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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on St. Michaels Hotels with Swimming Pools

Next weekend
In two weeks

Top Hotels with Swimming Pools in St. Michaels

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1005)
"Staff were so kind and knowledgeable! The
pool
was a very nice feature. Ample parking and things to do nearby. I highly recommend a stay here! "
Michele
The price is S$158
includes taxes & fees
20 Jul - 21 Jul
St Michaels Inn

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (355)
"We loved our stay at the Inn at Perry Cabin! It was so beautiful, quiet, clean, cute, and spacious. The restaurants in the resort are amazing and the food was outstanding. Everyone is so welcoming and kind. There are great amenities to offer. We enjoyed the
pool
. There is a nice downtown area with shops and restaurants you can walk to. We highly recommend this resort if you want a beautiful and quiet getaway! We already miss the gorgeous view by the water with the sailboats and yachts. It's a...
John
The price is S$889
includes taxes & fees
24 Jul - 25 Jul
Inn at Perry Cabin

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Liked that it was a little remove from the main street of St. Michael's (About a half mile away). Loved the history of the House and how Will came to own it and restore it. Liked the staff (Will and the young ladies who support him). Loved breakfast. Liked the
pool
. HIGHLY recommend it."
joe
The price is S$344
includes taxes & fees
21 Jul - 22 Jul
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: Provides buffet, an indoor pool and free self parking. Historic Inns of Annapolis: Features daily, a pool and free self parking. Graduate by Hilton Annapolis: 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.