inviting from the moment you arrive. Everywhere you look, the property appears pristine and almost brand new. Premium amenities fill the rooms – quality furnishings, linens, and robes that add extra comfort. Getting around is effortless with golf cart rides across the grounds or a luxury SUV on call for shopping and dining. Their own yacht waits at the pier. Fine dining and signature cocktails happen on site, all delivered with service that feels like having your own personal concierge.

    Like those big-name properties, everything is simply taken care of and waiting for you on arrival. It’s all very thoughtful and luxurious. The difference is that The Oaks delivers it all with genuine warmth instead of polished formality.

    What Makes The Oaks Special

    Expansive green lawn stretching to waterfront with multiple groupings of white Adirondack chairs positioned under beige umbrellas for sun protection. A covered boat slip houses a dark-hulled yacht, while mature trees provide natural backdrop. The peaceful setting emphasizes relaxation and water access amenities.
    Expansive green lawn stretching to waterfront with multiple groupings of white Adirondack chairs positioned under beige umbrellas for sun protection. A covered boat slip houses a dark-hulled yacht, while mature trees provide natural backdrop. The peaceful setting emphasizes relaxation and water access amenities. Waterfront grounds with lawn seating and yacht dock | Photo: Better Living

    The Oaks sits on 10 acres of waterfront property with a fascinating history dating back to a 1680 land grant from Lord Baltimore. The main building, a colonial revival structure from 1902, underwent a $10 million renovation that shows in every corner, yet it never seems overdone. Its recent inclusion in Historic Hotels of America reflects both its historical significance and commitment to preservation.

    The property offers 11 rooms and suites in the main building, plus four waterfront cottages for ultimate privacy. We stayed in Cottage 3, and it quickly became clear why these accommodations are in such high demand.

    The Oak Room offers elevated cuisine with water views, and the breakfast alone makes it worth starting your day at the hotel.

    The property also offers curated experiences – including water sports, yacht charters, clay shooting, and golf, that immerse you in the Chesapeake Bay lifestyle.

    What stood out most was the staff. They knew our names right away and were sharing stories about the property’s centuries-long history by the time we had settled in. The same team that checked us in later helped with our meals, arranged restaurant outings in St. Michaels, and drove us from the parking area to our cottage with our bags in a golf cart. Their attentiveness and genuine warmth made us feel truly welcomed.

    Our Stay in Cottage 3 at The Oaks

    Bright, elegantly furnished cottage living room featuring cream-colored sofa and plaid upholstered armchairs arranged around a round glass coffee table. Large windows with neutral Roman shades frame views of green lawn and water beyond. The space includes warm wood floors, neutral area rug, and coastal-themed artwork on pale gray walls.
    Bright, elegantly furnished cottage living room featuring cream-colored sofa and plaid upholstered armchairs arranged around a round glass coffee table. Large windows with neutral Roman shades frame views of green lawn and water beyond. The space includes warm wood floors, neutral area rug, and coastal-themed artwork on pale gray walls.
    Cottage 3 living room with water views at The Oaks | Photo: Better Living

    We stayed in Cottage 3, and the layout is just right. It’s spacious, bright, and comfortable, with two TVs and a covered porch where you can watch the water roll by on Oak Creek. Even on a rainy afternoon, the porch became the coziest spot to just sit and enjoy the peaceful views.

    The bathroom deserves its own mention. Heated floors feel incredible under bare feet, the walk-in shower is spacious, and the soaking tub is truly deep enough to relax in. The toilet has its own separate room, so two people can use the space without awkward encounters. The robes and towels were wonderfully plush, adding an extra touch of comfort.

    Serene master bedroom featuring a platform bed with white linens and plaid accent pillow, positioned between large windows overlooking green grounds. The room includes neutral paint, decorative Roman shades with geometric patterns, hardwood floors with area rug, modern chair, and artwork depicting waterbirds. Clean lines and natural light create a peaceful retreat atmosphere.
    Serene master bedroom featuring a platform bed with white linens and plaid accent pillow, positioned between large windows overlooking green grounds. The room includes neutral paint, decorative Roman shades with geometric patterns, hardwood floors with area rug, modern chair, and artwork depicting waterbirds. Clean lines and natural light create a peaceful retreat atmosphere. Cottage 3 bedroom with woodland views and luxury amenities | Photo: Better Living

    The king bed provided some of the most restful nights of sleep we’ve had anywhere. With high-quality linens and pillows, temperature control, and complete quiet, it created ideal conditions for deep rest.

    The dining area seats four comfortably and includes a sink, coffee station, and full-size fridge with freezer. This was convenient for storing leftovers from all the fantastic restaurants we discovered. A special tip: the rooms are stocked with some of the best chocolate chip cookies you’ll ever taste. They’re baked onsite, and the staff are happy to bring more on request.

    Intimate dining space with round gray wooden table surrounded by upholstered chairs, illuminated by a large nautical-style pendant light with brass accents. A prominent landscape painting depicting marshland and waterways dominates one wall, while windows with patterned valances provide natural light. Built-in cabinetry with sink and small appliances line the opposite wall.
    Intimate dining space with round gray wooden table surrounded by upholstered chairs, illuminated by a large nautical-style pendant light with brass accents. A prominent landscape painting depicting marshland and waterways dominates one wall, while windows with patterned valances provide natural light. Built-in cabinetry with sink and small appliances line the opposite wall. Cottage 3 dining area with marsh landscape artwork | Photo: Better Living

    The saltwater pool, located just off the main house, provides a refreshing option during summer visits. It’s perfectly positioned for a quick dip when you want a break from all that relaxation.

    What we loved most was the outdoor waterfront seating. Whether enjoying morning coffee or evening wine, the views of the water, pier, grounds, and fire pit create an ideal setting for doing absolutely nothing at all.

    Dining at The Oaks

    Elegant white ceramic plate featuring house-made pasta topped with chunks of fresh lobster meat, crispy golden pancetta pieces, and fresh herbs. A silver fork rests beside the dish, and the pasta appears to be in a light sauce with visible herbs and pancetta creating textural contrast against the tender lobster and pasta.
    Elegant white ceramic plate featuring house-made pasta topped with chunks of fresh lobster meat, crispy golden pancetta pieces, and fresh herbs. A silver fork rests beside the dish, and the pasta appears to be in a light sauce with visible herbs and pancetta creating textural contrast against the tender lobster and pasta.
    Corn and White Truffle Agnolotti with Lobster at The Oak Room | Photo: Better Living

    The Oaks delivers a dining experience that rivals much larger hotels, anchored by Chef Dave’s creative cuisine in The Oak Room and an exceptional breakfast program that sets the tone for each day. With Sujoy’s cocktail artistry behind the bar and service that anticipates every need, meals here become memorable experiences. The Tuesday through Thursday dinner schedule creates an intimate atmosphere, while the complimentary breakfast showcases local ingredients with waterfront views that make early mornings worthwhile. For those arriving by boat, the property’s private pier offers convenient dock and dine access to The Oak Room.

    Complimentary Breakfast at The Oaks

    Artfully plated breakfast dish featuring perfectly poached egg with runny golden yolk atop rösti potatoes, smoked salmon, and sliced avocado. The white ceramic plate is garnished with microgreens and colorful edible flowers, with bright yellow yolk creating dramatic color contrast. Professional fine dining presentation demonstrates culinary attention to detail.
    Artfully plated breakfast dish featuring perfectly poached egg with runny golden yolk atop rösti potatoes, smoked salmon, and sliced avocado. The white ceramic plate is garnished with microgreens and colorful edible flowers, with bright yellow yolk creating dramatic color contrast. Professional fine dining presentation demonstrates culinary attention to detail. Poached egg and smoked salmon breakfast at The Oak Room | Photo: Better Living

    Breakfast is served from 8:30 to 9:30 AM in the Oak Room with sweeping waterfront views. This is not your typical hotel breakfast. It’s something worth planning your morning around.

    During our stay, we tried nearly everything. The Eastern Shore Omelette with jumbo lump crab, white cheddar, roasted tomatoes, spinach, and skillet potatoes highlights the best local ingredients. The Granola Bowl with Greek yogurt, fresh berries, and house-made granola was lighter but just as satisfying. The Breakfast Sandwich, served on a toasted soft pretzel with scrambled eggs, Red Dragon cheddar, caramelized onions, and your choice of meat, is creative comfort food. It even comes in a takeout container if you’re on the go.

    For something a little more sophisticated, the Poached Egg and Smoked Salmon over rösti potatoes with avocado was a standout. The French Toast made with brioche, Chantilly cream, and berries felt indulgent without being heavy.

    Service was outstanding. Our water was always topped off and our coffee cups were never empty and always hot. A tip is to arrive early to grab a seat with water views or enjoy breakfast on the covered porch when the weather allows.

    Starting each day with views of the water, food this good, and hospitality this thoughtful set the perfect tone for three days of complete relaxation.

    Dinner at The Oak Room

    Intimate two-person dining table set with white linens, wine glasses, and formal place settings positioned beside large windows overlooking Oak Creek. The "Overcomer" yacht is visible at the dock, while warm evening light filters through the space. Professional table setting and scenic water views create an elegant fine dining atmosphere.
    Intimate two-person dining table set with white linens, wine glasses, and formal place settings positioned beside large windows overlooking Oak Creek. The "Overcomer" yacht is visible at the dock, while warm evening light filters through the space. Professional table setting and scenic water views create an elegant fine dining atmosphere. Waterfront dining room table at The Oak Room with sunset yacht views | Photo: Better Living

    The Oak Room is open for dinner Tuesday through Thursday from 4:00 PM to 9:00 PM, and dining here became one of our trip’s highlights. The space is elegant yet welcoming, with dramatic sunset views of Oak Creek and a mix of couples enjoying everything from lively conversations to quiet, intimate meals. Mellow background music stays low enough for conversation, and the service here is impeccable.

    We chose booth seating in the bar area for front-row views of the action behind the bar. Chef Dave prepared a special tasting menu and came out to explain each dish, making the experience more personal and engaging.

    Artfully plated tuna tartare on white ceramic plate featuring diced raw tuna mixed with sesame seeds, lime, and tamari, topped with bright green caviar and sliced cuvumbers. The dish is accompanied by cucumber ribbons, avocado mousse dollops, and a golden crispy wonton chip. Two forks frame the colorful presentation on a warm wood table surface.
    Artfully plated tuna tartare on white ceramic plate featuring diced raw tuna mixed with sesame seeds, lime, and tamari, topped with bright green caviar and sliced cuvumbers. The dish is accompanied by cucumber ribbons, avocado mousse dollops, and a golden crispy wonton chip. Two forks frame the colorful presentation on a warm wood table surface. Tuna tartare with avocado mousse and crispy wonton | Photo: Better Living

    The Caramelized Watermelon Salad with arugula, pistachio, watermelon radish, and lime and agave vinaigrette was an unexpected delight – sweet watermelon playing against peppery arugula and crunchy pistachios. The Tuna Tartare with avocado mousse, cucumber, sesame seeds, lime, caviar, and tamari was great for sharing. The Corn and White Truffle Agnolotti featured a huge piece of lobster claw with butter-poached lobster and crisp prosciutto – pure indulgence done right.

    Sophisticated dinner plate featuring sliced duck breast cooked to perfect medium-rare with pink interior, accompanied by bright orange sweet potato puree, seared royal trumpet mushrooms with crosshatch scoring, pickled blackberries, and decorative microgreens. Rich brown port wine reduction sauce pools around the elements on the pristine white ceramic plate.
    Sophisticated dinner plate featuring sliced duck breast cooked to perfect medium-rare with pink interior, accompanied by bright orange sweet potato puree, seared royal trumpet mushrooms with crosshatch scoring, pickled blackberries, and decorative microgreens. Rich brown port wine reduction sauce pools around the elements on the pristine white ceramic plate. Duck breast with sweet potato puree and royal trumpet mushrooms | Photo: Better Living

    The Maple Leaf Farms Duck Breast came expertly cooked with sweet potato purée, royal trumpet mushroom, pickled blackberry, and port wine jus. From the regular menu, the Bolognese with Marble Head Farms ground beef, pancetta, linguini, parmesan, and grilled baguette proved that comfort food can be elevated without losing its soul.

