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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! (1,004 reviews)
"The room was clean. It was quiet. Breakfast was disappointing"
Reviewed on Apr 1, 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! (338 reviews)
"Our stay here was excellent. The highlight was arguably the check-in, where we were surprised with a birthday welcome, as well as a little onesie for our soon to arrive baby girl. This was a birthday/baby moon trip and we shared this info prior to arrival, and the staff was incredible in providing ..."
Reviewed on Apr 5, 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)
- Tilghman Hotels (8.4 mi)
- Pasadena Hotels (29.78 mi)
- Rock Hall Hotels (24.28 mi)
- Edgewater Hotels (21.08 mi)
- Appalachian Mountains Hotels (173.92 mi)
- Prince Frederick Hotels (25.8 mi)
- Arnold Hotels (22.6 mi)
- Oxford Hotels (7.47 mi)
- Queenstown Hotels (14.54 mi)
- Deale Hotels (17.82 mi)
Car Rentals Near St. Michaels
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- Car rentals in Cambridge
- Car rentals in Grasonville
- Car rentals in Easton
- Car rentals in Chesapeake Bay
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- Car rentals in North Beach
- Car rentals in Tilghman
- Car rentals in Pasadena
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- Car rentals in Edgewater
- Car rentals in Appalachian Mountains
- Car rentals in Prince Frederick
Top Family Hotel Destinations
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Top Booked Hotels in St. Michaels
- St Michaels Inn
- Inn at Perry Cabin
- Country Inn & Suites by Radisson, Annapolis, MD
- Historic Inns of Annapolis
- The Westin Annapolis
- Annapolis Waterfront Hotel, Autograph Collection
- Crowne Plaza Annapolis by IHG
- Hyatt Regency Chesapeake Bay
- DoubleTree by Hilton Hotel Annapolis
- Hilton Garden Inn Annapolis Downtown
- SpringHill Suites by Marriott Annapolis
- Sonesta ES Suites Annapolis
- Courtyard by Marriott Annapolis