St. Michaels, MD
Travel Guide
Visit St. Michaels
Where to stay in St. Michaels
Downtown St. Michaels
While visiting Downtown St. Michaels, you might make a stop by sights like St. Michaels Marina and Chesapeake Bay Maritime Museum.
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$572 nightly
The price is $629 total per night from Apr 19 to Apr 20
$629 total
Apr 19 - Apr 20
Total with taxes and fees
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. ...
9.6/10 Exceptional! (379 reviews)
Disappointing. The hotel is lovely but the staff are in training mode and don’t get things quite right. They didn’t tell us there was an Easter brunch so we missed breakfast on Sunday as they had booked out the dining room and everything in town was already full. The food was nice but relatively ...
Reviewed on Apr 5, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$126 nightly
The price is $138 total per night from Apr 12 to Apr 13
$138 total
Apr 12 - Apr 13
Total with taxes and fees
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 ...
8.2/10 Very Good! (1,001 reviews)
Needs refreshing.
Reviewed on Apr 9, 2026
The Wildset
209 N Talbot St St. Michaels MD
$239 nightly
The price is $263 total per night from Apr 14 to Apr 15
$263 total
Apr 14 - Apr 15
Total with taxes and fees
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.8/10 Exceptional! (431 reviews)
Cute place
Reviewed on Apr 4, 2026
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.
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are ...
9.8/10 Exceptional! (200 reviews)
A lovely home just a block from the shops and restaurants on Talbot Street. The rear addition adds generous living space while preserving the charm of the historic house. The screened-in back deck is a great feature for relaxing evenings.Upstairs, the bedroom feels like a second retreat—spacious, ...
Reviewed on Mar 30, 2026
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...
10/10 Exceptional! (51 reviews)
The houseboat was an absolute dream. We loved everything about it and really enjoyed our two night stay. Julia has thought of everything to make your stay comfortable. It was immaculate, well stocked and all the decor was beautiful. We would love to come back.
Reviewed on Apr 2, 2026
Private 2 Acre Waterfront Family Retreat with Pool & Pier
Cambridge MD
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Christ Rock Park and Spocott ...
9.6/10 Exceptional! (89 reviews)
What a wonderful property for big families. We had family members from four states, ranging in age from 3-93, for Thanksgiving. The kitchen was well equipped. We had everything we needed to make four pies, a 22-pound turkey and all the fixings.Our host was pleasant and easy to work with. Very quick ...
Reviewed on Nov 29, 2025
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.
Popular places to visit
Chesapeake Bay Maritime Museum
4.5/5(15 reviews)
You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums.
St. Michaels Marina
Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.
Saint Michaels Village
You can search for that perfect souvenir at Saint Michaels Village during your trip to St. Michaels. Stroll along this romantic area's waterfront, or simply enjoy its seafood restaurants.
St. Michaels Winery
4.5/5(45 reviews)
You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.
Perry Cabin Park
After visiting Perry Cabin Park, make a plan to see the other sights and activities in St. Michaels. Stroll along the waterfront or visit the shops in this romantic area.
St. Michaels Museum
You can browse the exhibits at St. Michaels Museum, a museum with a storied past, during your trip to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.
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- Chesapeake Bay Maritime Museum
- St. Michaels Winery
- St. Michaels Museum
- U.S. Naval Academy
- Chesapeake Bay Bridge
- Chesapeake Bay
- Annapolis City Dock
- Westfield Annapolis Mall
- Sandy Point State Park
- Anne Arundel Medical Center
- Maryland State House
- Annapolis Mall Shopping Center
- Blackwater National Wildlife Refuge
- Annapolis Harbor Center Shopping Center
- Navy-Marine Corps Memorial Stadium
- Breezy Point Beach
