A marina with numerous sailboats docked at wooden piers.

Eastern Maryland 5 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Maryland 5 Star Hotels

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Eastern Maryland 5-star hotels

A room with a view of a wooden deck and a gazebo by the water.
A golf course with a water hazard and surrounding trees.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A hotel room with a large bed, a chair, a desk, and a television.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
HK$4,024
HK$4,426 total
includes taxes & fees
26 Oct - 27 Oct
Inn at Perry Cabin
A brick pathway leading to a pool area with a fence and potted plants.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a patterned rug.
A dining room with a large wooden table, matching chairs, a chandelier, and a patterned rug.
A two-story house with a balcony, a covered porch, and a brick chimney.

2. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
United States
Hans
HK$1,686
HK$1,888 total
includes taxes & fees
29 Sept - 30 Sept
Cypress River Inn & Spa
Save an average of 15% on thousands of hotels when you're signed in

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
HK$1,592
HK$2,181 total
6 Oct - 7 Oct
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Hyatt Regency Chesapeake Bay
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

3301 Atlantic Ave Ocean City MD
HK$765
HK$857 total
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
DoubleTree by Hilton Ocean City Oceanfront
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave Ocean City MD
HK$1,061
HK$1,189 total
25 Oct - 26 Oct
includes taxes & fees
Hilton Ocean City Oceanfront Suites
Still don't see what you're looking for?
See all properties in Eastern Maryland.
You can also use these popular filters to refine your search.
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?
The amount you pay for a 5-star hotel in Eastern Maryland can vary according to when you prefer to travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to score the best rate on a high-end getaway.
  • Search for the lowest price per night from HK$857
What makes a hotel 5 stars in Eastern Maryland?
Impeccable guest service is the defining feature of every 5-star hotel in Eastern Maryland. From the minute you step through the door, staff attend to your every need, whether arranging customised tours or providing a turn-down service. In addition, hotels have to offer upscale amenities to qualify for a 5-star rating. These can include luxury toiletries, saunas or spas, pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Eastern Maryland?
Find a luxury escape that includes your room, meals, drinks and entertainment in Eastern Maryland with our filter tool. Search for properties with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the price. That way, you can take full advantage of all the premium perks as soon as you arrive.

Explore a world of travel with Expedia