Hotels with Swimming Pool in St. Michaels, Maryland

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Check availability on St. Michaels Hotels with Swimming Pool

Top St. Michaels Hotels with Swimming Pool

Our top choices for St. Michaels hotels with a pool

Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is P6,781
P7,527 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Plus Easton Inn & Suites
Indoor pool

Best Western Plus Easton Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Nice comfortable stay."
The price is P7,351
P8,086 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus Easton Inn & Suites
Inn at Huntingfield Creek
Lake

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (53)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Very nice stay"
The price is P5,731
P6,304 total
includes taxes & fees
Sep 1 - Sep 2
St Michaels Inn
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is P13,049
P14,354 total
includes taxes & fees
Aug 24 - Aug 25
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is P11,795
P12,975 total
includes taxes & fees
Aug 25 - Aug 26
George Brooks House B&B
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (359)
"Beautiful place to stay."
The price is P32,565
P39,404 total
includes taxes & fees
Sep 4 - Sep 5
Inn at Perry Cabin
The Inn at Chesapeake Bay Beach Club
Exterior

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
The price is P12,821
P15,681 total
includes taxes & fees
Sep 1 - Sep 2
The Inn at Chesapeake Bay Beach Club
Best Western Kent Narrows Inn
Indoor pool

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Excellent location"
The price is P5,807
P6,446 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Kent Narrows Inn
Fairfield Inn & Suites by Marriott Easton
Indoor pool

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (357)
"Great place! "
The price is P8,661
P9,527 total
includes taxes & fees
Aug 28 - Aug 29
Fairfield Inn & Suites by Marriott Easton
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.

Top St. Michaels Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Very good"
So 1-night trip
Posted 1 day ago
Graduate by Hilton Annapolis

Frequently asked questions

What are some accommodations with pools in St. Michaels?
St Michaels Inn: Features daily, a seasonal outdoor pool, and free self parking. The Wildset: Provides a full-service spa, an outdoor pool, and 2 bars. Inn at Perry Cabin: Features kitchens, a communal pool, and televisions. Parsonage Inn: Features complimentary wireless internet access, a communal pool, and kitchens. Historic Inns of Annapolis: Features buffet, an indoor pool, and free self parking.
What is there to see and do in St. Michaels?
Make a point to visit attractions like 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 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.