A waterfront street lined with trees and a white building with a balcony.

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Check availability on St. Michaels Luxury Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for St. Michaels luxury hotels

A two-story house with a porch, a front door, and a small garden area.

1. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (526 reviews)
"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"
United States
Dena
The price is AED 731
AED 896 total
includes taxes & fees
1 Dec - 2 Dec
The Wildset
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

2. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is AED 1,820
AED 2,002 total
includes taxes & fees
6 Dec - 7 Dec
Inn at Perry Cabin
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

3. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (138 reviews)
"Nice place"
United States
Paul
The price is AED 918
AED 1,010 total
includes taxes & fees
9 Nov - 10 Nov
Parsonage Inn
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

4. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is AED 658
AED 724 total
includes taxes & fees
9 Nov - 10 Nov
George Brooks House B&B
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

5. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,000 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
The price is AED 270
AED 297 total
includes taxes & fees
6 Dec - 7 Dec
St Michaels Inn
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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Top St. Michaels Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

8/10 Good
"Complimentary coffee was not offered in the morning. A definite no no"
Theresa 2-night trip
Posted 16 hours ago
Graduate by Hilton Annapolis

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to St. Michaels?
During your visit, you might want to enjoy the port which St. Michaels is known for.
What's the best luxury place to stay in St. Michaels?
Inn at Perry Cabin is a luxury hotel with an ocean-view restaurant and 2 bars, and it's a popular choice for Expedia travelers looking for an elegant place to stay.
When can I expect good weather in St. Michaels?
Planning for the weather is a good way to make your trip to St. Michaels relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
What's there to see and do in St. Michaels?
Enjoy all that St. Michaels has to offer and visit Saint Michaels Town Hall, St. Michaels Marina, and Chesapeake Bay Maritime Museum. If you have a little extra time during your trip, you might want to make a stop at St. Michaels Winery and Saint Michaels Village.