Staying in accommodations with pools provides a chance to unwind after exploring the charming streets of Saint Michaels. Enjoy easy access to local attractions and refreshing dips to cool off during warmer days.
9.2
Good
(63 Reviews)
+ 97 photos
Inn At Perry Cabin
308 Watkins Lane
Wi-Fi
Valet parking
Baggage storage
Locker room
24-hour reception
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Outdoor swimming pool
Massage
Steam room
Spa & wellness center
Laundry
Flat-screen TV
Elevator
Business center
Cycling
Golf course
Tennis court
Yoga class
Water sports
In-room breakfast
Sun loungers
Children's menu
Cribs
Pets allowed
Air conditioning
Non-smoking rooms
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Located on Maryland's Eastern Shore, Inn At Perry Cabin is a charming colonial mansion featuring 78 well-appointed rooms designed in bright colors with dark wood accents. Every room includes an iPod dock, flat-screen TV, and private bathroom. Guests can relax by the outdoor pool or participate in classes at the fitness center. The Inn is also home to Stars, a restaurant offering breakfast, lunch, and dinner with views of the water. Situated a short walk from the heart of Saint Michaels, visitors have easy access to shops and cafés.
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Price comparison
Average Price
422 US$
Check booking site for details
From422 US$
Check booking site for details
From422 US$
6.8
Good
(10 Reviews)
+ 77 photos
George Brooks House B&B
24500 Rolles Range Road
Free Wi-Fi in rooms
Off-site parking lot
Welcome drink
Seasonal outdoor pool
Saltwater pool
Jacuzzi
Spa & wellness center
Flat-screen TV
Dryer
VIP check-in/ -out
Cycling
Canoeing
Horseback riding
Golf course
In-room breakfast
Sun loungers
Beach umbrellas
Board games
Babysitting/Child services
Pets allowed
Air conditioning
No smoking on site
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Situated near the picturesque Miles River, George Brooks House B&B offers a cozy atmosphere with 6 thoughtfully designed rooms equipped with satellite TV and air conditioning. Guests can enjoy views of the surrounding gardens and take advantage of outdoor activities like hiking or mountain biking. The property includes a swimming pool, perfect for summer relaxation. Located about a mile from the Chesapeake Bay Maritime Museum, it's ideal for those wanting to immerse themselves in local culture. The B&B is also a short distance from downtown attractions.
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Price comparison
Average Price
210 US$
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From210 US$
Check booking site for details
From210 US$
7.6
Good
(930 Reviews)
+ 97 photos
St. Michaels Inn
1228 South Talbot Street
Wi-Fi
Free parking
24-hour security
Picnic area/ Tables
Seasonal outdoor pool
Laundry
Flat-screen TV
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Sun loungers
Cribs
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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St. Michaels Inn features 66 comfortable rooms, complete with refrigerators and coffee-making facilities. With an outdoor pool and sun terrace, guests can unwind after exploring local attractions like the Chesapeake Bay Maritime Museum, located just a short drive away. The hotel provides a daily continental breakfast and is within a mile of dining options such as The Crab Claw. Accessible via the Bellevue-Oxford Ferry, this 3-star inn is perfect for travelers looking for convenience and comfort. Additionally, beach activities like kayaking and cycling can easily be arranged.
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Price comparison
Average Price
109 US$
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From109 US$
Check booking site for details
From109 US$
8.8
Good
(423 Reviews)
+ 91 photos
St Michaels Harbour Inn, Marina And Spa
101 N. Harbour Road
Wi-Fi
Free parking
Baggage storage
24-hour reception
Bar/ Lounge area
Outdoor dining area
Restaurant
Welcome drink
Paid shuttle service
Fitness center
Seasonal outdoor pool
Facial
Body wraps
Body scrub
Waxing
Back massage
Head massage
Full body massage
Steam room
Treatment room
Flat-screen TV
Elevator
Business center
Cycling
Canoeing
Fishing
Golf course
Sun loungers
Children's menu
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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St Michaels Harbour Inn, Marina And Spa offers 51 spacious rooms with features such as flat-screen TVs and stone fireplaces. Situated near the Chesapeake Bay Maritime Museum, this resort includes a relaxing onsite spa and outdoor pool. Guests can enjoy cycling, fishing, and kayaking right from the property. With dining options nearby, guests can experience local cuisine at The Crab Claw. Meeting spaces equipped with necessary technology cater to business travelers while leisure guests appreciate the surrounding natural beauty.
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Price comparison
Average Price
135 US$
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From135 US$
Check booking site for details
From135 US$
9.7
Good
(25 Reviews)
+ 97 photos
The Oaks Waterfront Hotel
25876 Royal Oaks Road
Free Wi-Fi in rooms
Free parking
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Picnic area/ Tables
Free shuttle service
Seasonal outdoor pool
Saltwater pool
Flat-screen TV
Elevator
Cookware/ Kitchen utensils
Express check-in/ -out
Cycling
Canoeing
Golf course
Yoga class
Sun loungers
Beach umbrellas
Pets allowed
Air conditioning
No smoking on site
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The Oaks Waterfront Hotel offers serene accommodations in rural Saint Michaels, featuring 16 cozy rooms. Each room includes a flat-screen TV and a private bathroom. Guests can enjoy a seasonal swimming pool and complimentary use of bicycles for exploring the nearby area. Annapolis and Cambridge are easily accessible, while cultural attractions like the Oxford Museum are just a short drive away. The property encourages outdoor activities such as canoeing and hiking.
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Price comparison
Average Price
489 US$
Check booking site for details
From489 US$
Check booking site for details
From489 US$
Nestled on Maryland's Eastern Shore, Saint Michaels boasts a rich maritime history, charming boutiques, and stunning waterfront views of the Chesapeake Bay. Established in the 1700s, the town provides a picturesque backdrop, celebrated by its 200-year-old buildings and vibrant arts scene, drawing visitors seeking culture and scenic beauty.
Accommodations in Saint Michaels create a convenient base for bay explorations, just steps from notable attractions like the Chesapeake Bay Maritime Museum. With a variety of 5-star and boutique options, visitors can enjoy amenities like outdoor pools and fine dining experiences tailored for families, couples, and adventure-seekers.