    White ceramic ramekin containing strawberry crisp dessert topped with vanilla ice cream and garnished with fresh strawberries and crumble topping. A spoon holds a bite of the dessert showing the layered textures. In the background, a chocolate martini with rich brown color and chocolate rim garnish sits on the signature "1902" coaster.
    White ceramic ramekin containing strawberry crisp dessert topped with vanilla ice cream and garnished with fresh strawberries and crumble topping. A spoon holds a bite of the dessert showing the layered textures. In the background, a chocolate martini with rich brown color and chocolate rim garnish sits on the signature "1902" coaster. Strawberry crisp dessert with vanilla ice cream and chocolate martini | Photo: Better Living

    For dessert, the Strawberry Crisp won us over with fresh, light flavors, though the Spiced Bread Pudding with vanilla anglaise, fig gastrique, and caramelized peach was equally impressive.

    The Bar at The Oak Room: Sujoy’s Cocktail Artistry

    Elegant hotel bar with rich dark wood cabinetry, marble countertop, and three large nautical-style pendant lights with cream shades and brass hardware. Wine bottles line built-in shelving, wine glasses hang from overhead racks, and decorative tree motif provides artistic backdrop. Two modern bar stools with curved backs face the professionally equipped bar station.
    Elegant hotel bar with rich dark wood cabinetry, marble countertop, and three large nautical-style pendant lights with cream shades and brass hardware. Wine bottles line built-in shelving, wine glasses hang from overhead racks, and decorative tree motif provides artistic backdrop. Two modern bar stools with curved backs face the professionally equipped bar station. The Oak Room bar featuring nautical pendant lighting | Photo: Better Living

    Bartender Sujoy transformed our evening into cocktail theater. Each drink was prepared as a carefully crafted performance right in front of us at the bar. The Chocolate Espresso Martini featured freshly grated chocolate falling onto the rim, rich and smooth. The Lemon Drop hit that ideal sweet-tart combination, while the Spicy Margarita built heat slowly without overwhelming your palate. Each drink also paired well with Chef Dave’s plates.

    What made the experience even more memorable was learning that Sujoy drives the luxury SUV during the day and tends bar at night, embodying the kind of multi-role flexibility that makes The Oaks work so well. He guided us through each cocktail, explaining techniques and genuinely caring about our experience.

    Hands squeezing fresh lemon peel over a pale yellow cocktail in a martini glass with salted rim. The citrus oils are visibly misting as they're expressed from the bright yellow lemon peel. The drink sits on a distinctive coaster marked "1902" referencing the hotel's founding year, positioned on a marble bar surface against a dark background.
    Hands squeezing fresh lemon peel over a pale yellow cocktail in a martini glass with salted rim. The citrus oils are visibly misting as they're expressed from the bright yellow lemon peel. The drink sits on a distinctive coaster marked "1902" referencing the hotel's founding year, positioned on a marble bar surface against a dark background. Fresh lemon zest garnish for a Lemon Drop cocktail at The Oaks bar | Photo: Better Living

    The bar area strikes that elegant-yet-casual balance, with booth, high-top, and bar seating options. Even the coasters bear “1902,” connecting to the property’s founding year. We ended up lingering longer than planned, drawn into the relaxed atmosphere and conversations with other guests.

    Sujoy’s attention to detail and personality transformed what could have been just drinks into an interactive experience that made our dinner memorable. We’re already looking forward to seeing what new cocktails he creates on our next visit.

    Exploring St. Michaels and Easton: Dining Beyond The Oaks

    Colorful Victorian-era storefront with red and white striped trim and curved corner entrance displaying "WYE" signage. Two life-sized painted jockey statues in racing silks (one in red and blue, one in yellow and green) flank the entrance. Brick sidewalks, decorative planters with flowers, and traditional architecture create a charming small-town shopping atmosphere.
    Colorful Victorian-era storefront with red and white striped trim and curved corner entrance displaying "WYE" signage. Two life-sized painted jockey statues in racing silks (one in red and blue, one in yellow and green) flank the entrance. Brick sidewalks, decorative planters with flowers, and traditional architecture create a charming small-town shopping atmosphere. Shopping in Easton, MD | Photo: Better Living

    The Oaks is well positioned between two of Maryland’s most charming Eastern Shore towns, each with its own personality and flavor. St. Michaels is quaint and walkable, with picturesque streets and historic charm. Easton has a slightly larger downtown full of coffee shops, parks, boutique shopping, and great spots for lunch.

    Dinner at Bistro St. Michaels

    Charming restaurant exterior featuring a wraparound covered porch with white columns and green-and-white striped awning. The building has classic brick architecture with a prominent circular "Bistro St. Michaels" sign. Black metal patio furniture is arranged on the brick sidewalk, and decorative flower boxes with trailing plants add color to the white porch railings.
    Charming restaurant exterior featuring a wraparound covered porch with white columns and green-and-white striped awning. The building has classic brick architecture with a prominent circular "Bistro St. Michaels" sign. Black metal patio furniture is arranged on the brick sidewalk, and decorative flower boxes with trailing plants add color to the white porch railings. Bistro St. Michaels restaurant exterior in historic downtown | Photo: Better Living

    Since The Oak Room was closed on our first night, Bistro St. Michaels was the natural choice, just five minutes away. The restaurant is like part of the town itself, warm and welcoming without being formal. Owned by Chef Doug Stewart and General Manager Jennifer Stevens, it embodies everything we love about Eastern Shore dining.

    Chef Doug’s cooking lets flavors develop naturally, resulting in dishes that are delicious and satisfying. The Shrimp & Grits appetizer with stone-ground grits, andouille sausage, marinated prawns, and an aromatic shellfish broth was comforting and vibrant. Fried Green Tomatoes with crab meat, tomato lemon remoulade, and a touch of chile balanced crisp and fresh flavors beautifully.

    A white ceramic plate showcasing expertly plated braised beef short rib sliced to reveal tender, pink interior meat. The dish is topped with golden-brown crispy fried onions and accompanied by vibrant green vegetables including broccolini. Rich, glossy brown sauce pools around the meat, and the presentation demonstrates fine dining plating techniques on a granite countertop.
    A white ceramic plate showcasing expertly plated braised beef short rib sliced to reveal tender, pink interior meat. The dish is topped with golden-brown crispy fried onions and accompanied by vibrant green vegetables including broccolini. Rich, glossy brown sauce pools around the meat, and the presentation demonstrates fine dining plating techniques on a granite countertop. Braised beef short rib with crispy onions at Bistro St. Michaels | Photo: Better Living

    The famous Braised Beef Short Rib with caramelized Savoy cabbage, onion pommes purée, glazed carrot, thyme bordelaise, and bacon lardon felt like a masterclass in technique, while the Tilefish with Red Quinoa and broccolini let fresh, simple ingredients shine. Dessert was the signature Bread Pudding A La Mode with vanilla gelato and house-made butterscotch sauce, rich and satisfying without being heavy. Service was fantastic and the space, with its granite bar and open kitchen, felt inviting and comfortable.

    See also

    Split image showing luxury car transport services - left side features a red Lamborghini with scissor doors open in an upscale garage setting, right side shows a red SUV loaded on a multi-level car carrier trailerSplit image showing luxury car transport services - left side features a red Lamborghini with scissor doors open in an upscale garage setting, right side shows a red SUV loaded on a multi-level car carrier trailer

    Lunch at Tiger Lily Easton

    Vibrant restaurant interior featuring dark green palm leaf wallpaper, fishing net ceiling decoration with colorful paper lanterns, and red neon "Tiger Lily" sign as focal point. The space includes reclaimed wood bar seating, round tables, and eclectic lighting creating a fun, tropical atmosphere. An open kitchen and dining room are visible in the background, with string lights and tiki-inspired design elements throughout.
    Vibrant restaurant interior featuring dark green palm leaf wallpaper, fishing net ceiling decoration with colorful paper lanterns, and red neon "Tiger Lily" sign as focal point. The space includes reclaimed wood bar seating, round tables, and eclectic lighting creating a fun, tropical atmosphere. An open kitchen and dining room are visible in the background, with string lights and tiki-inspired design elements throughout. Tiger Lily restaurant interior with tropical tiki-bar atmosphere | Photo: Better Living

    Easton offers a great selection of shopping, parks, and casual dining. Tiger Lily caught our attention for its bold flavors and playful menu. Visiting on Taco Tuesday for lunch, we quickly understood why locals love it.

     Silver aluminum takeout container holding three soft tacos filled with adobo-marinated pork, topped with fresh cilantro, white shredded cheese, and green salsa verde. A lime wedge provides citrus accent, and the tacos are garnished with additional herbs and appear to include pineapple pieces characteristic of al pastor preparation.
     Silver aluminum takeout container holding three soft tacos filled with adobo-marinated pork, topped with fresh cilantro, white shredded cheese, and green salsa verde. A lime wedge provides citrus accent, and the tacos are garnished with additional herbs and appear to include pineapple pieces characteristic of al pastor preparation. Al Pastor tacos Tiger Lily Easton | Photo: Better Living

    The Al Pastor Tacos with adobo-marinated pork and grilled pineapple were smoky, sweet, and addictive. Carne Asada Tacos delivered bright, lively flavors, while Birria Tacos highlighted precision in traditional technique. The After School Tacos with taco-seasoned ground beef, cheddar, lime-dressed cabbage, pico de gallo, and crema were unexpectedly satisfying. A Trio of Dips with house-fried tortilla chips, guacamole, salsa, and queso set the tone for the meal. The casual, lively space, 80’s music, and inventive menu made each dish fun and memorable.

    Between Bistro’s refined Eastern Shore cuisine and Tiger Lily’s inventive fusion, these two towns provide a variety of culinary adventures that pair beautifully with a stay at The Oaks.

    Birding at The Oaks

    Birdwatching equipment arranged on neutral carpet including black binoculars, blue "Chesapeake Bay Nature of the Estuary Field Guide" book, and red "Birds of Maryland & Delaware Field Guide" featuring a bright red cardinal on the cover. The guides are specifically focused on local Chesapeake Bay area wildlife.
    Birdwatching equipment arranged on neutral carpet including black binoculars, blue "Chesapeake Bay Nature of the Estuary Field Guide" book, and red "Birds of Maryland & Delaware Field Guide" featuring a bright red cardinal on the cover. The guides are specifically focused on local Chesapeake Bay area wildlife. Birdwatching amenities at The Oaks Waterfront Hotel | Photo: Better Living

    The Oaks provides an excellent base for birdwatching, with the front desk providing binoculars and Eastern Shore bird guide books to guests. From our cottage and throughout the property, we spotted herons, hawks, ospreys, blue jays, Carolina wrens, and even a pair of bald eagles. We loved being surrounded by the sounds and sights of abundant nature, making every moment outdoors feel connected to the Chesapeake Bay’s natural beauty.

    Evening Magic and Meeting Fellow Travelers

     Circular stone fire pit surrounded by multiple wooden Adirondack chairs arranged on flagstone patio, with flames visible in the center. The scene is illuminated against dark evening sky, with mature trees and cottage lights creating ambient background lighting. Additional seating areas are visible in the distance, emphasizing the social nature of this outdoor gathering space.
     Circular stone fire pit surrounded by multiple wooden Adirondack chairs arranged on flagstone patio, with flames visible in the center. The scene is illuminated against dark evening sky, with mature trees and cottage lights creating ambient background lighting. Additional seating areas are visible in the distance, emphasizing the social nature of this outdoor gathering space. Evening fire pit gathering area with Adirondack chairs | Photo: Better Living

    As an intimate boutique hotel with just 15 accommodations total, The Oaks creates natural opportunities to meet other guests. We had wonderful conversations with both fellow travelers and staff throughout our stay. The firepit area becomes particularly magical in the evening, with Adirondack chairs arranged around the flames and the water providing a peaceful backdrop for relaxed conversations under the stars.

    The property does host many weddings, so weekends can be challenging to book. But this creates an opportunity – midweek stays often offer better rates and a more relaxed atmosphere well-suited for couples seeking a quiet getaway.

    When Weather Changes Plans

    Luxury white yacht with enclosed cabin and dark trim moored at wooden dock during golden hour. The 40-foot vessel features multiple windows, professional rigging, and classic yacht styling. In the background, the hotel's white buildings with multiple levels and balconies are visible across the manicured waterfront lawn dotted with white outdoor furniture.
    Luxury white yacht with enclosed cabin and dark trim moored at wooden dock during golden hour. The 40-foot vessel features multiple windows, professional rigging, and classic yacht styling. In the background, the hotel's white buildings with multiple levels and balconies are visible across the manicured waterfront lawn dotted with white outdoor furniture. The Hinckley yacht “Overcomer” at The Oaks private pier | Photo: Better Living

    We had planned to take advantage of the complimentary kayaks and paddleboards, and were scheduled for a sunset cruise on their beautiful 40-foot Hinckley yacht, Overcomer. Rain and wind had other ideas, but rather than being disappointed, it just gave us another reason to plan our return visit. The Oaks is the type of place where weather can’t diminish the experience. There’s always something wonderful happening indoors.

