Downtown St. Michaels Vacations
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Downtown St. Michaels Hotel Deals
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
￥103,739
￥114,112 total
Sep 2 - Sep 3
includes taxes & fees
The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
￥38,262
￥46,090 total
Sep 15 - Sep 16
includes taxes & fees
Parsonage Inn
210 North Talbot Street St. Michaels MD
9.2/10 Wonderful! (138 reviews)
"Lots of issues with our room and stay. Small motel room with junk in the closet, marks on wall and door, and light bulb missing. TV and DVD not working. Outside unkempt. Breakfast not ver good. Substandard for price and advertisement."
Reviewed on Aug 21, 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.
Stay near popular Downtown St. Michaels attractions
Photo by Louise Johnson
Chesapeake Bay Maritime Museum
9.4/10 (91 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 Marina
Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.
St. Michaels Winery
8.6/10 (91 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.
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 Nature Trail
You can take time to visit St Michaels Nature Trail during your travels to 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.
St. Michaels Museum
8.6/10 (9 reviews)
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.
Higgins Yacht Yard and Marina
Explore the waterfront in St. Michaels with a trip to Higgins Yacht Yard and Marina.
Things to do
2 Hour Chesapeake Day Sail on Catamaran Epiphany
￥39,815
per adult
St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty
￥25,839
per adult
2-Hour Relaxing Chesapeake Day Sail on Lady Patty
￥26,002
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.