5/5 - Excellent
Verified traveler
We love St. Michaels. 1st overnight stay.
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.
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$94 nightly
The price is $104 total per night from Jan 4 to Jan 5
$104 total
Jan 4 - Jan 5
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 ...
8/10 Very Good! (1,001 reviews)
Staff was friendly, courteous, and helpful.
Reviewed on Dec 15, 2025
The Wildset
209 N Talbot St St. Michaels MD
$199 nightly
The price is $219 total per night from Jan 5 to Jan 6
$219 total
Jan 5 - Jan 6
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. ...
9.6/10 Exceptional! (412 reviews)
Super clean room! Excellent breakfast. Very comfortable bed and linens. Great happy hour downstairs. Love making s'mores by the fire pit. Very lovely staff. Great to see Veronica again!
Reviewed on Dec 30, 2025
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
Fully refundableReserve now, pay when you stay
$564 nightly
The price is $621 total per night from Jan 22 to Jan 23
$621 total
Jan 22 - Jan 23
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. ...
9.4/10 Exceptional! (372 reviews)
Fantastic - loved our stay!
Reviewed on Dec 24, 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.
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 ...
9.6/10 Exceptional! (189 reviews)
Perfect house close to St Michael’s attractions
Reviewed on Dec 28, 2025
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 ...
9.4/10 Exceptional! (122 reviews)
The house is amazing. Owner has done a terrific renovation. A couple of issues: the stairs are the originals, evidently, and way too steep for seniors to safely navigate. And the master bedroom mattress really needs to be turned or maybe replaced. We struggled to get comfortable. But kitchen works ...
Reviewed on Nov 28, 2025
Modern Flat in the Heart of St. Michaels – Walk Everywhere
Saint Michaels MD
Stay at this apartment in St. Michaels. Enjoy a garden, laundry facilities, and balconies. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.8/10 Exceptional! (57 reviews)
We did a mother/daughter weekend in St. Michael's and were blessed to find this little gem of an apartment to rent. Perfect location, right in the heart of the town. We parked the car and were able to walk everywhere else. The rental company was wonderful, quickly responding to any questions we had. ...
Reviewed on Dec 15, 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
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 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.
1879 Hooper Straight Lighthouse
After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.
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.
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.
Reviews of St. Michaels
4.4
Top Destination
5/5 - Excellent
Verified traveler
I never found a hotel that I ever felt more comfortable in. Thank you for the amazing experience!
4/5 - Good
Verified traveler
The town is very pleasant, lots of parking and pedestrian friendly. Lots of historical places to visit, shops, good restaurants - great town to visit.
4/5 - Good
Verified traveler
Do visit the Chesapeake Bay Maritime Museum and take a boat ride from Tilghman MD.
5/5 - Excellent
Verified traveler
Beautiful, relaxing "little" town. If all you want to do is relax this is the place to come. Otherwise, you can see everything there is in a day.
4/5 - Good
Bill
Love to visit St Michaels, hidden gem that is easy to get to and walkable for a visit of a historical area on the Chesapeake. Wish the restaurants open for service a bit later in the evening.
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