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
The price is $629 total per night from Apr 23 to Apr 24
$629 total
per night
Apr 23 - Apr 24
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! (380 reviews)
Food, drinks and staff were all awesome. They had good bikes to borrow and ride into town on if you wanted, “don’t worry about locking them, nobody will take them”. They also would drive you, and pick you up if you wanted a ride to town. Everything about the experience was 1st class. Room was very ...
Reviewed on Apr 11, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is $132 total per night from Apr 19 to Apr 20
$132 total
per night
Apr 19 - Apr 20
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! (1,000 reviews)
Staff was amazing and kind. Room was very clean. Looks outdated but not too bad honestly. I would stay again.
Reviewed on Apr 9, 2026
The Wildset
209 N Talbot St St. Michaels MD
The price is $274 total per night from Apr 30 to May 1
$274 total
per night
Apr 30 - May 1
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
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.6/10 Exceptional! (126 reviews)
We had a great time. The house was so charming and the location was perfect. Can't wait to go back!
Reviewed on Feb 10, 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! (52 reviews)
Absolutely Lovely, Julia was very sweet and the home had everything you could have thought of or forgotten to bring.
Reviewed on Apr 13, 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.
Popular places to visit
Chesapeake Bay Maritime Museum
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.
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 Marina
Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.
St. Michaels Winery
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
- Chesapeake Bay Bridge
- Annapolis City Dock
- Sandy Point State Park
- Annapolis Mall Shopping Center
- Westfield Annapolis Mall
- Anne Arundel Medical Center
- Maryland State House
- Blackwater National Wildlife Refuge
- Navy-Marine Corps Memorial Stadium
- Annapolis Harbor Center Shopping Center
- Northern Chesapeake Bay
