Luxury Hotels in St. Michaels, Maryland

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Check availability on St. Michaels Luxury Hotels

Tonight
Apr 21 - Apr 22
Tomorrow
Apr 22 - Apr 23
This weekend
Apr 24 - Apr 26
Next weekend
May 1 - May 3

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, (380 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
The price is P36,174
P39,791 total
includes taxes & fees
May 5 - May 6
Inn at Perry Cabin
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)
The price is P11,998
P13,318 total
includes taxes & fees
Apr 27 - Apr 28
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, (13 reviews)
  • cleanliness
    Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
The price is P15,477
P17,644 total
includes taxes & fees
Apr 28 - Apr 29
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, (448 reviews)
The price is P12,937
P15,886 total
includes taxes & fees
Apr 26 - Apr 27
The Inn at Chesapeake Bay Beach Club
Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
The price is P26,402
P29,042 total
includes taxes & fees
Apr 22 - Apr 23
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, (1,002 reviews)
  • cleanliness
    Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
The price is P13,978
P18,726 total
includes taxes & fees
May 17 - May 18
Hyatt Regency Chesapeake Bay
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,009 reviews)
The price is P8,668
P10,822 total
includes taxes & fees
Apr 28 - Apr 29
Rod 'N' Reel Resort
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,009 reviews)
The price is P7,554
P8,612 total
includes taxes & fees
Apr 23 - Apr 24
DoubleTree by Hilton Hotel Annapolis
Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
The price is P11,951
P13,625 total
includes taxes & fees
Apr 26 - Apr 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, (1,002 reviews)
  • cleanliness
    Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
The price is P11,327
P12,912 total
includes taxes & fees
May 3 - May 4
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

The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"We had a wonderful stay. The rooms were so clean and the sheets smelled amazing. We will definitely stay there again if we are in Annapolis"
alison 3-night trip
Posted 9 hours ago
The Westin 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 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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