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
$603 nightly
The price is $663 total per night from May 28 to May 29
$663 total
May 28 - May 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. ...
9.6/10 Exceptional! (383 reviews)
Beautiful property and fantastic room with a water view.
Reviewed on May 7, 2026
The Wildset
209 N Talbot St St. Michaels MD
$249 nightly
The price is $274 total per night from May 11 to May 12
$274 total
May 11 - May 12
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! (441 reviews)
Wonderful rooms and many amenities.
Reviewed on May 7, 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
$120 nightly
The price is $132 total per night from Jun 1 to Jun 2
$132 total
Jun 1 - Jun 2
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)
Good location, good breakfast and reasonable rates
Reviewed on May 1, 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! (202 reviews)
Really nice cottage in the middle of everything. Loved the screened in porch and large den.
Reviewed on May 9, 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! (53 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
Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman MD
Stay at this cottage in Wittman. Enjoy free WiFi, private pools, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (243 reviews)
Delightful, well-kept cottage.
Reviewed on May 1, 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.
1879 Hooper Straight Lighthouse
After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.
Things to do
2 Hour Chesapeake Day Sail on Catamaran Epiphany
$245
per adult
2-Hour Relaxing Chesapeake Day Sail on Lady Patty
$160
per adult
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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
- Breezy Point Beach
- Anne Arundel Medical Center
- Navy-Marine Corps Memorial Stadium
- Blackwater National Wildlife Refuge
- Northern Chesapeake Bay
- Maryland State House
