St. Michaels Hotel with Pool

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Our top choices for St. Michaels hotels with a pool

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1000)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is HK$774
HK$852 total
includes taxes & fees
7 Jan - 8 Jan 2026
St Michaels Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is HK$1,190
HK$1,309 total
includes taxes & fees
1 Jan - 2 Jan 2026
George Brooks House B&B

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is HK$1,555
HK$1,711 total
includes taxes & fees
1 Jan - 2 Jan 2026
Parsonage Inn

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (372)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is HK$4,061
HK$4,914 total
includes taxes & fees
30 Dec - 31 Dec
Inn at Perry Cabin

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1001)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is HK$694
HK$926 total
includes taxes & fees
4 Jan - 5 Jan 2026
Rod 'N' Reel Resort

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (939)
"It was very comfortable and clean"
United States
Maria
The price is HK$677
HK$751 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is HK$916
HK$1,350 total
includes taxes & fees
1 Jan - 2 Jan 2026
Wylder Tilghman Island

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (678)
"Great view, good ambiance all around"
United States
Dianne
The price is HK$902
HK$1,002 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Kent Narrows & Marina

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is HK$1,283
HK$1,622 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Inn at Chesapeake Bay Beach Club

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.2 out of 10, Very good, (798)
"Staff was very accommodating and the hotel was clean with very good breakfast."
United States
salema
The price is HK$820
HK$910 total
includes taxes & fees
1 Jan - 2 Jan 2026
Comfort Inn & Suites Cambridge
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

Frequently asked questions

What are some accommodation options with pools in St. Michaels?
Inn at Perry Cabin: Features a full-service spa, an outdoor pool and 2 bars. St Michaels Inn: Offers daily, a seasonal outdoor pool and free self parking. The Wildset: Features free self parking, an outdoor pool and complimentary wireless Internet access. George Brooks House B&B: Features kitchens, a communal pool and televisions. Parsonage Inn: Offers complimentary wireless Internet access, a communal pool and kitchens.
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 Saint Michaels Village 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.

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