St. Michaels Hotel Guide - Hotels with Pool in St. Michaels, Maryland

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Check availability on St. Michaels Hotels with Pool

Tonight
28 Nov - 29 Nov
Tomorrow
29 Nov - 30 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top St. Michaels Hotels with Pool

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
  • Pool loungers
8.2 out of 10, Very good, (1003)
Sparkling waters beckon at the seasonal outdoor pool, complete with sun loungers and umbrellas from May through September. Conveniently situated near Chesapeake Bay Maritime Museum, this hotel offers continental breakfast and garden views after invigorating local hikes.
The price is €105
includes taxes & fees
1 Dec - 2 Dec
St Michaels Inn
Exterior
George Brooks House B&B

George Brooks House B&B

3.0 star property
St. Michaels
  • Outdoor pool
8.6 out of 10, Excellent, (65)
Aquatic relaxation awaits at this charming bed & breakfast's outdoor pool, surrounded by lush gardens. Mornings begin with delicious complimentary breakfast before guests explore nearby maritime museums or venture out on provided bicycles.
The price is €171
includes taxes & fees
1 Dec - 2 Dec
George Brooks House B&B
Outdoor pool
Inn at Perry Cabin

Inn at Perry Cabin

5.0 star property
St. Michaels
  • Outdoor pool
  • Poolside bar
  • Hot tub
9.6 out of 10, Exceptional, (370)
Swimming becomes an elevated experience at this waterfront sanctuary, complete with a poolside bar for refreshing cocktails. Guests relish the outdoor hot tub after exploring the 18-hole golf course, marina, or tennis courts.
The price is €377
includes taxes & fees
4 Dec - 5 Dec
Inn at Perry Cabin
Porch
Parsonage Inn

Parsonage Inn

3.5 star property
St. Michaels
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
9.2 out of 10, Wonderful, (130)
Bicycles await adventurous souls ready to explore maritime treasures before cooling off at a nearby pool. Mornings begin with superb, fresh breakfasts, while evenings invite relaxation in gardens or by the lobby fireplace.
The price is €217
includes taxes & fees
1 Dec - 2 Dec
Parsonage Inn
Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
  • Indoor pool
  • Pool loungers
  • Near the beach
8.4 out of 10, Very good, (1001)
Sparkling waters beckon at dual pools, where cabanas offer shaded luxury beside the marina. Beyond refreshing dips, guests enjoy complimentary bicycles, kayaking adventures, and nearby beach access, creating a complete coastal escape.
The price is €117
includes taxes & fees
30 Nov - 1 Dec
Rod 'N' Reel Resort
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (127)
Sparkling waters welcome swimmers to this seasonal retreat where comfortable loungers await beneath shade umbrellas. Beyond the refreshing pool, adventures beckon with complimentary bicycles, kayaking, and fishing along the picturesque Chesapeake Bay.
The price is €136
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
9.4 out of 10, Exceptional, (358)
Marina-side seasonal pool creates a serene retreat overlooking Chesapeake Bay waters. Guests appreciate the immaculate rooms with private balconies, complimentary bicycles for island adventures, and boat tours launching steps away.
The price is €95
includes taxes & fees
29 Nov - 30 Nov
Knapps Narrows Marina & Inn
Outdoor pool
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
  • Outdoor pool
8.2 out of 10, Very good, (1001)
Sparkling waters beckon at the well-maintained outdoor pool, a highlight praised by guests for its cleanliness and welcoming atmosphere. After swimming, visitors can energise at the 24-hour fitness centre or dine at the Garden Grille and Bar.
The price is €64
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Annapolis
Seasonal outdoor pool
Quality Inn

Quality Inn

2.5 star property
Easton
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.6 out of 10, Good, (820)
Poolside relaxation awaits after exploring the city centre at this welcoming hotel. Spacious, clean rooms provide comfort while friendly staff ensure exceptional service. Guests appreciate the quiet atmosphere, complimentary breakfast, and convenient amenities.
The price is €77
includes taxes & fees
14 Dec - 15 Dec
Quality Inn
Indoor pool
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

2.5 star property
Cambridge
  • Indoor pool
  • Hot tub
8.8 out of 10, Excellent, (753)
Splashing adventures await in the pristine indoor pool, open from 8 AM to 11 PM, while the soothing hot tub melts away travel tensions. Families appreciate the spotless facilities, comfortable rooms with refrigerators, and hearty free breakfast buffet that energises each day.
The price is €106
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Cambridge by IHG
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
"Comfortable clean safe friendly. I felt good there. I’d stay again. "
Jodi 1-night trip
Posted 17 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

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Frequently asked questions

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: Features free self parking, an outdoor pool and complimentary wireless Internet access. George Brooks House B&B: Features complimentary wireless Internet access, a communal pool and kitchens. Parsonage Inn: Offers kitchens, a communal pool and televisions.
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 Town Hall 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.