Downtown St. Michaels Holidays
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Our pick of the best Downtown St. Michaels Hotel Deals
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
The price is NZ$901 per night from 7 Dec to 8 Dec
NZ$901
7 Dec - 8 Dec
includes taxes & fees
9.6/10 Exceptional! (407 reviews)
"Beautiful property but rooms in need of some updates. (Dirty carpets, moldy curtains). Beds very comfortable!For $1200 a night with no amenities, it was a disappointment but was a fun trip!"
Reviewed on 18 Oct 2026
The Wildset
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is NZ$435 per night from 1 Dec to 2 Dec
NZ$435
1 Dec - 2 Dec
includes taxes & fees
9.8/10 Exceptional! (529 reviews)
"We’d definitely stay again. One areas for improvement-breakfast."
Reviewed on 12 Nov 2026
Parsonage Inn
210 North Talbot Street St. Michaels MD
The price is NZ$455 per night from 13 Nov to 14 Nov
NZ$455
13 Nov - 14 Nov
includes taxes & fees
9.2/10 Wonderful! (139 reviews)
"The staff were great. The breakfast was delicious and the location is perfect for walking into town."
Reviewed on 7 Nov 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.
Activities
2 Hour Chesapeake Day Sail on Catamaran Epiphany
NZ$431
per adult
St. Michaels: 2-Hour Relaxing Chesapeake Sail on Epiphany
NZ$476
per adult
St. Michaels: 2-Hour Wine Tasting Cruise on Epiphany
NZ$525
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.