Find Hotels with a Pool in St. Michaels, MD
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on St. Michaels Hotels with a Pool
Tonight
Aug 9 - Aug 10Tomorrow
Aug 10 - Aug 11Next weekend
Aug 14 - Aug 16In two weeks
Aug 21 - Aug 23Our top choices for St. Michaels hotels with a pool
1. Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
- Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
NT$20,061
NT$22,067 total
includes taxes & fees
Aug 23 - Aug 24
2. The Oaks Waterfront
The Oaks WaterfrontEaston
- Scenic waterfront pool creates a summer paradise with views and easy water access.
NT$14,217
NT$15,639 total
includes taxes & fees
Aug 11 - Aug 12
3. St Michaels Inn
St Michaels InnSt. Michaels
- Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
NT$2,878
NT$3,166 total
includes taxes & fees
Aug 31 - Sep 1
4. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
- Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
NT$4,490
NT$4,939 total
includes taxes & fees
Aug 10 - Aug 11
5. Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
- Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
NT$4,846
NT$5,330 total
includes taxes & fees
Aug 10 - Aug 11
6. George Brooks House B&B
George Brooks House B&BSt. Michaels
- Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
NT$6,832
NT$7,516 total
includes taxes & fees
Aug 10 - Aug 11
7. Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
- Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.
NT$5,136
NT$5,650 total
includes taxes & fees
Aug 10 - Aug 11
8. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
- Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
NT$4,366
NT$4,802 total
includes taxes & fees
Aug 16 - Aug 17
View all properties
Top St. Michaels Hotel Reviews
St Michaels Inn
10/10 Excellent
"Great locally owned spot- staff was wonderful. Room was spotless and recently renovated. The clientele was good, breakfast was better. They are mid-renovation with some repairs but make an effort to keep it accessible. Highly suggested."
DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
"It was a great stay but I was charged for something and never explained. Have no idea what it was. Never asked for any extras or purchased anything from the front desk yet paid an extra 40$ smh check your receipts!"
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."
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."
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."
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"
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."
Frequently asked questions
Explore a world of travel with Expedia
- 4 Star Hotels in St. Michaels
- Historic Hotels in Oxford
- Beach Hotels in Chesapeake Beach
- Oxford Hotels
- Easton Hotels
- Resorts & Hotels with Spas in St. Michaels
- Family Hotels in Easton
- Resorts & Hotels with Spas in Easton
- Historic Hotels in Eastern Shore
- Marriott Hotels & Resorts in Queenstown
- Romantic Hotels in Annapolis
- Pet-Friendly Hotels in Easton
- Romantic Hotels in Eastern Shore
- 5 Star Hotels in Secretary
- Chalets in Deale
- Beach Hotels in Kent Narrows
- Hotels with an Indoor Pool in Eastern Shore
- 4 Star Hotels in Easton
- Hotels with a Pool in Deale
- Tilghman Hotels
- Pet-Friendly Hotels in Eastern Shore
- North Beach Hotels
- Casino Hotels in Cambridge
- Hotel Wedding Venues Hotels in Cambridge
- Red Roof Inn Hotels in Deale
- Beach Hotels in Eastport
- B&B in Galesville
- Business Hotels in Cambridge
- Romantic Hotels in Chesapeake Beach
- Resorts & Hotels with Spas in Kent Narrows
- Pet-Friendly Hotels in Cambridge
- Grasonville Hotels
- 5 Star Hotels in Grasonville
- Resorts in Eastern Shore
- Romantic Hotels in St. Michaels
- Hotels with Bars in Stevensville
- Historic Hotels in Easton
- B&B in Easton
- Hotel Wedding Venues Hotels in Easton
- Hotels near Maryland Quiet Waters Park
- Family Hotels in Chesapeake Beach
- St. Michaels Hotels
- Hotel with a Concierge Hotels in Stevensville
- Vacation Homes in Kent Island
- Beach Hotels in Tilghman
- 4 Star Hotels in Claiborne
- 5 Star Hotels in Royal Oak
- Adults Only Resorts & in Eastern Shore
- Hotel Wedding Venues Hotels in Annapolis
- Cottages in Eastern Shore
- 5 Star Hotels in Chesapeake Beach
- Cordova Hotels
- Gay friendly Hotels in Tilghman
- Flights from Nashville (BNA) to Easton (ESN)
- Flights to Grasonville
- Flights from Asheville (AVL) to Easton (ESN)
- Flights from St. Petersburg (PIE) to Easton (ESN)
- Flights from Cincinnati (CVG) to Easton (ESN)
- Flights to Cambridge
- Flights from Savannah (SAV) to Easton (ESN)
- Flights from Easton - Newnam
- Flights from Blue Bell (BBX) to Easton (ESN)
- Flights from Fort Lauderdale (FLL) to Easton (ESN)
- Flights from Atlanta (ATL) to Easton (ESN)
- Flights to Wittman
- Visit Oyster Harbor
- Mcdaniel Vacations
- Visit Queenstown
- Visit Easton
- Gerry Boyle Park at Great Marsh
- Queenstown Premium Outlets
- Bill Burton Fishing Pier State Park
- Bay Bridge Market Place Shopping Center
- Visit North Beach
- Kunta Kinte–Alex Haley Memorial
- Dorchester County Visitors Center
- Annapolis Landing Marina
- Visit Neavitt
- The Third Haven Friends Meeting House
- Rose Haven Vacations
- Captain Avery Museum
- Visit Tilghman
- Annapolis Sailing School
- Choptank River Lighthouse
- Shadyside Park
- Queenstown Harbor Golf Club
- Visit Stevensville
- Visit Cordova
- Hertz Rental Cars in Cambridge
- Enterprise Rental Cars in Eastern Shore
- Airport Van Rental Rental Cars in Oxford
- National Car Rental Rental Cars in Newcomb
- Avis Rental Cars in Stevensville
- Firefly Rental Cars in Annapolis
- Hertz Rental Cars in Queenstown
- Enterprise Rental Cars in Cambridge
- Car rentals in Budget Newport News Apo-900 Bland Blvd
- Car rentals near Avalon Theatre
- National Car Rental Rental Cars in Tilghman
- Car rental Chester