Find Hotels with a Pool in St. Michaels, MD from CA $136

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Top St. Michaels Hotels with a Pool

St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Have stayed here before. An older motel showing its age in places, but good staff and reasonably priced for location."
The price is CA $136
CA $150 total
includes taxes & fees
Jan 6 - Jan 7, 2025
St Michaels Inn
St Michaels Harbor Inn
Marina

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
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (325)
"Everything about this property was exceptional! Definitely will be back!"
The price is CA $523
CA $633 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Inn at Perry Cabin
George Brooks House B&B
Outdoor pool

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (55)
"Very nice property, cozy and clean rooms, excellent service."
The price is CA $230
CA $253 total
includes taxes & fees
Jan 6 - Jan 7, 2025
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?
St Michaels Inn: Features daily, a seasonal outdoor pool, and free self parking. Inn at Perry Cabin: Offers a full-service spa, an outdoor pool, and 2 bars. The Wildset: Offers kitchens, a communal pool, and televisions. Parsonage Inn: Provides complimentary wireless internet access, an outdoor pool, and kitchens. Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife: Provides 2 outdoor pools, a children’s pool, and a private beach.
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 Chesapeake Bay Maritime Museum. Discover sights such as St. Michaels Winery 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.