Search for Cheap Deals onHotels with Pools in St. Michaels
Check Last Minute St. Michaels Hotel Deals
You choose what matters — star rating, location, amenities.
We pick the perfect hotel, packed with all your must-haves.
Your hotel is revealed right after booking!
Featured St. Michaels Hotels with a Pool
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
George Brooks House B&B
24500 Rolles Range Road St. Michaels MD
Stay at this B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Perry Cabin Park and St Michaels Nature Trail are located ...
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.
- Top Hotels by Star Rating
- More Hotel Types
- Popular Neighborhoods
- Popular Attractions
- Nearby Cities
- Top Hotels
Hotels by Star Rating
More Hotel Options in St. Michaels
- Historic Hotels in St. Michaels
- Hotels with Free Parking in St. Michaels
- Romantic Hotels in St. Michaels
- Pet-friendly Hotels in St. Michaels
- Oceanfront Hotels in St. Michaels
- Family Hotels in St. Michaels
- Hotel Wedding Venues in St. Michaels
- Hotels with Hot Tubs in St. Michaels
- Resorts & Hotels with Spas in St. Michaels
- Beach Hotels in St. Michaels
Top Neighborhoods in St. Michaels
Top Points of Interests in St. Michaels
- Hotels near St. Michaels Winery
- Hotels near Chesapeake Bay Maritime Museum
- Hotels near St. Michaels Museum
- Hotels near Windon Distilling
- Hotels near St Michaels Nature Trail
- Hotels near U.S. Naval Academy
- Hotels near Chesapeake Bay Bridge
- Hotels near Chesapeake Bay
- Hotels near Anne Arundel Medical Center
- Hotels near Annapolis Mall Shopping Center
- Hotels near Annapolis City Dock
Cities near St. Michaels
- Annapolis Hotels (19.58 mi)
- Cambridge Hotels (17.02 mi)
- Easton Hotels (8.01 mi)
- Chesapeake Beach Hotels (17.85 mi)
- Stevensville Hotels (14.25 mi)
- Eastern Shore Hotels (21.5 mi)
- Pasadena Hotels (29.78 mi)
- Grasonville Hotels (11.87 mi)
- Chestertown Hotels (30.99 mi)
- Edgewater Hotels (21.08 mi)
- Prince Frederick Hotels (25.8 mi)
- North Beach Hotels (17.4 mi)
- Rock Hall Hotels (24.28 mi)
- Tilghman Hotels (8.4 mi)
- Queenstown Hotels (14.54 mi)
- Arnold Hotels (22.6 mi)
- Denton Hotels (22.21 mi)
- Centreville Hotels (19.56 mi)
- Huntingtown Hotels (24.03 mi)
- Chester Hotels (13.5 mi)
Most Booked Hotels in St. Michaels
- St Michaels Inn
- Inn at Perry Cabin
- Graduate by Hilton Annapolis
- Historic Inns of Annapolis
- DoubleTree by Hilton Hotel Annapolis
- Hyatt Regency Chesapeake Bay
- Annapolis Waterfront Hotel, Autograph Collection
- The Westin Annapolis
- Country Inn & Suites by Radisson, Annapolis, MD
- Hilton Garden Inn Annapolis Downtown
- Crowne Plaza Annapolis by IHG
- Rod 'N' Reel Resort
- Sonesta ES Suites Annapolis