    Small Details, Big Impact

    Person wearing plush white terrycloth bathrobe embroidered with "The Oaks" logo and decorative tree design, holding a partially eaten chocolate chip cookie while standing by large windows overlooking green grounds with white fencing. The scene captures the relaxed, pampered atmosphere of the waterfront hotel experience.
    Person wearing plush white terrycloth bathrobe embroidered with "The Oaks" logo and decorative tree design, holding a partially eaten chocolate chip cookie while standing by large windows overlooking green grounds with white fencing. The scene captures the relaxed, pampered atmosphere of the waterfront hotel experience. Luxury robe and homemade cookies at The Oaks cottage | Photo: Better Living

    Sometimes the smallest touches leave the biggest impression. Those incredible chocolate chip cookies and coffee in our cottage became a daily highlight. The super plush robes made lazy mornings even more indulgent. The heated bathroom floors turned every shower into a spa experience. These details, individually small, combined to create an atmosphere of comfort and ease that elevated our stay.

    Planning Your Visit

    Six cream-colored cruiser bikes with brown leather seats lined up along white wooden fencing, with vibrant flower beds in foreground. Beyond lies expansive green lawn leading to waterfront with white Adirondack chairs under umbrellas, boat dock with covered pavilion, and luxury yacht moored at pier. Trees frame the scenic Chesapeake Bay setting.
    Six cream-colored cruiser bikes with brown leather seats lined up along white wooden fencing, with vibrant flower beds in foreground. Beyond lies expansive green lawn leading to waterfront with white Adirondack chairs under umbrellas, boat dock with covered pavilion, and luxury yacht moored at pier. Trees frame the scenic Chesapeake Bay setting. Waterfront lawn with complimentary bicycles and yacht access | Photo: Better Living

    The Oaks shines year-round, but spring through fall offers optimal weather for outdoor activities and yacht excursions. The waterfront cottages provide maximum privacy and stunning views – book well in advance, especially for weekends and peak seasons.

    Three days allowed us to experience The Oaks thoroughly while exploring both St. Michaels and Easton without feeling rushed. Two nights works for a romantic getaway, but you’ll likely find yourself wishing for more time.

    Why Choose The Oaks for Your Eastern Shore Getaway

    Two modern farmhouse-style cottages with white siding, dark roofs, and covered porches set on expansive green lawn. Vibrant pink roses bloom in the foreground, and mature trees frame the background. A paved walkway connects the buildings, and white outdoor furniture is visible on the lawn, creating an idyllic waterfront resort setting.
    Two modern farmhouse-style cottages with white siding, dark roofs, and covered porches set on expansive green lawn. Vibrant pink roses bloom in the foreground, and mature trees frame the background. A paved walkway connects the buildings, and white outdoor furniture is visible on the lawn, creating an idyllic waterfront resort setting. Waterfront cottages with rose gardens at The Oaks | Photo: Better Living

    The Oaks delivers something unexpected – a boutique property where you can simply relax in luxury and let the staff pamper you. It’s perfect for a quick getaway where every detail is handled and you don’t have to think about anything except enjoying yourself.

    The peace and relaxation we found here, combined with culinary artistry, creates the type of getaway that stays with you long after checkout.

    The worst part of our stay was leaving, but we’re already excited to return when the seasons and menus change. Bring your appetite and prepare to be surprised by what you’ll discover tucked away on Maryland’s Eastern Shore.

    Plan Your Escape to The Oaks Waterfront Hotel

    Relax by the water, enjoy exceptional dining, and unwind in the heart of Maryland’s Eastern Shore.

    Book Your Stay at The Oaks!

    Directions To The Oaks

     

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  • Brampton 1860 Review: A Timeless Retreat on Maryland’s Eastern Shore

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    Looking for a luxury historic inn on the eastern show of Maryland? Our comprehensive Brampton 1860 review covers everything you need to know about this award-winning boutique retreat in Chestertown, including accommodations, dining, activities, and why it’s perfect for romantic getaways.

    Brampton 1860 Review

    Some places promise escape. Brampton 1860 actually delivers it.

    From the moment we arrived, the world outside seemed to fade away. This 35-acre retreat in Chestertown, Maryland is not just a boutique inn with historic charm. It’s a sanctuary where the pace of life slows naturally, quiet moments feel deliberate, and you leave more rested than when you arrived.

    Over three summer days, we wandered the gardens in full bloom, watched wildlife move through the meadows, and simply let the property’s calm rhythm take over.

    The magic of Brampton 1860 does not come from checking off sights. It comes from giving yourself over to a place that knows exactly how to care for its guests.

    By the end of our stay, it was easy to see why this corner of the Eastern Shore is so effortlessly enchanting at the height of summer.

    BRAMPTON 1860 AT A GLANCE

    • Location: 25227 Chestertown Road, Chestertown, MD
      ▸Scenic Eastern Shore; 2 hours from Baltimore or DC; 1 hour from Wilmington, DE
    • Vibe: Romantic, boutique luxury on a historic 35-acre estate
    • Price Range: $$–$$$ ($229–$450 depending on room and season)
    • Accommodations: Manor house rooms and private cottages with fireplaces, jetted tubs, and Japanese soaking tubs
    • Dining: Farm-to-table breakfast, afternoon tea, Steampot dinners, local restaurant partnerships
    • On-Site Perks: 35 acres of gardens, fire pit, Certified Wildlife Habitat, EV charging, chickens
    • Awards & Recognition:
      • Select Registry member since 2001
      • National Register of Historic Places
      • Certified Wildlife Habitat designation
    • Best For: Romantic getaways, anniversaries, summer retreats, history lovers, nature enthusiasts
    • Reservations: BramptonInn.com or (410) 778-1860

    Brampton Magic Begins Before You Even Unpack

    The famous red door entrance to Marley's Cottage at Brampton 1860, opening from the old barn parking area to reveal the bright, hidden cottage beyond. The magical red door reveal at Marley’s Cottage | Photo: Better Living

    Nothing quite prepared us for the moment we pulled into what appeared to be an old barn for parking at Marley’s Cottage.

    Following the simple instructions to “open the red door,” we stepped through and found ourselves in what felt like a completely different world. Behind that door was a bright, spacious, beautifully appointed cottage that had been completely hidden from view.

    It was surreal, like something from a dream where you discover secret rooms in familiar places. This 1,000-square-foot retreat became our private oasis, tucked away in the back of the property with total seclusion yet just a two-minute walk to the main house.

    Inside Marleys Cottage at Brampton 1860 with king bed, cozy furnishings, red accent wall, fireplace, and French doors opening to a private patio
    Inside Marleys Cottage at Brampton 1860 with king bed, cozy furnishings, red accent wall, fireplace, and French doors opening to a private patio Inside Marley’s Cottage at Brampton 1860 | Photo: Better Living

    Marley’s Cottage defied every expectation. The space offered multiple areas for relaxation, from the elevated bedroom overlooking a wood-burning fireplace to the screened porch with a deep Japanese soaking tub facing the meadow. The spacious shower with a bench and multiple jets felt like a spa treatment. Even the sheets on the king bed were exceptional quality that made every night’s sleep feel luxurious.

    The full exterior of Marley's Cottage at Brampton 1860, showing the sage green cottage with white trim, covered porch, and hammock, surrounded by lush lawns and gardens.
    The full exterior of Marley's Cottage at Brampton 1860, showing the sage green cottage with white trim, covered porch, and hammock, surrounded by lush lawns and gardens. Marley’s Cottage: 1,000 square feet of private paradise | Photo: Better Living

    But perhaps our favorite feature was the front porch swing, where we enjoyed our morning coffee before daily walks around the property. We never wanted to leave.

    A Property Steeped in History

    The 1860 brick Italianate Manor House at Brampton with its distinctive cupola, white columns, and wraparound porch, surrounded by manicured landscaping and mature trees.
    The 1860 brick Italianate Manor House at Brampton with its distinctive cupola, white columns, and wraparound porch, surrounded by manicured landscaping and mature trees. The Brampton 1860 Manor House, listed on the National Register of Historic Places | Photo: Better Living

    The 1860 Manor House sits at the heart of Brampton. This brick Italianate mansion has witnessed over 160 years of Eastern Shore history and is listed on the National Register of Historic Places. Built during the Civil War era, it has seen the property evolve from a working plantation to a thriving farm, and now to the boutique inn that welcomes guests today.

    Like other historic properties we’ve experienced, including Glasbern Inn, River House at Odettes, and Hotel du Pont, Brampton successfully balances preservation with modern luxury.

    The property’s heritage remains very much alive. Dave and Hilari Rinehart, who took over Brampton in 2020, have carefully preserved its historic charm while adding modern comforts that make every stay feel effortless. Their vision blends historical preservation with modern luxury, creating a place where guests can enjoy history and charm while still having every comfort.

    What sets Brampton apart is the Rineharts themselves. Rather than distant property owners, they’re hands-on hosts who bring passion to their stewardship. During our daily encounters around the grounds, they were eager to explain everything from the various building histories to their ongoing conservation efforts that earned the Certified Wildlife Habitat designation.

    Their enthusiasm is genuine, and you can tell they’re not just running a business but caring for a piece of history they want others to appreciate and enjoy.

    Squeaky: Brampton’s Feline Ambassador

    Squeaky, Brampton 1860's 14-year-old black cat with bright golden eyes, lounging confidently on wooden decking, embodying his role as the property's feline ambassador.
    Squeaky, Brampton 1860's 14-year-old black cat with bright golden eyes, lounging confidently on wooden decking, embodying his role as the property's feline ambassador. Squeaky, Brampton’s charismatic 14-year-old host | Photo: Better Living

    While Dave and Hilari Rinehart officially own Brampton 1860, the real host is Squeaky – a 14-year-old black cat who clearly runs the place. This charismatic feline has been at Brampton longer than the current owners and strolls around like he knows it.

    Squeaky became our constant companion, following us everywhere with the persistence of a devoted tour guide. During our Steampot dinner on the cottage deck, he didn’t leave our side. And, of course, a few shared bits of shrimp and crab secured his loyalty for life.

    Squeaky the cat's glowing amber eyes peer over the edge of Brampton's fire pit area at night, with decorative glass stones reflecting the ambient lighting.
    Squeaky the cat's glowing amber eyes peer over the edge of Brampton's fire pit area at night, with decorative glass stones reflecting the ambient lighting. Squeaky enjoying the evening fire pit | Photo: Better Living

    Later that evening, when we relaxed by the fire pit, Squeaky made himself comfortable in the circle, clearly accustomed to being part of the social hour. The next morning at breakfast, he made his rounds on the patio, greeting other guests with the same friendly enthusiasm. Watching this cat work the room like a seasoned innkeeper added an element of charm that no amount of planning could replicate.

    Summer at Brampton 1860

    Brampton 1860's Manor House illuminated at twilight with warm golden lighting highlighting the brick facade and wraparound porch, framed by mature trees under a starlit sky.
    Brampton 1860's Manor House illuminated at twilight with warm golden lighting highlighting the brick facade and wraparound porch, framed by mature trees under a starlit sky. Summer evening magic at Brampton’s historic Manor House | Photo: Better Living

    Summer at Brampton delivers endless memories, but our evening thunderstorm turned into an unexpected highlight. Watching the storm roll across the sky from our cottage porch swing, coffee in hand and the sound of rain on the roof, created the kind of moment that stays with you long after vacation ends.

    The property transforms throughout the day in ways that appear almost orchestrated. Morning butterflies dancing around the abundant gardens, afternoon picnics under trees at the forest edge, evening gatherings around the fire pit during cool summer nights. Each moment flows naturally into the next without any need to rush or plan.

    Hands cupping ripe green pears hanging from a tree branch at Brampton 1860, demonstrating the property's fruit trees available for guest picking.
    Hands cupping ripe green pears hanging from a tree branch at Brampton 1860, demonstrating the property's fruit trees available for guest picking. Fresh pears ready for picking at Brampton 1860 | Photo: Better Living

    The gardens were at their absolute peak during our stay, with blooms everywhere you looked and fruit trees ready for picking.

