
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 15.889.653 ₫ per night from 18 May to 19 May
15.889.653 ₫
17.478.618 ₫ total
18 May - 19 May
includes taxes & fees
9.6/10 Exceptional! (380 reviews)
Food, drinks and staff were all awesome. They had good bikes to borrow and ride into town on if you wanted, “don’t worry about locking them, nobody will take them”. They also would drive you, and pick you up if you wanted a ride to town. Everything about the experience was 1st class. Room was very ...
Reviewed on 11 Apr 2026

The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is 6.034.379 ₫ per night from 11 May to 12 May
6.034.379 ₫
7.217.539 ₫ total
11 May - 12 May
includes taxes & fees
9.8/10 Exceptional! (435 reviews)
We loved everything about this place. Location was walkable to everything on site parking bar and restaurant was not open when we were there on a Tuesday but we did have a wonderful complimentary breakfast which was amazing. Fresh croissants mini crustless quiche yogurt fruit bagels juice and coffee. ...
Reviewed on 29 Apr 2026

Parsonage Inn
210 North Talbot Street St. Michaels MD
The price is 6.587.250 ₫ per night from 6 May to 7 May
6.587.250 ₫
7.245.975 ₫ total
6 May - 7 May
includes taxes & fees
9.2/10 Wonderful! (133 reviews)
We really enjoyed our stay at The Parsonage. The property and room were kept well. The staff were sweet and attentive. Very good location as far as walking distance to shops, restaurants and the waterfront area. I would certainly return and certainly recommend to anyone visiting St. Michael’s.
Reviewed on 5 Apr 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 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.
St Michaels Nature Trail
You can take time to visit St Michaels Nature Trail during your travels to St. Michaels.