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

Premium bedding, down comforters, in-room safe, desk

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 ￥59,180
￥65,098 total
includes taxes & fees
Mar 17 - Mar 18
Inn at Perry Cabin
Porch

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 ￥28,751
￥31,914 total
includes taxes & fees
Mar 16 - Mar 17
Marvel's on the Creek
Seasonal outdoor pool, pool umbrellas, sun loungers

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 price is ￥45,663
￥52,055 total
includes taxes & fees
Mar 17 - Mar 18
The Inn at Tacaro Estate
Front of property - evening/night

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, (441 reviews)
"Very clean room, staff was very nice. "
United States
Byron
The price is ￥26,498
￥33,477 total
includes taxes & fees
Mar 16 - Mar 17
The Inn at Chesapeake Bay Beach Club
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

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 ￥70,297
￥77,327 total
includes taxes & fees
Mar 16 - Mar 17
The Oaks Waterfront
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,000 reviews)
"The pools were warm and relaxing "
United States
Kerry-Ann
The price is ￥29,710
￥41,341 total
includes taxes & fees
Mar 23 - Mar 24
Hyatt Regency Chesapeake Bay
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,005 reviews)
"Spacious and welcoming lobby, room was clean. "
United States
Patricia
The price is ￥14,789
￥19,611 total
includes taxes & fees
Mar 22 - Mar 23
Rod 'N' Reel Resort
Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (907 reviews)
"We liked it"
United States
Emmy
The price is ￥35,165
￥40,089 total
includes taxes & fees
Mar 29 - Mar 30
Annapolis Waterfront Hotel, Autograph Collection
Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"Great property"
United States
Darryl
The price is ￥28,592
￥32,596 total
includes taxes & fees
Mar 27 - Mar 28
The Westin Annapolis
Lobby

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,001 reviews)
"Central l9cation, easy walk to all sites."
United States
James
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.
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Top St. Michaels Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

6/10 Okay
"The room in the restaurant were wonderful. The woman at the check in desk was not as friendly as I would have expect and the hot tub was closed, which was a little disappointment on Valentine’s Day."
Melanie 1-night trip
Posted 10 hours ago
Crowne Plaza Annapolis by IHG

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.