    Breakfast at Brampton 1860

    A hearty breakfast plate featuring golden waffles with butter, crispy bacon, and two sunny-side-up eggs alongside a blue ceramic Brampton 1860 commemorative mug.
    A hearty breakfast plate featuring golden waffles with butter, crispy bacon, and two sunny-side-up eggs alongside a blue ceramic Brampton 1860 commemorative mug. Farm-to-table breakfast excellence featuring eggs from Brampton’s chickens and local bacon | Photo: Better Living

    Walking into the Manor House each morning hits with a wall of incredible aromas.

    Bacon sizzling, fresh coffee brewing, and something sweet baking in the oven. You could hear the breakfast team working hard in the kitchen, and we felt the energy.

    Brampton’s morning meals aren’t your typical bed and breakfast fare. While cottage delivery was available, we chose the Manor House dining room after our morning walks, creating opportunities to chat with fellow guests and relax in the inviting common spaces. Starting each day with coffee on our swing, then walking to breakfast became a ritual we looked forward to.

    The daily-changing menus feature ingredients sourced directly from the property and local farms – including fresh eggs from Brampton’s own chickens. Our favorites included fluffy waffles, expertly prepared eggs, fresh donuts, and something completely unexpected: Aebleskivers. Light Danish pancake balls that showed the kitchen’s commitment to creativity over standard fare.

    The Manor House stays open throughout the day, maintaining that welcoming coffee-and-cookies atmosphere that makes you want to pop in repeatedly.

    The Art of Curated Experiences

    A gourmet picnic basket with Carole's chicken salad sandwiches, fresh salads, brownies, fruit, and Saratoga sparkling water arranged on a checkered blanket under trees.
    A gourmet picnic basket with Carole's chicken salad sandwiches, fresh salads, brownies, fruit, and Saratoga sparkling water arranged on a checkered blanket under trees. Gourmet picnic lunch delivered anywhere on the property | Photo: Better Living

    Brampton excels at something many properties attempt but few master: Creating experiences that are authentically Eastern Shore while being tailored to your pace and interests.

    Rather than bombarding guests with activity options, they’ve developed partnerships with select local businesses that align with their commitment to quality and authenticity.

    An artisan cheese and charcuterie board with Crow Sparkling Vidal Blanc wine, featuring labeled cheeses, fresh grapes, berries, and spreads arranged on a wooden platter as Brampton 1860's welcome amenity.
    An artisan cheese and charcuterie board with Crow Sparkling Vidal Blanc wine, featuring labeled cheeses, fresh grapes, berries, and spreads arranged on a wooden platter as Brampton 1860's welcome amenity. Welcome amenity: Crow Sparkling wine and artisan cheese board | Photo: Better Living

    Brampton 1860 offers a variety of onsite dining packages. During our three-day stay Brampton arranged a variety of experiences that were perfectly timed and coordinated.

    • A welcome Crow Sparkling wine and artisan cheese board upon arrival
    • The Signature Steampot dinner delivered to our cottage
    • A gourmet picnic lunch
    • A 3 course wine pairing dinner at The Kitchen at the Imperial
    • Wine tasting at Crow Vineyard

    The beauty lies in how these elements flow together naturally. You’re not juggling multiple reservations or worrying about logistics. Brampton handles the coordination while you simply move from one memorable experience to the next.

    A Steampot That Defines Local Dining

    Brampton's Signature Steampot spread featuring local crabs, shrimp, clams, corn, potatoes, and kielbasa on brown paper with small salads, bread, and wine glasses.
    Brampton's Signature Steampot spread featuring local crabs, shrimp, clams, corn, potatoes, and kielbasa on brown paper with small salads, bread, and wine glasses. Brampton’s Signature Steampot is a culinary celebration of the Eastern Shore | Photo: Better Living

    Our first evening’s Steampot dinner, delivered directly to the cottage, represented everything that makes Eastern Shore cuisine special.

    This isn’t just seafood. It’s a celebration of the region’s abundance.

    Local crabs, shrimp, clams, sweet corn, potatoes, and even locally-made kielbasa, all steamed and served with wine, fresh salad, warm bread, and dessert.

    Enjoying this feast on our private porch while watching the sun set over the meadow, with Squeaky keeping us company in hopes of more seafood sharing, created exactly the kind of intimate moment that makes travel memorable.

    The quality and preparation rivaled any waterside restaurant, but the private, tranquil setting surrounded by nature made it infinitely more unique.

    Afternoon Tea: A Daily Celebration

    An assortment of fresh-baked tea time pastries including scones, muffins, and Danish on a Brampton-branded plate, with coffee cup and small flower arrangement.
    An assortment of fresh-baked tea time pastries including scones, muffins, and Danish on a Brampton-branded plate, with coffee cup and small flower arrangement. Daily fresh-baked pastries complement Brampton’s gourmet breakfasts and tea time | Photo: Better Living

    The 4:00 PM tea time became another daily highlight we looked forward to.

    This isn’t just refreshments. It’s where the real conversations happen.

    We met several other couples during these relaxed gatherings and discovered something telling: they were all regulars who visit multiple times each year. One couple actually lives in Chestertown but treats Brampton as their go-to staycation spot.

    Conversations flowed naturally around recommendations for local spots, stories about Squeaky’s antics from previous visits, and that universal question of how everyone first discovered this place. Most stories involved word-of-mouth recommendations rather than online searches, which we love.

    We especially enjoyed talking with Dave and Hilari during this time. They’re fascinating people who we could have chatted with for hours, not just about Brampton’s history and unique features, but about their own backgrounds and experiences. Their enthusiasm for what they’ve created shines through, but they’re equally curious about their guests and where they’ve traveled. That kind of organic loyalty from both guests and owners tells you a lot about this place.

    Summertime in Historic Chestertown, MD

    A peaceful waterfront view in historic Chestertown showing tall ships and pleasure boats docked along the Chester River, with a park bench under shade trees.
    A peaceful waterfront view in historic Chestertown showing tall ships and pleasure boats docked along the Chester River, with a park bench under shade trees. Tranquil waterfront views in historic Chestertown, just two minutes from Brampton | Photo: Better Living

    Just a two-minute drive from Brampton 1860, the colonial town of Chestertown, MD is delightful to explore. This historic river town balances 18th-century architecture with contemporary culture that’s completely authentic rather than touristy.

    In this quaint downtown, you’ll find charming shops like Twigs and Teacups offering unique gifts and local treasures. The town’s waterfront along the Chester River creates picturesque settings for shopping, dining, or simply enjoying the evening air. Historic fountains and tree-lined streets add to the timeless charm, and during summer evenings, the outdoor seating and dog-friendly atmosphere make it easy to relax and soak in the ambiance.

    💡 The Eastern Shore offers many charming destinations, from St. Michaels, MD and Kent Narrows, MD to Onancock, Virginia and Cape Charles, Virginia.

    Wine Pairing Dinner at The Kitchen at the Imperial

    Historic three-story brick building with white columns and wraparound porches on both levels, featuring "The Kitchen" restaurant signage, red outdoor umbrellas shading sidewalk patio dining tables, arched windows with green trim, white wooden railings, and classic colonial architecture along a brick-paved downtown street in Chestertown, Maryland under a dramatic blue sky with white clouds.
    Historic three-story brick building with white columns and wraparound porches on both levels, featuring "The Kitchen" restaurant signage, red outdoor umbrellas shading sidewalk patio dining tables, arched windows with green trim, white wooden railings, and classic colonial architecture along a brick-paved downtown street in Chestertown, Maryland under a dramatic blue sky with white clouds. The Kitchen at the Imperial’s charming historic facade in downtown Chestertown | Photo: Better Living

    Our evening featured a three-course wine pairing dinner at The Kitchen at the Imperial, located at 208 High Street in the heart of historic Chestertown. This upscale restaurant exemplifies the kind of local partnership that makes Brampton remarkable, with both properties committed to local ingredients and memorable dining experiences.

    Chef Steve Quigg, a three-time winner of Best Chef on the Eastern Shore, has built The Kitchen’s reputation on 100 percent scratch cooking with farm-to-table and water-to-table sourcing. Most ingredients in our dishes were sourced within five miles of the restaurant, highlighting the abundance of the Eastern Shore region.

    The restaurant occupies a restored historic building with indoor dining and outdoor patio seating where dogs are welcome. Our server Jillian provided attentive, knowledgeable service, while Chef Steve shared each dish’s local sourcing and preparation.

    Our culinary journey began with two creative appetizers:

    An elegant appetizer plate at The Kitchen at the Imperial featuring burrata cheese over fried green tomatoes with grilled figs, balsamic reduction, and microgreens.
    An elegant appetizer plate at The Kitchen at the Imperial featuring burrata cheese over fried green tomatoes with grilled figs, balsamic reduction, and microgreens. Creative appetizers at The Kitchen at the Imperial in Chestertown, MD | Photo: Better Living

    Beef Tartare with pickled mustard seed and crostini topped with black pepper, featuring clean, bold flavors.

    Burrata served over fried green tomatoes with grilled figs and balsamic, balancing creamy, tangy, and sweet elements.

    The main courses continued to impress:

    The Kitchen at the Imperial's signature hand-butchered flank steak, sous vide for six hours and sliced medium-rare, served with homemade shoestring fries and tarragon mushroom cream sauce.
    The Kitchen at the Imperial's signature hand-butchered flank steak, sous vide for six hours and sliced medium-rare, served with homemade shoestring fries and tarragon mushroom cream sauce. Six-hour sous vide flank steak and frites transformed into tender perfection | Photo: Better Living

    Hand-butchered Flank Steak, sous vide for six hours and served with homemade shoestring fries and tarragon mushroom cream sauce, transformed a traditionally tough cut into something tender and flavorful.

    Award-winning Crab Cake served with creamy smashed potatoes, locally grown zucchini, and sweet corn hash, accompanied by a smoky tomato tarragon remoulade.

    Dessert provided a sweet finale with a gluten-free almond torte topped with candied almonds and a dark chocolate bread pudding made with butter, cream, and dark chocolate ganache. Both desserts were rich and beautifully presented.

    Each course was expertly paired with Chef Steve’s wine selections, enhancing the flavors of both food and wine. With outdoor seating, charming historic surroundings, and a dog-friendly atmosphere, the evening was quintessential Chestertown on a summer night.

    Wildlife Encounters at Brampton 1860

    Close-up portrait of a wild cottontail rabbit sitting upright in tall green grass, showcasing its brown and gray fur with darker markings, large dark eye, prominent upright ears, white chest fur, and alert expression against a soft-focused natural meadow background with scattered wildflowers and varying shades of green vegetation.
    Close-up portrait of a wild cottontail rabbit sitting upright in tall green grass, showcasing its brown and gray fur with darker markings, large dark eye, prominent upright ears, white chest fur, and alert expression against a soft-focused natural meadow background with scattered wildflowers and varying shades of green vegetation. Wildlife encounters are daily highlights at Brampton’s certified habitat | Photo: Better Living

    Brampton’s Certified Wildlife Habitat designation becomes real the moment you step outside.

    The property has its own soundtrack: Cardinals calling from the trees, Carolina wrens chattering in the bushes, blue jays making their presence known, and the gentle purring of chickens when you walk past their coop.

    Heritage breed chickens with colorful red combs and varied plumage patterns in their coop at Brampton 1860, providing fresh eggs for the inn's farm-to-table breakfast.
    Heritage breed chickens with colorful red combs and varied plumage patterns in their coop at Brampton 1860, providing fresh eggs for the inn's farm-to-table breakfast. The source of Brampton’s farm-fresh breakfast eggs | Photo: Better Living

    Despite all this natural activity, what strikes you most is how peaceful everything feels. During our walks, we spotted rabbits grazing, deer appearing at forest edges, and an impressive variety of butterflies working the gardens.

    A vibrant monarch butterfly with orange and black wings feeds on purple sedum flowers in Brampton 1860's summer gardens, showcasing the property's Certified Wildlife Habitat designation.
    A vibrant monarch butterfly with orange and black wings feeds on purple sedum flowers in Brampton 1860's summer gardens, showcasing the property's Certified Wildlife Habitat designation. Summer butterflies working Brampton’s peak-season gardens | Photo: Better Living

    The summer abundance created magic around every corner, making each walk seem like discovery rather than exercise. The 35 acres provide enough variety to keep exploration interesting while maintaining the tranquil quality that defines the entire property.

