Downtown St. Michaels Holidays
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Top hotels in Downtown St. Michaels
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is 12.359.029 ₫ per night from 14 Dec to 15 Dec
12.359.029 ₫
14.954.478 ₫ total
14 Dec - 15 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 5.235.093 ₫ per night from 14 Dec to 15 Dec
5.235.093 ₫
6.337.356 ₫ total
14 Dec - 15 Dec
includes taxes & fees
9.6/10 Exceptional! (408 reviews)
Nice large room. Free breakfast was good.
Reviewed on 7 Dec 2025
Parsonage Inn
210 North Talbot Street St. Michaels MD
The price is 5.261.400 ₫ per night from 1 Jan to 2 Jan
5.261.400 ₫
5.787.540 ₫ total
1 Jan - 2 Jan 2026
includes taxes & fees
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 11 Aug 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. Stroll along the waterfront or visit the shops in this romantic area.