A waterfront street lined with trees and a white building with a balcony.

St. Michaels Hotels with Swimming Pool

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Check availability on St. Michaels Hotels with Swimming Pools

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for St. Michaels hotels with a pool

1. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
RM364
RM401 total
includes taxes & fees
31 Aug - 1 Sept
St Michaels Inn

2. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
RM2,540
RM2,794 total
includes taxes & fees
26 Aug - 27 Aug
Inn at Perry Cabin

3. George Brooks House B&B

George Brooks House B&B
St. Michaels
  • Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
RM865
RM952 total
includes taxes & fees
12 Aug - 13 Aug
George Brooks House B&B

4. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
RM569
RM625 total
includes taxes & fees
12 Aug - 13 Aug
Best Western Plus Easton Inn & Suites

5. The Oaks Waterfront

The Oaks Waterfront
Easton
  • Scenic waterfront pool creates a summer paradise with views and easy water access.
RM1,800
RM1,980 total
includes taxes & fees
12 Aug - 13 Aug
The Oaks Waterfront

6. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
RM614
RM675 total
includes taxes & fees
12 Aug - 13 Aug
Knapps Narrows Marina & Inn

7. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
RM553
RM608 total
includes taxes & fees
16 Aug - 17 Aug
Fairfield Inn & Suites by Marriott Easton

8. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
RM920
RM1,012 total
includes taxes & fees
12 Aug - 13 Aug
The Tilghman Island Inn

9. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
  • Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.
RM650
RM715 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Easton by IHG

10. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Dive into refreshing luxury at this Easton hotel with a pristine indoor pool and fitness centre for your aquatic escape.
RM580
RM638 total
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn Easton
View all properties

Choose what matters most at hotels with a pool in St. Michaels

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top St. Michaels Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Location, staff and cleanliness were above and beyond!"
Patricia 4-night trip
Posted 2 hours ago
Graduate by Hilton Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Service"
Arnold 2-night trip
Posted 6 hours ago
Rod 'N' Reel Resort
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Room was clean. Staff were friendly. The area shuttle was a wonderful amenity to have access to with friendly drivers! The no my opportunity to note is the air conditioning was inconsistent getting very cold then cycling off to very warm making it hard to sleep comfortably during a summer stay."
Ashley 3-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"We enjoyed our stay. Rooms were clean and the staff were very friendly. Looking forward to our next visit to St Michael’s. We would definitely stay here again."
Lori 2-night trip
Posted 14 hours ago
St Michaels Inn
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"We had a great time at this hotel. Room was clean and cozy we spent time in the pool which did look bigger in the pictures but we still had fun. I would definitely stay again."
Sabrina 1-night trip
Posted 16 hours ago
Crowne Plaza Annapolis by IHG
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Nice clean hotel rooms very nice comfortable bed, loved the pillows close to everything Miss Shirley’s restaurant was very good food"
Miranda 6-night trip
Posted 4 days ago
The Westin Annapolis
George Brooks House B&B

George Brooks House B&B

10/10 Excellent
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
Erin 2-night trip
Posted 1 month ago
George Brooks House B&B

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