    See also

    A beautifully styled overhead shot of completed Green Goddess pasta salad in a white bowl, surrounded by fresh herb sprigs including parsley, dill, and basil scattered around a white marble surface. A bottle of Udo's Oil 3-6-9 Blend sits to the right, with a wooden spoon resting on a sage green striped kitchen towel to the left. The pasta salad shows vibrant colors from the tri-color rotini, green broccoli, red cherry tomatoes, yellow bell peppers, and purple onions.A beautifully styled overhead shot of completed Green Goddess pasta salad in a white bowl, surrounded by fresh herb sprigs including parsley, dill, and basil scattered around a white marble surface. A bottle of Udo's Oil 3-6-9 Blend sits to the right, with a wooden spoon resting on a sage green striped kitchen towel to the left. The pasta salad shows vibrant colors from the tri-color rotini, green broccoli, red cherry tomatoes, yellow bell peppers, and purple onions.

    Evening Retreats in the Manor House

    Elegant library and living room at Brampton 1860 historic inn featuring floor-to-ceiling built-in bookshelves filled with books, a large brown leather sofa with decorative pillows, traditional Persian rugs in burgundy and blue patterns, polished hardwood floors, a white marble fireplace with decorative mantel, brass table lamps with pleated shades, a round wooden coffee table with scattered magazines, tall windows with natural light, yellow walls, and a decorative ceramic cat sculpture beside the fireplace.
    Elegant library and living room at Brampton 1860 historic inn featuring floor-to-ceiling built-in bookshelves filled with books, a large brown leather sofa with decorative pillows, traditional Persian rugs in burgundy and blue patterns, polished hardwood floors, a white marble fireplace with decorative mantel, brass table lamps with pleated shades, a round wooden coffee table with scattered magazines, tall windows with natural light, yellow walls, and a decorative ceramic cat sculpture beside the fireplace. The Manor House library offers the perfect spot for relaxation | Photo: Better Living

    After dinner and activities, the Manor House welcomes you into spaces made for relaxation.

    The library, lined with books from floor to ceiling, offers the ideal spot to unwind with a novel or join a thoughtful conversation with fellow guests.

    Elegant lounges, furnished with antiques and plush seating, provide additional places to gather. These rooms feel less like hotel spaces and more like the living areas of a grand country estate, where conversation flows easily and new friendships often begin.

    Evenings here invite a slower pace. Reading by the fire, chatting with other travelers, or simply enjoying the calm. This quiet rhythm adds another dimension to Brampton, creating moments of peace that are rare in today’s world.

    Discovering Local Wine Culture at Crow Vineyard

    Pastoral countryside scene at Crow Vineyard showing a herd of black Angus cattle grazing in a lush green pasture under a bright blue sky with puffy white clouds, with a historic two-story house featuring gray siding and a tall cylindrical silo in the background, surrounded by mature trees and rural farmland landscape typical of Maryland's Eastern Shore region.
    Pastoral countryside scene at Crow Vineyard showing a herd of black Angus cattle grazing in a lush green pasture under a bright blue sky with puffy white clouds, with a historic two-story house featuring gray siding and a tall cylindrical silo in the background, surrounded by mature trees and rural farmland landscape typical of Maryland's Eastern Shore region. Cattle grazing on a summer day at Crow Vineyard | Photo: Better Living

    Our final day concluded with a wine tasting at Crow Vineyard, about 20 minutes from Brampton. This family-owned winery offered the perfect conclusion to our Eastern Shore retreat.

    Crow Vineyard operates as much more than just a winery. It’s a complete agritourism experience. The property features mini horses, cattle, and chickens that add charm to the pastoral setting. We enjoyed our tasting on their private patio overlooking the vineyard, with small plates complementing their wines.

    Crow Vineyard represents another local partnership that sets Brampton apart – authentic, quality-focused businesses that share the same commitment to showcasing what makes this region unique. The combination of local wines, expansive vineyard views, and farm animals created a delightful day trip that completed our Eastern Shore getaway.

    💡 For more wine country experiences, explore Virginia wine country destinations.

    The People Who Make Brampton Special

    A weathered red barn and tall cylindrical silo on Brampton 1860's property, with the historic Manor House visible in the background, showcasing the estate's agricultural heritage.
    A weathered red barn and tall cylindrical silo on Brampton 1860's property, with the historic Manor House visible in the background, showcasing the estate's agricultural heritage. Agricultural heritage preserved throughout Brampton’s 35 acres | Photo: Better Living

    The staff at Brampton 1860 make everything easy.

    From check-in to check-out, they strike the right balance of being friendly, welcoming, and relaxed. At breakfast, we never had to ask for a refill; coffee and water were topped off before the cups were even empty.

    The golf cart service is another thoughtful touch, delivering full dining setups hot and ready to your cottage or anywhere on the property you’d like to eat. They provide a text system we used a few times, once to arrange cleanup after our seafood boil and again just to share how well the stay was going. Each reply came quickly, with the same warmth as an in-person conversation.

    It’s clear the staff want you to have a great time, and that attentiveness makes the whole getaway feel personal rather than routine.

    Is Brampton 1860 Worth It?

    Absolutely. Brampton 1860 represents one of Maryland’s most authentic historic inns. It successfully preserves its 1860s heritage while offering contemporary luxury, exceptional hospitality, and beautiful natural settings where you can unwind.

    What impressed us most was how Brampton works equally well whether you want to stay on property and soak in the serene atmosphere, or use it as a luxury base for exploring Chestertown, nearby wineries, and Eastern Shore attractions. There’s no pressure either way, and the staff excels at helping you create exactly the experience you’re seeking.

    I’d highly recommend Brampton 1860 for travelers who appreciate history, hearty breakfasts, and natural settings that encourage real relaxation and connection.

    Why Brampton 1860 is a Must-Visit

    Brampton 1860's Manor House viewed from the gravel driveway approach, showing the full three-story brick facade with white trim and the property's pastoral setting.
    Brampton 1860's Manor House viewed from the gravel driveway approach, showing the full three-story brick facade with white trim and the property's pastoral setting. Walking from our cottage to breakfast at Brampton 1860 | Photo: Better Living

    Brampton 1860 stands out as one of Maryland’s premier retreats. With historic charm, private cottages, farm-to-table breakfasts, and grounds made for exploration, it offers a truly memorable escape.

    And it’s not just for couples. Solo travelers, friends on a getaway, or small groups will find the serene surroundings perfect for relaxation and meaningful conversation.

    For those seeking character, privacy, and award-winning hospitality, Brampton 1860 delivers – all in a setting that’s quietly luxurious without pretension.

    Tips for Your Stay

    Best Time to Visit: Summer brings warm days ideal for exploring the property, comfortable evenings for outdoor dining and fire pit gatherings, peak garden blooms, and active wildlife viewing.

    Length of Stay: Three days allows you to settle into Brampton’s rhythm while enjoying both onsite amenities and local experiences. Two nights works well for a shorter romantic escape focused on the property itself.

    Where to Stay: Marley’s Cottage is the ultimate private retreat, with a soaking tub and hidden entrance. Manor House rooms offer historic charm with easy access to the common areas.

    Special Experiences: Plan your visit around dining events, afternoon tea, or seasonal celebrations to enjoy the property at its very best.

    Ready to Book Your Brampton 1860 Getaway?

    Experience historic charm, private cottages, farm-to-table breakfasts, and serene Eastern Shore landscapes.

    Book Your Stay at Brampton 1860!

    Frequently Asked Questions About Brampton 1860

    Is Brampton 1860 pet-friendly?

    Some cottages welcome pets (Russell’s Cottage and Robin’s Nest), though you’ll want to book early as these fill up quickly.

    What meals are included at Brampton 1860?

    Full gourmet breakfast is included daily, plus afternoon tea service at 4 PM. Special dinner packages like the Signature Steampot can be arranged.

    How far is Brampton 1860 from Washington, DC?

    About 2 hours by car via US-50 East—a straightforward drive through Maryland’s scenic countryside.

    Is Brampton 1860 good for romantic getaways?

    The private cottages, especially Marley’s Cottage with its soaking tub and hidden entrance, create incredibly romantic settings. Most guests we met were couples celebrating anniversaries or special occasions.

    What’s the best time to visit Brampton 1860?

    Each season offers something different, but summer brings peak gardens, active wildlife, and nice weather for outdoor dining and fire pit evenings.

     

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  • Summer Fun & Food at Ocean Casino Resort, Atlantic City | Better Living

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    Ocean Casino Resort isn’t just another casino. It’s the Jersey Shore’s premier beachfront destination, with ocean view suites, two new Stephen Starr restaurants, a private pool oasis, and summer celebrations that rival any East Coast resort. Here’s why Ocean should be your next getaway.

    Summertime at Ocean Casino Resort

    After falling in love with Ocean Casino Resort during the holidays last winter, we couldn’t wait to see what summer would bring. We just returned from an incredible long weekend, and Ocean in summertime exceeded every expectation.

    Most visitors to Atlantic City focus on the casino floor, but Ocean proves itself as a true resort destination first.

    Where winter brought cozy Holiday Social Suites and festive Jingle Bell Bar cocktails, summer offers something entirely different: Stephen Starr’s two brand new restaurants, elevated poolside cabanas with ocean views, and a relaxed beachside vibe. Ocean provides  a complete resort experience that goes way beyond gaming.

    Our Studio Suite: 25 Floors Above It All

    Hotel suite living room with gray sectional sofa, Ocean tote bag on white bed, floor-to-ceiling windows showing Atlantic City views Our 25th floor corner Studio Suite with panoramic views | Photo: Better Living

    Our newly decorated corner Studio Suite on the 25th floor gave us front-row seats to Atlantic City.

    Floor-to-ceiling windows opened up sweeping views of the ocean, Steel Pier with its Ferris wheel, the inlet filled with boats, and the boardwalk below where people strolled day and night. From sunrise to sunset, the scene outside never stopped changing and quickly became our favorite part of the stay.

    Each morning we enjoyed coffee from the in-room Keurig while watching the sun come up over the water. In the evenings, sunset was just as spectacular.

    The suite itself felt like a true retreat. It was spacious and bright, with power shades when we wanted to unwind. A cozy couch gave us another spot to sit back and enjoy the views and the mini fridge was great for leftovers.

    The king bed was super comfortable, the room was clean and fresh, and the shower was one of the best we have ever experienced. Large enough for two, with jets from the top and sides, perfect water pressure, and intuitive temperature controls, this was the Holy Grail of hotel showers. After days in the sun and salt air, stepping into this shower felt like visiting a spa.

    I especially loved stretching out on the bed after those showers, sipping coffee, watching TV, and still catching glimpses of the Ferris wheel turning, boats passing through the inlet, and the lively boardwalk below.

    This corner suite provided everything we wanted: comfort, style, and amazing summertime views.

    The Cabanas at Ocean Casino Resort Are Worth It

    View from inside a pool cabana showing comfortable seating, mini fridge, TV, and open view to pool deck with ocean beyond
    View from inside a pool cabana showing comfortable seating, mini fridge, TV, and open view to pool deck with ocean beyond Inside our private cabana with pool and ocean views | Photo: Better Living

    If you think you know what a casino pool feels like, think again.

    Ocean Casino Resort has completely reimagined the experience with its adults-only pool deck, offering a serene, elevated escape that feels worlds away from the main pool and beach.

    No kids. No rowdy parties. Just calm vibes, ocean breezes, and a view that stretches endlessly across the Atlantic.

    We spent the day bouncing between a daybed and a cabana, and honestly, both were incredible in their own way. The daybeds are comfortable for soaking up the sun, sipping cocktails, and watching the coastline shimmer. But the cabana is seriously next level.

    Woman in striped swimsuit relaxing in pool with turquoise umbrellas and ocean visible in background
    Woman in striped swimsuit relaxing in pool with turquoise umbrellas and ocean visible in background Cooling off in the adults-only pool | Photo: Better Living

    The cabanas feel like your own private retreat. Think plush seating, shade when you need it, a TV, dining area, and a mini fridge stocked with complimentary water and soda to keep you refreshed. It’s quiet, intimate, and the views are unreal – parasailers drifting by at eye level, helicopter tours cruising the shoreline, and the iconic Steel Pier rides spinning in the background.

