Downtown St. Michaels Holidays

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Our pick of the best Downtown St. Michaels Hotel Deals

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is AU$1,032 per night from 26 July to 27 July
AU$1,032
26 July - 27 July
includes taxes & fees
9.6/10 Exceptional! (390 reviews)
"It was a wonderful stay. The rooms were clean, the staff helpful and the food marvelous. I intend to visit again!"

Reviewed on 8 June 2026

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is AU$444 per night from 27 July to 28 July
AU$444
27 July - 28 July
includes taxes & fees
9.8/10 Exceptional! (466 reviews)
"We loved everything about this place from the friendly staff, to the comfy bed, the yummy breakfast, happy hour at the Ruse, and the complimentary bikes! We only wish we had remembered about the s’mores at the fire pit! We will definitely recommend to our family and friends!"

Reviewed on 25 June 2026

The Wildset
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street St. Michaels MD
9.2/10 Wonderful! (136 reviews)
"The staff, but not the owner, was very welcoming. Breakfast was good, but on the meager-side. The room was clean. The bathroom was very, very small. When drying yourself after a shower, you had to be careful not to wipe the toilet bowl."

Reviewed on 28 May 2026

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Parsonage Inn
See all 746 properties in Downtown St. Michaels
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.
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Beach Holidays
Beach Holidays

Stay near popular Downtown St. Michaels attractions

A lighthouse on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson
Open Photo by Louise Johnson

Chesapeake Bay Maritime Museum

9.4/5 (91 reviews)
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.
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Activities

Epiphany

2 Hour Chesapeake Day Sail on Catamaran Epiphany

AU$341
per adult
2 Hour Chesapeake Day Sail on Catamaran Epiphany
2-Hour Relaxing Chesapeake Day Sail on Lady Patty

2-Hour Relaxing Chesapeake Day Sail on Lady Patty

AU$223
per adult
2-Hour Relaxing Chesapeake Day Sail on Lady Patty
See all activities in St. Michaels
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.