Find Hotels with a Pool in St. Michaels, MD

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Check availability on St. Michaels Hotels with a Pool

Tonight
22 Feb - 23 Feb
Tomorrow
23 Feb - 24 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

Compare St. Michaels Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

St Michaels Inn
Outdoor pool

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Great location, staff was so nice, friendly and accommodating! The room was clean, bathroom could use some updating and bed was really firm so be prepared. Pillow top would definitely be beneficial. Great morning coffee, and continental breakfast was ok. Loved that they provide bottle waters. I would stay here again"
The price is AED 292
AED 321 total
includes taxes & fees
9 Mar - 10 Mar
St Michaels Inn
St Michaels Harbor Inn
Outdoor dining

St Michaels Harbor Inn

2.0 star property
8.8 out of 10, Excellent, (28)
"The staff was fabulous! The room was very comfortable. Even enjoyed the shuttle into St Michaels for the Midnight Madness sales. Had a wonderful stay!"
St Michaels Harbor Inn
Inn at Perry Cabin
Pool

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (331)
"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."
The price is AED 1,223
AED 1,480 total
includes taxes & fees
23 Feb - 24 Feb
Inn at Perry Cabin
George Brooks House B&B
Pool

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is AED 588
AED 646 total
includes taxes & fees
24 Feb - 25 Feb
George Brooks House B&B
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's it like visiting St. Michaels?
If relaxing by the pool is your idea of a great vacation, you may want to consider historic St. Michaels, which has 12 places to stay with pools. During your visit, you can explore sights such as Chesapeake Bay Bridge and Annapolis City Dock, and then kick back and relax poolside at one of the accommodations in St. Michaels that guests like for their pools.
What are some accommodations with pools in St. Michaels?
Inn at Perry Cabin: Features a full-service spa, an outdoor pool, and 2 bars. St Michaels Inn: Offers daily, a seasonal outdoor pool, and free self parking. The Wildset: Offers complimentary wireless internet access, a communal pool, and kitchens. Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch: Features kitchens, a communal pool, and televisions. Graduate by Hilton Annapolis: Offers complimentary wireless internet access, an outdoor pool, and kitchens.
How many hotels with pools are there in St. Michaels?
Expedia has 12 hotels in St. Michaels for your poolside break.
What is there to see and do in St. Michaels?
Make a point to visit attractions like Perry Cabin Park and Chesapeake Bay Maritime Museum. Discover sights such as St. Michaels Winery, St. Michaels Marina, and St. Michaels Museum during your stay. The seafood restaurants, historic landmarks, and shopping are just some of the things to enjoy while you’re in the area.
When is the best time to book a hotel with a pool in St. Michaels?
You may want to consider an accommodation with an outdoor swimming pool if you plan to visit St. Michaels in the warmest months of July, August, or June when the average temperature is 75°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 41°F.