    Located away from the main pool area, the cabana zone has its own exclusive pools and a jacuzzi, reserved just for cabana and daybed guests. It’s like a VIP hideaway within the resort, and it never feels crowded or chaotic. Just mellow groups enjoying their own slice of paradise.

    Service here is top-tier too. Our server, Melody, was fantastic and kept the frozen cocktails flowing poolside all afternoon. We were in full vacation mode.

    And if you really want to treat yourself, you can even book a massage right in your cabana. Exhale Spa & Bathhouse offers a few different styles. Trust me, there’s nothing quite like a deep tissue massage with the ocean breeze rolling in.

     View from blue pool daybed showing Steel Pier with Ferris wheel, beach umbrellas, Ocean tote bag, and frozen cocktail
     View from blue pool daybed showing Steel Pier with Ferris wheel, beach umbrellas, Ocean tote bag, and frozen cocktail Perfect Steel Pier views from our pool daybed | Photo: Better Living

    The Cabanas at Ocean are open daily, with food and cocktail service running throughout the afternoon. You can book online, and everything is designed for guests 21 and over. It’s the kind of place where time slows down, the drinks stay cold, and the only thing on your to-do list is to relax.

    If you’re planning a trip to Atlantic City, this is the pool experience that changes everything.

    Pool season runs late May through September. Cabanas need booking 1-2 weeks ahead for summer weekends. Daybeds are first come, first served.

    Lucky Summer of Sevens: Ocean’s 7th Birthday Bash

    Large colorful "OCEAN" letters display with number 7, surrounded by tropical flowers and beach umbrellas in hotel lobby
    Large colorful "OCEAN" letters display with number 7, surrounded by tropical flowers and beach umbrellas in hotel lobby Ocean’s Lucky Summer of Sevens lobby installation | Photo: Better Living

    Ocean Casino Resort is celebrating its seventh birthday, and the vibe is currently everywhere. The Lucky Summer of Sevens brings fireworks, special dining events, and over $7 million in prizes, but even without joining the promotions, the energy is contagious.

    Woman popping out of giant three-tiered fake birthday cake prop with red sequined wall backdrop and cherry decorations
    Woman popping out of giant three-tiered fake birthday cake prop with red sequined wall backdrop and cherry decorations The Instagram-worthy birthday cake photo op at the pop-up Birthday Bar | Photo: Better Living

    The Birthday Bar popup at 1927 Lounge, where the Jingle Bell Bar was during the holidays, features elaborate décor with a giant birthday cake photo op, red sequin walls, cherry decorations, and fun “Happy Birthday” banners. The Instagram opportunities are everywhere, and yes, we took full advantage.

    Summer Dining at Ocean Casino Resort

    A plate with a large lobster tail split open next to golden french fries, with a small dish of melted butter and a boat of green chimichurri sauce, served on a white plate with burgundy trim
    A plate with a large lobster tail split open next to golden french fries, with a small dish of melted butter and a boat of green chimichurri sauce, served on a white plate with burgundy trim Lobster frites with unlimited golden fries at Chez Frites | Photo: Better Living

    Dining at Ocean Casino Resort goes far beyond tantalizing cuisine and carefully crafted cocktails. Award-winning chefs prepare international dishes across both upscale and casual venues, ensuring there is something to satisfy every craving.

    Guests can savor Chef José Garcés’ Spanish tapas at Amada, enjoy late-night sushi at Zhen Bang, indulge in gastropub fare at Villain & Saint, or experience fine dining at Linguini By The Sea.

    The Lucky Summer of Sevens celebration added special menus and happy hour deals throughout the property, making summer dining even more enticing.

    Stephen Starr Debuts at Ocean

    Restaurant bar with pink walls, vintage movie posters, warm lighting, and rows of liquor bottles on illuminated shelves
    Restaurant bar with pink walls, vintage movie posters, warm lighting, and rows of liquor bottles on illuminated shelves The vintage French cinema poster-lined bar at Chez Frites | Photo: Better Living

    The biggest culinary news at Ocean this summer arrived on August 1st with two highly anticipated restaurant openings from James Beard Award-winning restaurateur Stephen Starr.

    Chez Frites delivers stripped-down contemporary French flair with traditional steak and frites, while Sunny’s offers sundrenched American breakfast and brunch.

    Starr grew up coming to Atlantic City, worked the boardwalk as a kid, and you can feel that personal connection in these restaurants.

    Chez Frites Review: Paris on the Jersey Shore

    Overhead view of a table with steak frites, lobster frites, mixed green salad, cocktails, and scallops in shells
    Overhead view of a table with steak frites, lobster frites, mixed green salad, cocktails, and scallops in shells Our full Chez Frites dinner spread with steak, lobster, scallops, and unlimited frites | Photo: Better Living

    We dined at Chez Frites on our first night. Walking in, the vintage French cinema posters covering the walls immediately set the mood. The bar area buzzed with couples sipping cocktails and we were seated in a burgundy leather booth that felt like it belonged in Saint-Germain-des-Prés.

    Our server Jacob provided outstanding service with excellent recommendations. Chez Frites quickly became our favorite meal of the trip. We visited Paris for our anniversary and had steak frites and moules-frites there, and this experience transported us straight back to those French bistros.

    Starr drew inspiration from traditional Parisian entrecôte restaurants where you could eat well and affordably, and he has brought that exact concept to Ocean.

    Here’s what makes Chez Frites brilliant: The prix fixe menu keeps things beautifully simple. You start with mixed greens in white balsamic vinaigrette. Not fancy, just fresh and dressed. Then comes your choice of main course: prime steak frites, lobster frites, salmon frites, or salt baked celery root with black trumpet mushrooms for a plant-based option.

    Three large scallops served in shells on ice with green herbs and red pepper garnish
    Three large scallops served in shells on ice with green herbs and red pepper garnish Scallop crudo with lime, passionfruit, and hazelnut oil | Photo: Better Living

    There’s also a small ala carte menu where we started with the Scallop Crudo. Three large diver scallops served in the shell and dressed with lime, passionfruit, and hazelnut oil. Each bite delivered sweet, tart, nutty, and oceanic flavors that set the tone for our meal.

    For mains, we ordered both the steak and lobster to share. The steak arrived with an expertly grilled char and accompanied by a silver boat of béarnaise sauce. The lobster, a large South African tail, was tender and sweet. Its flavor was close to Maine lobster, a little firmer, and nearly twice the size. It was served with drawn butter and chimichurri. We wanted to order another.

    Sliced steak cooked medium-rare being topped with béarnaise sauce from a silver sauce boat, served alongside golden hand-cut french fries on a white plate with burgundy trim, with a mixed green salad visible in the foreground
    Sliced steak cooked medium-rare being topped with béarnaise sauce from a silver sauce boat, served alongside golden hand-cut french fries on a white plate with burgundy trim, with a mixed green salad visible in the foreground Steak frites with béarnaise sauce and unlimited golden fries at Chez Frites | Photo: Better Living

    But let’s not forget the frites.

    Golden, crispy, perfectly salted, and unlimited. Our server Jacob mentioned people average two servings. We hit three without shame. They arrive hot, and just when you think you’re done, Jacob appears with “Would you like more fries?” Yes. Always yes.

    Three cream puffs filled with vanilla ice cream being drizzled with dark chocolate sauce from a white pitcher
    Three cream puffs filled with vanilla ice cream being drizzled with dark chocolate sauce from a white pitcher Profiteroles with warm chocolate sauce poured tableside at Chez Frites | Photo: Better Living

    Dessert was profiteroles, three choux pastries filled with vanilla ice cream. Jacob brought a small pitcher of warm chocolate sauce to pour over them for a dramatic presentation. The passionfruit almond tart provided a bright, tangy contrast. Both were exceptional endings to a meal that captured authentic Parisian bistro magic.

    We stayed for nightcaps at the bar, not ready for the evening to end. The bartender made us New York Sours with egg white foam floating on top, a red wine float creating this beautiful sunset effect in the glass. The bar became our regular evening spot for the rest of the weekend.

    Sunny’s Review: Breakfast & Brunch in Atlantic City

    Double stack French toast topped with sliced bananas, whipped cream, and caramel sauce, with orange mimosa
    Double stack French toast topped with sliced bananas, whipped cream, and caramel sauce, with orange mimosa The Elvis French toast at Sunny’s with peanut butter whipped cream | Photo: Better Living

    On our first morning, we headed to Sunny’s at 11 a.m. for brunch. Stephen Starr created the concept after sitting in the resort, looking out at the ocean, and thinking “sunshine.” That is exactly what you get. Eleven floors up, the space glows with morning light.

    Coffee comes in bright yellow mugs. It’s a small touch, but it instantly makes the experience feel happier.

    Our server Megan guided us through both the menu and the cocktails with spot-on suggestions, and she kept our mugs filled with hot coffee the entire time.

    Lobster roll overflowing with chunks of lobster meat on toasted bun, served on bright yellow plate with crinkle-cut fries
    Lobster roll overflowing with chunks of lobster meat on toasted bun, served on bright yellow plate with crinkle-cut fries Sunny’s lobster roll on a toasted Portuguese roll | Photo: Better Living

    We started with the lobster roll, overflowing with large chunks of lobster lightly dressed in lemon mayo on a buttery toasted Portuguese roll. This is what summer tastes like. The Maryland crab cake followed, all jumbo lump with almost no filler, pan-seared golden and served with remoulade.

    Then came The Elvis. This double-stack French toast is piled with peanut butter whipped cream, maple caramel sauce, sliced bananas, and bacon bits. It all works without being overwhelming. The peanut butter cream and French toast are lighter than you expect, while the banana, bacon, and maple pull it together. We love dessert for breakfast, and this one is fit for The King.

    See also

    We returned the next morning for simpler options. The Two Eggs Any Style came with crispy potatoes and bacon that started the day off right. The matzo ball soup surprised us on a summer morning, but those tender matzo balls in rich chicken broth with fresh dill proved comfort food has no set time or season.

    pull-apart monkey bread covered in powdered sugar, served with yellow coffee mug
    pull-apart monkey bread covered in powdered sugar, served with yellow coffee mug Sunny’s famous monkey bread with cinnamon butter and icing | Photo: Better Living

    Their already famous Monkey Bread also needed to happen. These warm, soft pillows came topped with cinnamon butter and served with icing for dipping. Fun to share and even better with coffee.

    Sunny’s cocktails are just as memorable. The Spa Day blends Hendrick’s, aloe, cucumber, and mint into something that tastes like self-care, while the Tequila Sunrise Mimosa brings vacation vibes to any morning.

    Amada by Chef José Garcés’

    A vibrant black bowl filled with succulent seafood ceviche, featuring chunks of shrimp, scallops, and diced vegetables in a golden-orange citrus sauce. The dish is garnished with fresh herbs and drizzled with a creamy white sauce, accompanied by three thick, crispy fried plantains standing upright. Soft candlelight and an elegant glass of soda with ice accent the stylish, cozy dining table setting in the background.
    A vibrant black bowl filled with succulent seafood ceviche, featuring chunks of shrimp, scallops, and diced vegetables in a golden-orange citrus sauce. The dish is garnished with fresh herbs and drizzled with a creamy white sauce, accompanied by three thick, crispy fried plantains standing upright. Soft candlelight and an elegant glass of soda with ice accent the stylish, cozy dining table setting in the background. The ceviche at Amada with crispy plantains. Fresh, zesty, and perfect for sharing. | Photo: Better Living

    On our last night, we dined at Amada, Chef José Garcés’ Spanish masterpiece that we had discovered during our winter visit. The ocean views from the dining room are striking, especially at sunset.

    We began with the Chef’s Special Ceviche served with crispy plantains. For tapas, the portions were generous and easily shareable between two people. The heat from the spices hit immediately, the kind of burn that makes you reach for a plantain and then go back for more. Fresh citrus balanced the spice, while the crispy plantains added a satisfying crunch.

