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

St. Michaels Hotel with Pool

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Check availability on St. Michaels Hotel with Pool

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for St. Michaels hotels with a pool

1. 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.
HK$4,872
HK$5,359 total
includes taxes & fees
23 Aug - 24 Aug
Inn at Perry Cabin

2. The Oaks Waterfront

The Oaks Waterfront
Easton
  • Scenic waterfront pool creates a summer paradise with views and easy water access.
HK$3,453
HK$3,798 total
includes taxes & fees
11 Aug - 12 Aug
The Oaks Waterfront

3. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
HK$699
HK$769 total
includes taxes & fees
31 Aug - 1 Sept
St Michaels Inn

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.
HK$1,090
HK$1,199 total
includes taxes & fees
10 Aug - 11 Aug
Best Western Plus Easton Inn & Suites

5. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
HK$1,177
HK$1,294 total
includes taxes & fees
10 Aug - 11 Aug
Knapps Narrows Marina & Inn

6. 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.
HK$1,659
HK$1,825 total
includes taxes & fees
10 Aug - 11 Aug
George Brooks House B&B

7. 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.
HK$1,247
HK$1,372 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Easton by IHG

8. 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.
HK$1,060
HK$1,166 total
includes taxes & fees
16 Aug - 17 Aug
Fairfield Inn & Suites by Marriott Easton

9. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
HK$1,765
HK$1,942 total
includes taxes & fees
10 Aug - 11 Aug
The Tilghman Island Inn

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.
HK$1,106
HK$1,217 total
includes taxes & fees
7 Sept - 8 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

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Great locally owned spot- staff was wonderful. Room was spotless and recently renovated. The clientele was good, breakfast was better. They are mid-renovation with some repairs but make an effort to keep it accessible. Highly suggested."
Nicholas 1-night trip
Posted 4 hours ago
St Michaels Inn
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"It was a great stay but I was charged for something and never explained. Have no idea what it was. Never asked for any extras or purchased anything from the front desk yet paid an extra 40$ smh check your receipts!"
Leslie 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Hotel Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"friendly and polite staff. hotel was clean and quiet. parking was adequate. the one negative is that about half of the outlets in the room didn't actually work, so had to mess around finding which ones would charge devices."
michael 1-night trip
Posted 19 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Overall the updated look was very nice but it is still lacking in certain amenities that would lead to a fifth star from me. The gym was small and lacking even for a hotel gym. Also, there were no complimentary breakfast or coffee options. The pool house area was rather nice though."
Terell 1-night trip
Posted 23 hours ago
Rod 'N' Reel Resort
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"I don’t really have anything except just know when breakfast time is so you can plan ahead."
Michael 1-night trip
Posted 1 day ago
Courtyard by Marriott 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 3 weeks 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. St. Michaels Escape | Pool, Hot Tub & Fire Pit: Offers free self parking, an outdoor pool and complimentary wireless Internet access. George Brooks House B&B: 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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