Luxury Hotels in St. Michaels, Maryland

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Our top choices for St. Michaels luxury hotels

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (374 reviews)
"Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay. "
United States
Joseph
The price is P21,717
P23,889 total
includes taxes & fees
Mar 8 - Mar 9
Inn at Perry Cabin

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is P25,797
P28,377 total
includes taxes & fees
Mar 8 - Mar 9
The Oaks Waterfront

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate

Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (161 reviews)
"Exceptional bed and breakfast. Would definitely recommend to family and friends. "
United States
Delores
The price is P11,723
P13,013 total
includes taxes & fees
Mar 8 - Mar 9
Marvel's on the Creek

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,002 reviews)
"Great service, great food and drinks. "
United States
Kelly
The price is P10,903
P15,170 total
includes taxes & fees
Mar 17 - Mar 18
Hyatt Regency Chesapeake Bay

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (439 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is P9,724
P12,284 total
includes taxes & fees
Mar 8 - Mar 9
The Inn at Chesapeake Bay Beach Club

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is P10,492
P11,961 total
includes taxes & fees
Mar 27 - Mar 28
The Westin Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,002 reviews)
"Room was clean, great location"
United States
Brian
The price is P9,853
P11,233 total
includes taxes & fees
Mar 22 - Mar 23
Graduate by Hilton Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (906 reviews)
"Great location, nice and clean "
United States
Micah
The price is P12,406
P14,143 total
includes taxes & fees
Mar 29 - Mar 30
Annapolis Waterfront Hotel, Autograph Collection

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,004 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is P5,964
P7,792 total
includes taxes & fees
Mar 15 - Mar 16
Rod 'N' Reel Resort
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.

Top St. Michaels Hotel Reviews

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 St. Michaels Marina, Chesapeake Bay Maritime Museum, and St. Michaels Winery. If you have a little extra time during your trip, you might want to make a stop at Saint Michaels Village and Saint Michaels Town Hall.

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