    A rustic black cast iron dish holds two roasted red piquillo peppers generously stuffed with creamy crab filling. The peppers are topped with a glossy layer of toasted almond slivers and a drizzle of golden aioli. The dish sits on a round wooden charger, highlighting its artisanal presentation.
    A rustic black cast iron dish holds two roasted red piquillo peppers generously stuffed with creamy crab filling. The peppers are topped with a glossy layer of toasted almond slivers and a drizzle of golden aioli. The dish sits on a round wooden charger, highlighting its artisanal presentation. Stuffed Piquillos Rellenos. Crab, almonds, and Spanish flair in every bite. | Photo: Better Living

    Next, we enjoyed the albóndigas, lamb meatballs swimming in sherry and foie gras cream. The piquillos rellenos featured sweet roasted peppers stuffed with crab and topped with marcona almonds, delivering sweet, savory, and nutty flavors in harmony. We also tried the coca de costillas, a beef short rib flatbread that combines tender short rib, horseradish cream, crispy bacon, and arugula. The Amada empanada with spinach and Manchego was also delicious.

    By the time the Tarta de Santiago arrived, an almond cake accompanied by white chocolate gelato and a bright amarena cherry, we were blissfully full. We had planned to order paella, but after enjoying the tapas, there was simply no way. A return trip is now absolutely mandatory.

    Gaming and Evening Entertainment

    The casino at Ocean. Expansive gaming floor with high ceilings and art installations. Below rows of brightly lit slot machines.
    The casino at Ocean. Expansive gaming floor with high ceilings and art installations. Below rows of brightly lit slot machines. The Casino at Ocean | Photo: Better Living

    The casino at Ocean itself spans 135,000 square feet with modern design that feels more Vegas than old Atlantic City. We tried our luck with a few fun games, bouncing between slots and table games. The contemporary design with sweeping fabric installations and dynamic lighting creates an energetic atmosphere that makes gaming feel like part of the resort experience rather than the only focus.

    We spent evenings starting with cocktails at the Chez Frites bar or lobby bar before hitting the casino floor. But honestly, between the restaurants and pool, the gaming felt almost optional.

    Summer vs. Winter at Ocean Casino Resort

    Woman in a pink "Lucky" bucket hat and striped swimsuit sipping from a yellow frozen cocktail, with ocean and blue sky in the background
    Woman in a pink "Lucky" bucket hat and striped swimsuit sipping from a yellow frozen cocktail, with ocean and blue sky in the background Piña Colada served poolside at Ocean Casino Resort | Photo: Better Living

    Having experienced both seasons, Ocean masters seasonal transformation. Winter brought cozy Holiday Social Suites with hot cocoa stations and Christmas trees, the festive Jingle Bell Bar, comfort food at Harper’s, and warming cocktails by indoor firepits.

    Summer brings a completely different energy. Sun soaked pool days, Stephen Starr’s new restaurants, frozen cocktails with ocean views, and that laid back coastal atmosphere that makes Ocean feel like a true beach resort.

    Is Ocean Casino Resort Worth Visiting?

    Tall glass Ocean Casino Resort tower against blue sky with white clouds
    Tall glass Ocean Casino Resort tower against blue sky with white clouds Ocean Casino Resort tower reaching into the summer sky | Photo: Better Living

    Ocean Casino Resort has redefined what Atlantic City can be and is absolutely worth visiting.

    This isn’t just a casino with some restaurants attached. It’s a complete luxury resort that happens to have gaming if you want it.

    Stephen Starr’s new restaurants alone justify the trip. Add the elevated pool experience, those suite views, and the wonderful summer vibes, and you have a destination that rivals any East Coast beach resort.

    Since we’re less than 90 minutes away in Wilmington, DE – we’re already planning our return before pool season ends in September.

    Whether you’re here for the food, the pool, or just to escape reality for a weekend, Ocean delivers an experience that goes way beyond what you expect from Atlantic City.

    Planning Your Visit

    Getting There:

    • 1 hour from Philadelphia
    • 2.5 hours from NYC
    • Free self parking for Pearl members and above
    • Valet available at entrance

    Booking Tips:

    • Reserve Chez Frites when you book your room
    • Sunny’s takes walk ins but expect waits on weekend mornings
    • Pool cabanas book up 1-2 weeks in advance for weekends
    • Corner Studio Suites on higher floors are worth the upgrade

    Best Time to Visit: Pool season runs through September. Weekdays offer easier restaurant reservations and more pool space. The Birthday Bar popup and Lucky Summer of Sevens celebrations continue through September.

    ➡ Ready to experience summer at Ocean? Visit theoceanac.com for reservations.

    Better Living uses affiliate links. If you make a purchase through them, we may receive a small commission (for which we are deeply grateful) at no cost to you.

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    Heather

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  • Glasbern Inn Review: A Historic Getaway in Lehigh Valley | Better Living

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    Looking for a peaceful escape that combines authentic history with modern luxury? In this Glasbern Inn review, I’ll share how this remarkable property in Pennsylvania’s Lehigh Valley surprised us with a truly special getaway.

    This 150-acre estate delivers an authentic countryside experience that feels worlds away from typical hotel stays. At Glasbern, you’ll discover farm-to-table dining featuring ingredients grown right on the grounds, expertly restored 18th-century buildings brimming with character, and some of the most pristine countryside you’ll find in the Mid-Atlantic.

    But what truly sets Glasbern Inn apart is how authentic it feels. This isn’t a themed hotel trying to look historic.

    Every building, every path, and every meal reflects the spirit of the working farm it once was. It’s a place where chipmunks greet you on forest trails, and the bread pudding is so legendary the chef won’t give up the recipe.

    And trust me, once you experience it, you’ll understand why we’re already planning our return visits for fall foliage and winter fireside dining.

    Glasbern Inn Review: Our Stay in Lehigh Valley

    After hearing so much about this wonderful property in Fogelsville, PA, we finally experienced it for ourselves, and it more than lived up to the hype.

    Whether you’re seeking a romantic weekend, a cozy countryside retreat, or just exceptional farm to table dining, Glasbern delivers.

    Here’s everything we loved about Glasbern (and think you’ll love too).

    GLASBERN INN AT A GLANCE

    • Location: 2141 Packhouse Rd, Fogelsville, PA – scenic Lehigh Valley, 2 hours from Philly or NYC
    • Vibe: Romantic, rustic-luxury on a historic 150-acre farm
    • Price Range: $$–$$$ ($185–$325 depending on room and season)
    • Rooms: Historic barns, stables, and cottages with fireplaces, whirlpool tubs, and exposed Amish framing
    • Dining: Award-winning farm-to-table restaurant, casual Pub, complimentary gourmet breakfast
    • On-Site Perks: Spa, fitness center, koi ponds, gardens, walking trails, and wildlife viewing
    • Awards & Recognition:
      ▸ Historic Hotels of America member
      ▸ Yahoo! Travel – Top Romantic International Destination
      ▸ Philadelphia Magazine – Best Romantic Weekend Getaway
      ▸ PA Meetings & Events – Best Meeting Venue
    • Best For: Romantic getaways, fall foliage road trips, wellness weekends, history lovers, and foodies
    • Reservations: Glasbern.com or (610) 285-4723

    How to Get to Glasbern Inn

    Meticulously maintained terraced landscape featuring natural stone retaining walls, ornamental plantings, and wide lawn areas leading up to the historic barn building in the background Terraced rock gardens leading to the many suites at Glasbern | Photo: Better Living

    The drive from the Philadelphia area to Glasbern Inn is straightforward and stress-free. It’s a direct shot up I-476 North from Philly (or I-78 from New York), less than two hours through Pennsylvania’s Lehigh Valley.

    Arriving at the Main House immediately sets Glasbern apart from standard check-in experiences. The staff greets you warmly at the front desk and takes time to personally orient you to the property with a detailed map, pointing out everything from your room location to the best trails. You’ll get a reservation for breakfast and they’ll also show you exactly which parking area is closest to your room.

    And here’s a nice touch: Coffee, tea, water, and fresh pastries are available in the Main House all day until dinner, so you never have to worry about getting hungry between meals.

    First Impressions at Glasbern Inn

    A cascading water feature built into natural stone formations at Glasbern Inn, surrounded by lush green grasses and plantings, with a red-roofed building visible in the wooded background
    A cascading water feature built into natural stone formations at Glasbern Inn, surrounded by lush green grasses and plantings, with a red-roofed building visible in the wooded background Natural stone water feature on the Glasbern grounds | Photo: Better Living

    Once you’re settled in on Glasbern’s sprawling property, you’ll feel an immediate sense of peace.

    For this Glasbern Inn review, we visited on a sunny summer day and the lush grounds were so expansive and vibrant that we found ourselves slowing down just to take it all in.

    Dating back to 1787, Glasbern showcases masterfully preserved buildings that each tell their own story: the Main Barn from 1870, historic Stables with their incredible authentic craftsmanship, and charming cottages that remind you of simpler times.

    What strikes you most is how this feels like your own private village rather than a traditional hotel.

    We had planned to explore the surrounding Lehigh Valley, but honestly, we didn’t want to leave Glasbern. We spent our two days completely relaxed, exploring the trails, and enjoying the property.

    A Legacy of Vision and Preservation

    Large rustic wooden building with red metal roof nestled among mature trees, featuring manicured lawns and natural stone landscaping elements in the foreground
    Large rustic wooden building with red metal roof nestled among mature trees, featuring manicured lawns and natural stone landscaping elements in the foreground The Grand Lodge event venue surrounded by landscaped gardens | Photo: Better Living

    As a member of Historic Hotels of America, Glasbern Inn represents one of the nation’s most authentic preservation success stories, and trust me, you can feel that authenticity the moment you arrive.

    The Glasbern history is really interesting too. In January 2024, the David Jaindl Family became the new owners, purchasing it from longtime steward Al Granger and continuing a remarkable journey that began in 1985.

    Here’s the story. Al and his late wife Beth discovered this neglected farm in the heart of the Lehigh Valley after it had been sitting vacant for 13 years. Where others saw decay, Beth envisioned a place where guests could enjoy warm hospitality and fresh food grown right on the land. Al spent nearly four decades bringing that vision to life and remained active on the property into his nineties, even tending to the grounds himself.

    Authentic Reconstruction Over Modern Imitation

    Rustic-luxury suite interior with flagstone flooring, exposed timber framing, stone fireplace, leather seating, and a spiral staircase leading to the loft hot tub area
    Rustic-luxury suite interior with flagstone flooring, exposed timber framing, stone fireplace, leather seating, and a spiral staircase leading to the loft hot tub area Main level of the Stables Deluxe Suite with stone fireplace | Photo: Better Living

    Every restoration choice prioritized authenticity over convenience. The transformation began with the 1870 Main Barn, which initially served as the Grangers’ home, guest lodge, restaurant, and reception area all rolled into one. The Stables weren’t even originally on this property. They were dismantled from a nearby farm, transported beam by beam, and meticulously rebuilt here. The Packhouse has an equally fascinating origin story, created by combining two rundown barns from another farm into what’s now a spacious twelve-room guest building. And The Dairy, which once housed actual cattle producing cheese and yogurt for sale, now serves as a six-bedroom luxury guest house that blends rustic charm with modern comfort.

    A Property That Keeps Evolving

    What I love about Glasbern is how it continues evolving while staying true to its roots. The Glasloft transformed from an open-air patio to an enclosed space with those stunning pond views we couldn’t stop photographing. The Grand Lodge evolved from a simple tented event space to a magnificent venue with twenty-foot ceilings and exposed beams that take your breath away. Even the wedding pavilion has an unexpected origin: it was originally built for the previous owner’s wife to enjoy pickleball.

    Carrying the Glasbern Legacy Forward

    The Jaindl Companies, with hospitality management by TKo, have embraced the spirit of preservation and care that Al and Beth Granger started nearly four decades ago.

    Where We Stayed: The Stables Deluxe Suite

    Hotel suite bedroom with white linens and exposed beam ceiling, featuring a dramatic black spiral staircase ascending to an upper level loft area with the hot tub
    Hotel suite bedroom with white linens and exposed beam ceiling, featuring a dramatic black spiral staircase ascending to an upper level loft area with the hot tub The unique spiral staircase leading to our suite’s loft hot tub | Photo: Better Living

    When booking at Glasbern, guests can choose from accommodations spread across multiple buildings, each with its own character. We opted for the Stables Deluxe Suite, and it perfectly embodies those luxury rustic Pocono vibes that we are completely here for.

    A highlight of our suite was the spiral staircase leading to a loft hot tub positioned dramatically above the king bed. Surrounded by exposed Amish framing, this was both a delightful surprise and a romantic touch. The combination of authentic 18th-century craftsmanship with modern luxury amenities creates an atmosphere that you simply can’t find anywhere else.

