5/5 - Excellent
Verified traveler
We love St. Michaels. 1st overnight stay.
Visit St. Michaels
St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
$100 nightly
The price is $111 total per night from Nov 6 to Nov 7
$111 total
Nov 6 - Nov 7
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! (1,002 reviews)
Basic room, clean and comfortable. Only complaint, it took 15 minutes to get hot water in the shower -- wasted a lot of water waiting. Good TV selection, too.
Reviewed on Oct 17, 2025
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
$382 nightly
The price is $420 total per night from Nov 18 to Nov 19
$420 total
Nov 18 - Nov 19
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! (368 reviews)
Friendly and attentive staff, good cleaning services
Reviewed on Oct 26, 2025
The Wildset
209 N Talbot St, St. Michaels, MD
$249 nightly
The price is $274 total per night from Nov 6 to Nov 7
$274 total
Nov 6 - Nov 7
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! (395 reviews)
We loved the FRESH (and free) breakfast. The room was great. Liked the big shower and having our own entrance. The vibe/atmosphere at the Ruse was great. Good customer service/friendly staff.
Reviewed on Oct 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.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels
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! (118 reviews)
If you want to be in a perfect location to town and beautiful water views John Bruff is your destination. Host is very quick to respond to all requests and this home is a fun step back in time . Property is appointed with circa 1800 furnishings. Each bedroom has toilet and sink . Full bath on main ...
Reviewed on Oct 27, 2025
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
St Michaels
Book a stay at this family-friendly cottage in St. Michaels. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Muskrat Park and Higgins ...
9.6/10 Exceptional! (126 reviews)
Great spot for waking around the entire town. Centrally located to literally everything. Parked the car on Friday at noon and didn’t move it for three days.
Reviewed on Oct 28, 2025
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
St. Michaels
Stay at this vacation home in St. Michaels. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.8/10 Exceptional! (43 reviews)
Conveniently located!
Reviewed on Sep 20, 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 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.
St. Michaels Marina
Explore the waterfront in St. Michaels with a trip to St. Michaels Marina. Stroll along the waterfront or visit the shops in this romantic area.
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.
1879 Hooper Straight Lighthouse
1879 Hooper Straight Lighthouse is just one of the places to see in St. Michaels, so why not enjoy the other things to explore during your travels? Stroll along the waterfront or visit the shops in this romantic 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.
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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- St. Michaels Winery
- Chesapeake Bay Maritime Museum
- St. Michaels Museum
- Chesapeake Bay
- U.S. Naval Academy
- Chesapeake Bay Bridge
- Sandy Point State Park
- Annapolis City Dock
- Navy-Marine Corps Memorial Stadium
- Breezy Point Beach
- Blackwater National Wildlife Refuge
- Anne Arundel Medical Center
- Westfield Annapolis Mall
- Rod n Reel Charter Fishing
- Rock Hall Harbor
- Annapolis Harbor Center Shopping Center
