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Saint Michaels

St Michaels, MD , USA

Saint Michaels

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Saint Michaels

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Featured Trip Itineraries

Recommendations

Culture4.7/5

Chesapeake Bay Maritime Museum

Located in the charming town of St Michaels, the Chesapeake Bay Maritime Museum is an enthralling maritime oasis. Dive into the region's rich nautical heritage as you explore interactive exhibits, restored vessels, and breathtaking waterfront views. From oyster dredging to boatbuilding, this living museum invites you to feel the wind in your hair and discover the wonders of the Chesapeake Bay.

Culture4.5/5

St Michaels Museum

Step back in time and experience the charm of St Michaels Museum! Tucked away in the heart of St Michaels, Maryland, this delightful museum offers a fascinating peek into the town's rich history. Wander through exhibits showcasing the maritime heritage and learn about the intriguing tales of its inhabitants. With its quaint location on Chestnut Street, this is a must-visit spot for history buffs and curious travelers alike!

Landmark4.5/5

St. Michaels Farmers Market

Step into the vibrant St. Michaels Farmers Market and brace yourself for a delightful gastronomic journey! Nestled in charming St. Michaels, MD, this lively market offers a kaleidoscope of fresh produce, local goodies, and a feast for the senses. Sample mouthwatering delicacies from talented artisans, meet friendly vendors, and soak up the lively atmosphere. A must-visit for foodies on the move!

Culture4.7/5

1879 Hooper Strait Lighthouse, CBMM

The 1879 Hooper Strait Lighthouse, housed at CBMM, is an iconic maritime landmark that offers visitors a glimpse into Chesapeake Bay's rich history, complete with stunning views and a charming architectural design.

Culture4.8/5

Classic Motor Museum of St. Michaels

Discover the Classic Motor Museum of St. Michaels, where a captivating collection of vintage automobiles and unique memorabilia brings the golden age of motoring to life, making it a must-visit for motor enthusiasts and history buffs alike.

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Self Care5/5

The Mill Salon

Discover unique beauty treatments and artisanal apothecary products at The Mill Salon + Apothecary, where historic charm meets modern wellness, making it a must-visit gem in St. Michaels, MD.

Landmark5/5

Town of St. Michaels, Maryland

Nestled on the Eastern Shore, the town of St. Michaels enchants visitors with its charming waterfront, rich maritime history, and quaint boutiques, making it a perfect escape for those seeking coastal beauty and cultural treasures.

Outdoor

Navy Point

Nestled in St. Michaels, MD, Navy Point offers stunning waterfront views, historic charm, and a vibrant community atmosphere, making it a must-visit destination for those seeking tranquility and coastal allure.

Landmark4.6/5

Miles River Yacht Club

Nestled along the stunning Miles River, the Miles River Yacht Club offers breathtaking views, vibrant sailing events, and a rich nautical heritage, making it a must-visit destination for boating enthusiasts and socializers alike.

Landmark5/5

MILES RIVER MARINE

Nestled in St. Michaels, MILES RIVER MARINE offers a blend of maritime heritage and stunning waterfront views, making it a must-visit for boat enthusiasts and those seeking a unique coastal experience.

Outdoor4.7/5

Waterfront Park

Waterfront Park in St. Michaels offers stunning views of the Chesapeake Bay, charming waterfront trails, and vibrant gardens, making it a perfect spot for leisurely strolls and picturesque sunsets.

Culture4.4/5

Christ Church, St. Michael's Parish

Nestled in St. Michaels, MD, Christ Church captivates visitors with its stunning Gothic architecture and rich history, offering a serene atmosphere and beautiful waterfront views that make it a must-visit landmark.

Self Care4.4/5

St. Michaels Harbour Inn, Marina & Spa

Boasting an on-site spa, restaurant and outdoor swimming pool, this resort is located in Saint Michaels. WiFi access and car service are available. Select rooms feature a balcony with river views. The private bathrooms are equipped with toiletries. Meeting facilities and luggage storage available at St Michaels Harbor Inn. There is a 24-hour front desk. An array of activities can be enjoyed on site or in the surroundings, including cycling, fishing and kayaking. Chesapeake Bay Maritime Museum is in walking distance from the resort. The property offers on-site parking.

Eat3.9/5

The Crab Claw

Welcome to The Crab Claw in St Michaels, MD! This charming seafood joint on Burns St will make your taste buds dance. Feast on mouthwatering crab dishes while enjoying picturesque waterfront views. Known for their stellar service and cozy atmosphere, it's the perfect spot to indulge in local Chesapeake Bay flavors. Don't forget to crack open a cold one and savor the deliciousness!

