Find hotels with pools in St. Michaels, MD from $101

Pick from 6 St. Michaels Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (296)
"Mason and Michael at the front desk were extremely helpful."
The price is $665
$805 total
includes taxes & fees
Jun 2 - Jun 3
Inn at Perry Cabin
Exterior
George Brooks House B&B
3.0 star property
8.6 out of 10, Excellent, (51)
"We loved that the historic house was built by the son of freedenslaved African Americans."
The price is $270
$297 total
includes taxes & fees
May 28 - May 29
George Brooks House B&B
Front of property
St Michaels Inn
2.5 star property
8.2 out of 10, Very Good, (1004)
"The room was in good shape. The staff was friendly, especially the lady that took care of breakfast. "
The price is $101
$111 total
includes taxes & fees
Jun 5 - Jun 6
St Michaels Inn
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St. Michaels Hotels with a Pool information

 

Hotels with a Pool in St. Michaels

6

Highest price
$665
Cheapest price
$101
Number of guest reviews
1,349
Total number of hotels in St. Michaels
1,225

 

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, a pool, and kitchens. Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife: Features 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.

Recent reviews of St. Michaels hotels
Expedia verified reviews

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

5/5 Excellent
"Nice clean facility and very helpful staff."
A verified traveler stayed at Hilton Garden Inn Annapolis
Posted 2 days ago
Hilton Garden Inn Annapolis