St. Michaels Holidays
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Top hotels in St. Michaels
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Fully refundable
The price is 2.643.444 ₫ per night from 18 Jan to 19 Jan
2.643.444 ₫
2.907.841 ₫ total
18 Jan - 19 Jan 2026
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Staff was friendly, courteous, and helpful.
Reviewed on 15 Dec 2025
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is 13.719.204 ₫ per night from 30 Dec to 31 Dec
13.719.204 ₫
16.600.237 ₫ total
30 Dec - 31 Dec
includes taxes & fees
9.4/10 Exceptional! (371 reviews)
Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.
Reviewed on 12 Nov 2025
The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is 4.967.298 ₫ per night from 19 Jan to 20 Jan
4.967.298 ₫
6.042.232 ₫ total
19 Jan - 20 Jan 2026
includes taxes & fees
9.6/10 Exceptional! (409 reviews)
Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back.
Reviewed on 16 Dec 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 travels 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.
Windon Distilling
You can take time to visit Windon Distilling during your travels to St. Michaels.