Eat$$$4.7/5

Ava's Pizzeria & Wine Bar - St. Michaels

Craving a slice of heaven in St. Michaels? Look no further than Ava's Pizzeria & Wine Bar on 409 S. Talbot St. Indulge in delicious wood-fired pizzas and sip on local wines in a cozy atmosphere. Don't miss out on this hotspot for a tasty meal after exploring the charming town. Cheers to good food and good vibes!

Eat$$$$4.5/5

STARS Restaurant

Located in the charming town of St Michaels, Stars Restaurant is a hidden gem for hungry travelers. With a laid-back atmosphere and a hearty menu, this hotspot promises a lip-smacking culinary adventure. From their famous crab cakes to their indulgent desserts, every bite is a taste of Maryland's finest. Don't miss their delightful waterfront view - a perfect spot to unwind and enjoy life's little pleasures!

Eat$$$4.5/5

Carpenter Street Saloon

Looking to wet your whistle in historic St Michaels? Look no further than Carpenter Street Saloon! Nestled on Talbot Street, this lively joint offers a delightful mix of local brews, tasty pub grub, and toe-tapping live music. Whether you're a curious traveler or a local legend, this charming spot is the perfect pitstop for laughter, libations, and lasting memories. Cheers, mate!

Stays

Stay4.55/5

Inn At Perry Cabin

Located on Maryland’s Eastern Shore, this colonial mansion boasts a full-service spa, various dining options, and panoramic views of the Chesapeake Bay. The Offshore Sailing School is on-site. Cable TV, free WiFi access, and an iPod dock are featured in every guest room at Inn at Perry Cabin. Decorated in crisp, bright colours and dark wood furnishings, the rooms also have an en suite bathroom. Guests can relax on the lounge chairs by the outdoor pool or use the fitness centre where yoga classes are available. Guests can also stroll through the lush flower gardens and greenhouse at the Inn at Perry Cabin. Overlooking the water, Stars serves breakfast, lunch, and dinner. Enjoy a cocktail by the fireplace at Purser's Pub. Various shops and antique stores in St. Michael’s town center are within 10 minutes’ walk.

Stay4.4/5

Old Brick Inn

Old Brick Inn is made up of three buildings, all situated in St. Michaels, Maryland. The property features free WiFi and parking. All rooms at Old Brick Inn have air conditioning, flat screen cable TV's and private bathrooms with some featuring double showers or spa baths. The property is 32 km from Annapolis and 59 km from BWI.

Self Care4.4/5

St. Michaels Harbour Inn, Marina & Spa

Boasting an on-site spa, restaurant and outdoor swimming pool, this resort is located in Saint Michaels. WiFi access and car service are available. Select rooms feature a balcony with river views. The private bathrooms are equipped with toiletries. Meeting facilities and luggage storage available at St Michaels Harbor Inn. There is a 24-hour front desk. An array of activities can be enjoyed on site or in the surroundings, including cycling, fishing and kayaking. Chesapeake Bay Maritime Museum is in walking distance from the resort. The property offers on-site parking.

Stay4.8/5

Victoriana Inn

Welcome to Victoriana Inn, nestled in the charming town of St Michaels, Maryland. This whimsical B&B is a hidden gem, with cozy rooms adorned with vintage decor and stunning water views. Indulge in delicious homemade breakfasts before exploring the historic streets, or hop on a boat for a delightful Chesapeake Bay adventure. Unwind here and let Victoriana Inn transport you to a world of nostalgic charm.

Stay4.7/5

Five Gables Inn & Spa

Nestled in the charming town of St Michaels, Five Gables Inn & Spa is a haven for weary wanderers. This whimsical retreat offers a blend of luxurious accommodations and rejuvenating spa treatments. Unwind in stylish rooms, indulge in sumptuous breakfasts, and pamper yourself with a heavenly massage. With its idyllic location and top-notch amenities, this gem promises a vacation you'll never forget!

Stay4.6/5

The Parsonage Inn

Welcome to The Parsonage Inn, a charming bed and breakfast nestled in the heart of St Michaels, MD. Step into a world of comfort and relaxation, with beautifully decorated rooms and a delicious homemade breakfast to start your day off right. Explore the quaint streets of this historic town, indulge in fresh seafood, and unwind with a sunset cruise on the Chesapeake Bay. Your perfect getaway awaits!

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