A marina with numerous sailboats docked at wooden piers.

Find 5 Star Hotels in Eastern Maryland, MD from ￥43,157

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Check availability on Eastern Maryland 5 Star Hotels

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for Eastern Maryland 5-star hotels

Premium bedding, down comforters, in-room safe, desk
Outdoor pool
Golf
Suite, 1 Bedroom (Water View) | Premium bedding, down comforters, in-room safe, desk

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Michel
￥97,969
￥107,766 total
includes taxes & fees
Aug 23 - Aug 24
Inn at Perry Cabin
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Eastern Maryland.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD
￥31,394
￥43,157 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Hyatt Regency Chesapeake Bay
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

3301 Atlantic Ave Ocean City MD
￥39,197
￥43,899 total
Sep 7 - Sep 8
includes taxes & fees
DoubleTree by Hilton Ocean City Oceanfront
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave Ocean City MD
￥42,043
￥47,087 total
Sep 7 - Sep 8
includes taxes & fees
Hilton Ocean City Oceanfront Suites
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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.

Learn more about Eastern Maryland

Wedged between the Atlantic Coast and Chesapeake Bay, this region has coastal beauty and old-world charm. It is known for its maritime heritage and seafood.

See all hotels in Eastern Maryland
A marina with numerous boats docked at wooden piers under a clear sky.

Top Eastern Maryland Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Eastern Maryland?
How much you pay for a 5-star hotel in Eastern Maryland depends on factors like when you want to go and the length of your vacation. An insider tip for scoring an awesome deal? Use our pricing filters to check out all of the available accommodations for your selected dates.
  • Search for the lowest price per night from ￥43,157
What makes a hotel 5 stars in Eastern Maryland?
Flawless guest service is the foundation of every 5-star hotel in Eastern Maryland. From the moment you arrive, staff attend to your every need, whether answering room service calls 24/7 or providing in-room massage treatments. In addition, hotels have to feature superior amenities to be entitled to a 5-star rating. These can include luxury baths, spas or saunas, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Eastern Maryland?
Expedia's filter tool is the best way to find exactly what you want. Check the "All inclusive" and "5-star" boxes to see the most luxurious resorts in Eastern Maryland where your accommodations, meals, entertainment and activities are included in the price. At these getaways, your vacation is pure relaxation and indulgence from the moment you step foot in the lobby.

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