A marina with numerous sailboats docked at wooden piers.

Eastern Maryland 5 Stars Hotels

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Check availability on Eastern Maryland 5 Star Hotels

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

Our top choices for Eastern Maryland 5-star hotels

Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (391 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
The price is ₩1,120,673
₩1,232,741 total
includes taxes & fees
Jul 23 - Jul 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
The price is ₩503,278 per night from Aug 5 to Aug 6
₩503,278
₩644,189 total
Aug 5 - Aug 6
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
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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 ₩375,209

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.