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

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug

Our top choices for St. Michaels hotels with a pool

Outdoor pool

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (395 reviews)
  • cleanliness
    Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
The price is HK$5,049
HK$5,554 total
includes taxes & fees
20 Aug - 21 Aug
Inn at Perry Cabin
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
8.2 out of 10, Very good, (1,006 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is HK$699
HK$769 total
includes taxes & fees
17 Aug - 18 Aug
St Michaels Inn
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (76 reviews)
  • cleanliness
    Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
The price is HK$1,658
HK$1,824 total
includes taxes & fees
5 Aug - 6 Aug
George Brooks House B&B
Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
  • cleanliness
    Scenic waterfront pool creates a summer paradise with views and easy water access.
The price is HK$3,451
HK$3,796 total
includes taxes & fees
26 Jul - 27 Jul
The Oaks Waterfront
Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (390 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is HK$1,176
HK$1,294 total
includes taxes & fees
28 Jul - 29 Jul
Knapps Narrows Marina & Inn
Indoor pool

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
The price is HK$1,090
HK$1,199 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Plus Easton Inn & Suites
Indoor pool

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (381 reviews)
  • cleanliness
    Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
The price is HK$1,060
HK$1,166 total
includes taxes & fees
23 Aug - 24 Aug
Fairfield Inn & Suites by Marriott Easton
Indoor pool, pool loungers

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (793 reviews)
  • cleanliness
    Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
The price is HK$1,443
HK$1,602 total
includes taxes & fees
24 Aug - 25 Aug
Hyatt Place Kent Narrows & Marina
Seasonal outdoor pool, pool umbrellas

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (150 reviews)
  • cleanliness
    Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is HK$1,764
HK$1,941 total
includes taxes & fees
10 Aug - 11 Aug
The Tilghman Island Inn
Indoor pool

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (621 reviews)
  • cleanliness
    Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.
The price is HK$1,168
HK$1,285 total
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Easton 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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Choose what matters most at hotels with a pool in St. Michaels

Breakfast included
Hot tub

Top St. Michaels Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

8/10 Good
"Room was clean, amenities were cool for the kids."
Justin 2-night trip
Posted 12 hours ago
Hyatt Regency Chesapeake Bay

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: Features kitchens, a communal pool and televisions. Parsonage Inn: Provides 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 Saint Michaels Town Hall, St. Michaels Marina and St. Michaels Winery 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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