Hotels with Swimming Pools in St. Michaels

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on St. Michaels Hotels with Swimming Pools

Top Hotels with Swimming Pools in St. Michaels

St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1000)
" Pool was clean and enjoyable . Rooms were ok, staff were super accommodating ."
The price is S$163
includes taxes & fees
9 Jul - 10 Jul
St Michaels Inn
Inn at Perry Cabin
Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (347)
"Very enjoyable stay."
The price is S$1,177
includes taxes & fees
30 Jun - 1 Jul
Inn at Perry Cabin
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (59)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is S$342
includes taxes & fees
18 Jun - 19 Jun
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.

Frequently asked questions

What's it like visiting St. Michaels?
If lounging next to a pool is your idea of a great holiday, you may want to explore historic St. Michaels, which has 12 places to stay with pools. While you’re visiting, you can explore sights such as Chesapeake Bay Bridge and Annapolis City Dock, and then relax and unwind poolside at one of the accommodation options in St. Michaels that guests like for their pools.
What are some accommodation options 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: Features kitchens, a communal pool and televisions. Historic Inns of Annapolis: Provides buffet, an indoor pool and free self parking. Country Inn & Suites by Radisson, Annapolis, MD: Offers a snack bar/deli, an indoor pool and daily.
How many hotels with pools should I expect to find 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 such as Church Cove Park and Chesapeake Bay Maritime Museum. Discover sights such as St. Michaels Marina, 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 accommodation that has an outdoor pool if you’ll be visiting St. Michaels in the warmest months of July, August or June, when the average temperature is 24°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 5°C.