Find Hotels with a Pool in St. Michaels, MD

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Check availability on St. Michaels Hotels with a Pool

Tonight
Nov 6 - Nov 7
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Nov 7 - Nov 8
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Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Top St. Michaels Hotels with a Pool

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn
St Michaels Inn
2.5 star property
8.2 out of 10, Very Good, (1001)
"Great location, free parking, free breakfast excellent staff."
United States
Tiffany
$107 nightly
The price is $118
Dec 7 - Dec 8
Total with taxes and fees
St Michaels Inn
Outdoor pool
Inn at Perry Cabin
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (368)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
$382 nightly
The price is $420
Nov 17 - Nov 18
Total with taxes and fees
Inn at Perry Cabin
Exterior
George Brooks House B&B
George Brooks House B&B
3.0 star property
8.6 out of 10, Excellent, (65)
"We thoroughly enjoyed all aspects of our stay. The Inn is spotless and wonderfully decorated. The grounds are beautiful gardens and relaxing pool and hot tub. They even have electric vehicle charging stations. The food was absolutely delicious and the proprietors friendly while allowing for privacy"
United States
Sharon
$200 nightly
The price is $220
Nov 10 - Nov 11
Total with taxes and fees
George Brooks House B&B
Porch
Parsonage Inn
Parsonage Inn
3.5 star property
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
$229 nightly
The price is $252
Nov 10 - Nov 11
Total with taxes and fees
Parsonage Inn
Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers
Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
8.4 out of 10, Very Good, (1000)
"Our stay was great! No complaints at all."
United States
Diane
$115 nightly
The price is $126
Nov 16 - Nov 17
Total with taxes and fees
Rod 'N' Reel Resort
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
9.2 out of 10, Wonderful, (914)
"Excellent, pet friendly, clean, convenient, and beautiful "
United States
John
$95 nightly
The price is $105
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool
Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn
3.0 star property
9.4 out of 10, Exceptional, (348)
"Beautiful view!"
United States
Chantel
$100 nightly
The price is $110
Nov 9 - Nov 10
Total with taxes and fees
Knapps Narrows Marina & Inn
Indoor pool
Comfort Inn & Suites Cambridge
Comfort Inn & Suites Cambridge
2.5 star property
8.2 out of 10, Very Good, (781)
"The bed was very comfortable and, the breakfast served in the morning was excellent!"
United States
Lloyd
$110 nightly
The price is $122
Nov 30 - Dec 1
Total with taxes and fees
Comfort Inn & Suites Cambridge
Exterior
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (425)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
$208 nightly
The price is $231
Dec 1 - Dec 2
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club
Seasonal outdoor pool
Wylder Tilghman Island
Wylder Tilghman Island
2.0 star property
8.8 out of 10, Excellent, (88)
"Fantastic escape with plenty of activities to do and things to explore would highly recommend to anyone looking to get away "
United States
Bryce
$191 nightly
The price is $211
Dec 1 - Dec 2
Total with taxes and fees
Wylder Tilghman Island
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.
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Top St. Michaels Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Staff was very friendly answering all questions, room was clean and very comfortable bed"
Frances 1-night trip
Posted 4 days ago
Country Inn & Suites by Radisson, Annapolis, MD

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. Inn at Perry Cabin: Offers a full-service spa, an outdoor pool, and 2 bars. The Wildset: Features free self parking, an outdoor pool, and complimentary wireless internet access. George Brooks House B&B: Offers kitchens, a communal pool, and televisions. John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!: Provides kitchens, a communal pool, and televisions.
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.

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