Find Luxury Hotels in St. Michaels, MD

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Check availability on St. Michaels Luxury Hotels

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 ¥58,898
¥64,788 total
includes taxes & fees
Mar 17 - Mar 18
Inn at Perry Cabin

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 ¥28,469
¥31,601 total
includes taxes & fees
Mar 15 - Mar 16
Marvel's on the Creek

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

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 ¥69,963
¥76,959 total
includes taxes & fees
Mar 13 - Mar 14
The Oaks Waterfront

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 ¥26,371
¥33,316 total
includes taxes & fees
Mar 15 - Mar 16
The Inn at Chesapeake Bay Beach Club

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,004 reviews)
"Great service, great food and drinks. "
United States
Kelly
The price is ¥29,418
¥40,933 total
includes taxes & fees
Mar 18 - Mar 19
Hyatt Regency Chesapeake Bay

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,002 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is ¥14,882
¥19,698 total
includes taxes & fees
Mar 19 - Mar 20
Rod 'N' Reel Resort

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is ¥28,311
¥32,275 total
includes taxes & fees
Mar 28 - Mar 29
The Westin 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 ¥34,997
¥39,897 total
includes taxes & fees
Mar 29 - Mar 30
Annapolis Waterfront Hotel, Autograph Collection

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,006 reviews)
"Room was clean, great location"
United States
Brian
The price is ¥27,244
¥31,058 total
includes taxes & fees
Mar 29 - Mar 30
Graduate by Hilton Annapolis
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.