    The plush king bed, ideal temperature, and quiet room gave us two great nights of sleep. After exploring all day, we’d settle in for movie nights in the spacious living area. There’s also a gas fireplace and a private outdoor deck that make this suite a true retreat.

    laborate charcuterie board featuring artisanal meats, aged cheeses, fresh fruits, crackers, and purple orchid garnishes, accompanied by wine bottles and Glasbern branded packaging on a wooden table
    laborate charcuterie board featuring artisanal meats, aged cheeses, fresh fruits, crackers, and purple orchid garnishes, accompanied by wine bottles and Glasbern branded packaging on a wooden table Welcome charcuterie platter in our Stables Deluxe Suite | Photo: Better Living

    We were also greeted with a stunning charcuterie platter that was next level. Artisanal meats, cheeses, fresh fruits, spreads, and veggies arranged so artfully and generously that we didn’t need to leave for lunch. I’d definitely suggest ordering this for exactly that reason, it’s a meal unto itself.

    The location of the Stables is very convenient. It’s secluded with woodland views, but still only a short walk to the Main Barn for dining and other amenities. With parking right outside and no steps, bringing in luggage was effortless. But the coolest feature was definitely the woodwork throughout the building, adding old-world charm that connects you directly to Pennsylvania’s heritage.

    Glasbern’s Farm-to-Table Dining Experience

    Sophisticated restaurant interior featuring exposed stone walls, tall windows, rustic timber beams, modern pendant lighting, and tables set with white linens and wine glasses
    Sophisticated restaurant interior featuring exposed stone walls, tall windows, rustic timber beams, modern pendant lighting, and tables set with white linens and wine glasses The elegant Great Room dining area in the Main Barn | Photo: Better Living

    Glasbern elevates Pennsylvania countryside dining with exceptional farm-to-table cuisine that showcases the very best of local and on-property sourcing. The Glasbern restaurant, housed in the Main Barn delivers an unforgettable dining experience that feels both elegant and authentically rustic.

    Dinner in the Historic Great Room

    Creamy risotto topped with generous chunks of bright red lobster meat, fresh asparagus spears, sun-dried tomatoes, and fresh herbs, garnished with a sprig of rosemary on a white plate
    Creamy risotto topped with generous chunks of bright red lobster meat, fresh asparagus spears, sun-dried tomatoes, and fresh herbs, garnished with a sprig of rosemary on a white plate Poached Maine lobster risotto with asparagus and sun-dried tomatoes | Photo: Better Living

    Executive Chef Christopher Feraudo brings over 25 years of culinary experience and recent recognition as a winner of the 2023 Landry’s Iron Chef competition to Glasbern. His passion for creating experiences through food is evident in every single dish. The restaurant sources the majority of its ingredients locally, with much coming directly from Glasbern’s own garden.

    Our favorite dishes included the French Onion Soup. It’s a huge portion with rich, deeply developed flavors topped with that balance of crispy and melted cheese that hits just right. The Braised Short Ribs served over mashed potatoes with carrots and red wine demi-glace were super tender and expertly prepared. The Poached Maine Lobster Risotto featuring asparagus and sun-dried tomatoes was cooked to perfection with generous portions of lobster that made every bite feel luxurious.

    Rectangular portion of golden-brown bread pudding topped with a scoop of vanilla ice cream, drizzled with dark chocolate sauce and garnished with chopped nuts on a white plate
    Rectangular portion of golden-brown bread pudding topped with a scoop of vanilla ice cream, drizzled with dark chocolate sauce and garnished with chopped nuts on a white plate Chef Christopher’s legendary bread pudding with vanilla ice cream | Photo: Better Living

    But here’s where Chef Christopher works his magic. The Bread Pudding was simply the best we’ve ever had. This dessert somehow manages to be rich, super light, and creamy all at the same time. We tried to guess the technique and ingredients but when we asked Chef Christopher how he did it, he just smiled and wouldn’t tell us how he achieved this culinary miracle.

    Keep your secrets, Chef. It just gives us another reason to return!

    Breakfast: Forget Everything You Know About B&B Breakfasts

    White plate containing golden flaky pastries, fresh berries including strawberries, blackberries and blueberries, alongside a white coffee cup on a dark wooden surface
    White plate containing golden flaky pastries, fresh berries including strawberries, blackberries and blueberries, alongside a white coffee cup on a dark wooden surface Fresh pastries and fruit from Glasbern’s continental breakfast spread | Photo: Better Living

    Forget everything you know about typical B&B breakfast offerings because Glasbern’s complimentary country style breakfast is phenomenal and operates like a full restaurant experience.

    There’s a complete menu of expertly prepared dishes you can choose from, plus an impressive selection of fresh-baked goods ready for grabbing with your coffee.

    The breakfast spread includes Danish, scones, cinnamon buns, and croissants, along with fresh fruit, yogurt, and juices, all with full table service that we looked forward to each morning.

    Colorful frittata filled with red peppers, spinach, mushrooms, onions and topped with white goat cheese crumbles, served with breakfast sausage and hash browns on a white plate
    Colorful frittata filled with red peppers, spinach, mushrooms, onions and topped with white goat cheese crumbles, served with breakfast sausage and hash browns on a white plate Baked vegetable frittata loaded with fresh garden ingredients | Photo: Better Living

    Our breakfast highlights included the Baked Vegetable Frittata. It’s a colorful presentation, loaded with tomato, red peppers, spinach, onions, mushrooms, and goat cheese. The Crème Brûlée French Toast with vanilla bean battered brioche and powdered sugar is definitely dessert for breakfast… and we regret nothing.

    The breakfast experience became a true highlight of our stay and made us want to linger on the property even longer each morning. The quality and presentation rival any upscale restaurant, proving that Glasbern doesn’t cut corners anywhere.

    The Pub: A Hidden Gem You Might Miss

    Plate of glazed chicken wings with fresh greens, accompanied by a frothy pint of amber beer on a wooden bar surface with bottles visible in the blurred background
    Plate of glazed chicken wings with fresh greens, accompanied by a frothy pint of amber beer on a wooden bar surface with bottles visible in the blurred background Nashville hot wings and pint of beer at The Pub | Photo: Better Living

    Tucked just off the main entrance is The Pub, and to be honest, it’s easy to miss if you’re not paying attention. But skipping it would be a mistake. This cozy spot opens at 4 PM and works well for a late lunch or drinks before dinner.

    We kicked things off with Nashville Hot Wings that nailed the balance between sweet and spicy, followed by Turkey Meatball Parmesan that was comforting and full of flavor. Our server Bria was fantastic. She was warm, attentive, and made us feel like regulars from the moment we arrived.

    There’s a great drink menu here too. We had a refreshing strawberry margarita, a Paloma, and a classic pint of Yuengling that went well with our apps. The pub offers a more casual alternative to the main dining room while maintaining the same commitment to quality and genuine hospitality that defines Glasbern.

    Exploring Glasbern Where Every Corner Holds a Surprise

    erraced garden beds with various plants and vegetables arranged among natural boulders, overlooking a peaceful pond surrounded by dense forest canopy under a blue sky
    erraced garden beds with various plants and vegetables arranged among natural boulders, overlooking a peaceful pond surrounded by dense forest canopy under a blue sky View from the Packhouse Suites to the Stables Pond. | Photo: Better Living

    While Glasbern’s exceptional dining might tempt you to never leave the restaurant, the property offers endless opportunities for exploration and relaxation across its pristine 150 acres that are impeccably maintained.

    Wildlife Encounters That Became Daily Highlights

    Three-photo collage showing Glasbern's abundant wildlife: a bright red cardinal, a cottontail rabbit among purple wildflowers, and a striped chipmunk sitting on natural stone
    Three-photo collage showing Glasbern's abundant wildlife: a bright red cardinal, a cottontail rabbit among purple wildflowers, and a striped chipmunk sitting on natural stone Wildlife encounters that became daily highlights of our stay | Photos: Better Living

    During our hikes around the property, we were delighted by frequent wildlife encounters that became something we looked forward to each day. Chipmunks would pop out and surprise us throughout our walks, baby rabbits were munching on grass, huge koi can be found in the ponds, and plenty of local birds added to the magical feeling of being truly connected to nature.

    Scenic Trails and Picture-Perfect Moments

    Large natural pond with active water fountain in the center, surrounded by natural stone borders and lush terraced landscaping featuring native plants, ornamental grasses, and mature trees under a bright blue sky with white clouds at Glasbern Inn
    Large natural pond with active water fountain in the center, surrounded by natural stone borders and lush terraced landscaping featuring native plants, ornamental grasses, and mature trees under a bright blue sky with white clouds at Glasbern Inn View from the Glasloft to the Glasloft Pond and rock sculpture gardens. | Photo: Better Living

    Glasbern’s wooded trails wind through flower-filled meadows, past tranquil ponds, and around historic farm structures. The trails range in length, with the longest just under two miles, making them ideal for sunrise walks, nature photography, or simply finding a quiet spot to relax.

    Photogenic moments present themselves at every turn. There’s something wonderful to capture around every corner, from climbing the new stone steps on the hillsides that offer amazing views of the entire property, to the relaxing fountains and streams where you can find a shady spot to listen to the water and watch the wildlife.

    The meticulously manicured grounds are largely the work of Kenny, the dedicated groundskeeper who maintains this vast property nearly single-handedly. Kenny was out there working the entire time we were visiting, and his stories about the property are as entertaining as they are informative. His dedication shows in every detail, from the pristine walking paths to the carefully tended gardens.

    The property transforms dramatically with the seasons. When the leaves change in fall, it becomes incredibly stunning, while winter brings cozy fireside dining and easy access to nearby skiing.

    Wellness and Relaxation in Historic Settings

    pacious room featuring massive exposed wooden beams, a large wrought iron chandelier, comfortable leather furniture, and a balcony overlooking the living space below
    pacious room featuring massive exposed wooden beams, a large wrought iron chandelier, comfortable leather furniture, and a balcony overlooking the living space below The Spa at Glasbern Inn | Photo: Better Living

    The Spa at Glasbern offers a serene escape with multiple treatment rooms and a relaxation area where you can unwind surrounded by authentic barn wood and exposed beams. You can choose from Swedish, deep-tissue, or hot-stone massages, all delivered by licensed professionals in settings that feel like stepping back in time.

    Large blue swimming pool with stone coping surrounded by lounge chairs, bordered by black fencing and dense woodland, creating a private aquatic retreat
    Large blue swimming pool with stone coping surrounded by lounge chairs, bordered by black fencing and dense woodland, creating a private aquatic retreat The seasonal heated pool behind the Carriage House | Photo: Better Living

    The seasonal heated outdoor pool, located behind the Carriage House, became one of our favorite spots during our summer visit. This spacious pool area features plenty of comfortable lounge chairs and is surrounded by lush woodland. Whether you’re looking for a refreshing swim or just want to relax poolside with a good book, it’s yet another reason to stay on the property and soak in the countryside setting.

    The Fitness Center provides 24/7 access with treadmill and elliptical machines, free weights, strength training equipment, plus yoga mats and space for stretching.

    The People Who Make Glasbern Special

    Historic white building with multiple windows glowing warmly in the evening light, featuring an illuminated entrance portico and surrounded by mature trees and landscaping
    Historic white building with multiple windows glowing warmly in the evening light, featuring an illuminated entrance portico and surrounded by mature trees and landscaping The welcoming Main House entrance at twilight | Photo: Better Living

    The staff at Glasbern is simply outstanding, providing hospitality that makes every interaction memorable. From check-in to check-out, everyone goes above and beyond to make you feel truly welcomed.

    Beth, the innkeeper, has a wealth of knowledge about the property’s fascinating history and loves sharing stories that bring the place to life. She told us how celebrities like Mr. T, Muhammad Ali, and Mario Andretti have stayed at Glasbern over the years, adding to its rich legacy of hosting notable guests. And in case you’re wondering, she’ll be quick to tell you that the property is not haunted, just full of character!

    Kenny, the groundskeeper, is full of entertaining tales about the property’s evolution and his years working alongside Al Granger. His story about having to take Al’s weedwacker away when he was in his 90s captures the hands-on spirit that still defines this place.

    The entire dining team was consistently excellent, from the kitchen staff working hard to create beautifully presented, delicious dishes to the servers who provided attentive service that made every meal feel special.

    Best Things to Do Near Glasbern Inn

    While we barely wanted to leave the property during our stay, Glasbern’s location provides easy access to some fantastic Lehigh Valley attractions when you’re ready to explore beyond those peaceful grounds.

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