Downtown St. Michaels, MD
St. Michaels
Visit Downtown St. Michaels
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.
Muskrat Park
After visiting Muskrat Park, make a plan to see the other sights and activities in St. Michaels.
Saint Michaels Town Hall
After visiting Saint Michaels Town Hall, make a plan to see the other sights and activities in St. Michaels.
Downtown St. Michaels Hotel Deals
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$517 nightly
The price is $568 total per night from Dec 28 to Dec 29
$568 total
Dec 28 - Dec 29
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! (371 reviews)
Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.
Reviewed on Nov 12, 2025
The Wildset
209 N Talbot St St. Michaels MD
$219 nightly
The price is $241 total per night from Dec 17 to Dec 18
$241 total
Dec 17 - Dec 18
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! (408 reviews)
Nice large room. Free breakfast was good.
Reviewed on Dec 7, 2025
Parsonage Inn
210 North Talbot Street St. Michaels MD
$200 nightly
The price is $220 total per night from Jan 1 to Jan 2
$220 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Stay at this B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Perry Cabin Park and Higgins Yacht Yard and Marina are ...
9.2/10 Wonderful! (130 reviews)
What a great stay! Beautiful B&B in St Michael’s! Our hosts Connie and Edward were very welcoming. Had great suggestions for dining and tourist attractions within the town. Our room was clean, comfortable and was perfect for our stay. The Inn also offers bikes to explore the area as well. Each afternoon, ...
Reviewed on Aug 11, 2025
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St 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 ...
9.4/10 Exceptional! (110 reviews)
Prime location!
Reviewed on Aug 30, 2025
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
St Michaels MD
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! (128 reviews)
The house was perfect for our stay, and we loved it. Very convenient location to downtown and the finish area of Historic Bridge Marathon. We appreciated the cleanliness of the house, lots of pillows, blankets towels - if needed. Beds were comfortable. Loved the history of 1850 T. Blade house. Although ...
Reviewed on Nov 9, 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! (121 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
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.
