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Featured St. Michaels Family Hotels
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. ...
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.
Hotels with Pools in St. Michaels
St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
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 ...
8/10 Very Good! (1,000 reviews)
First visit
"This was the first time here and this is a good location and a good value."
Reviewed on Mar 22, 2025
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. ...
9.4/10 Exceptional! (337 reviews)
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning."
Reviewed on Mar 26, 2025
George Brooks House B&B
24500 Rolles Range Road, St. Michaels, MD
Stay at this 3-star B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Perry Cabin Park and Chesapeake Bay Maritime ...
8.6/10 Excellent! (57 reviews)
"Very nice property, cozy and clean rooms, excellent service."
Reviewed on Sep 15, 2024
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.
Hotels With Connecting Rooms in St. Michaels
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. ...
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.
Hotels by Star Rating
More Hotel Options
- Hotels with a Pool 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
- 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 Points of Interests in St. Michaels
- Hotels near St. Michaels Winery
- Hotels near Chesapeake Bay Maritime Museum
- Hotels near St. Michaels Museum
- Hotels near U.S. Naval Academy
- Hotels near Chesapeake Bay Bridge
- Hotels near Annapolis City Dock
- Hotels near Sandy Point State Park
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Anne Arundel Medical Center
- Hotels near Blackwater National Wildlife Refuge
- Hotels near Westfield Annapolis Mall
Cities near St. Michaels
- Annapolis Hotels (19.58 mi)
- Cambridge Hotels (17.02 mi)
- Grasonville Hotels (11.87 mi)
- Easton Hotels (8.01 mi)
- Chesapeake Bay Hotels (87.6 mi)
- Stevensville Hotels (14.25 mi)
- Chesapeake Beach Hotels (17.85 mi)
- Eastern Shore Hotels (21.5 mi)
- Chestertown Hotels (30.99 mi)
- North Beach Hotels (17.4 mi)
- Appalachian Mountains Hotels (173.92 mi)
- Pasadena Hotels (29.78 mi)
- Tilghman Hotels (8.4 mi)
- Edgewater Hotels (21.08 mi)
- Rock Hall Hotels (24.28 mi)
- Prince Frederick Hotels (25.8 mi)
- Arnold Hotels (22.6 mi)
- Oxford Hotels (7.47 mi)
- Queenstown Hotels (14.54 mi)
- Chester Hotels (13.5 mi)
Car Rentals Near St. Michaels
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- Car rentals in Pasadena
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- Car rentals in Prince Frederick
Top Family Hotel Destinations
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Top Booked Hotels in St. Michaels
- Inn at Perry Cabin
- St Michaels Inn
- Historic Inns of Annapolis
- The Westin Annapolis
- Crowne Plaza Annapolis by IHG
- Hilton Garden Inn Annapolis Downtown
- Hyatt Regency Chesapeake Bay
- Country Inn & Suites by Radisson, Annapolis, MD
- Courtyard by Marriott Annapolis
- Sonesta ES Suites Annapolis
- SpringHill Suites by Marriott Annapolis
- Annapolis Waterfront Hotel, Autograph Collection
- Graduate by Hilton Annapolis