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

Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (374 reviews)
"Beautiful place to stay."
United States
Ellen
The price is ￥81,295
￥89,424 total
includes taxes & fees
Jan 23 - Jan 24
Inn at Perry Cabin
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, (434 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is ￥24,713
￥31,463 total
includes taxes & fees
Feb 1 - Feb 2
The Inn at Chesapeake Bay Beach Club
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)
"Extremely nice remodel, everyone was nice to talk to and friendly "
United States
Tyler
The price is ￥12,289
￥16,810 total
includes taxes & fees
Jan 28 - Jan 29
Rod 'N' Reel Resort
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,004 reviews)
"Great stay "
United States
Jose Miguel
The price is ￥11,825
￥13,481 total
includes taxes & fees
Feb 8 - Feb 9
DoubleTree by Hilton Hotel Annapolis
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, (1,006 reviews)
"Great service, great food and drinks. "
United States
Kelly
The price is ￥29,423
￥37,922 total
includes taxes & fees
Feb 22 - Feb 23
Hyatt Regency Chesapeake Bay
Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is ￥23,570
￥26,870 total
includes taxes & fees
Jan 26 - Jan 27
The Westin Annapolis
View from property

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,008 reviews)
"Room was clean, great location"
United States
Brian
The price is ￥23,260
￥26,516 total
includes taxes & fees
Feb 1 - Feb 2
Graduate by Hilton Annapolis
Dock

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 ￥28,526
￥31,663 total
includes taxes & fees
Jan 23 - Jan 24
Marvel's on the Creek
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)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is ￥65,348
￥71,883 total
includes taxes & fees
Feb 16 - Feb 17
The Oaks Waterfront
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, (900 reviews)
"Great location, nice and clean "
United States
Micah
The price is ￥29,499
￥33,629 total
includes taxes & fees
Feb 15 - Feb 16
Annapolis Waterfront Hotel, Autograph Collection
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

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"I LOVED IT AS DID MY KIDS!!!!! "
Sheena 2-night trip
Posted 1 day ago
Hyatt Regency Chesapeake Bay

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 Higgins Yacht Yard and Marina.