A marina with numerous boats docked at wooden piers under a clear sky.

Eastern Shore 5 Stars Hotels

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Check availability on Eastern Shore 5 Star Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Eastern Shore 5-star hotels

A room with a view of a wooden deck and a gazebo by the water.
A hotel room with a large bed, a chair, a desk, and a television.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
HK$4,026
HK$4,428 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 dining room with a large wooden table, matching chairs, a chandelier, and a patterned rug.
A living room with a flat-screen TV on a wooden cabinet, a coffee machine on a shelf, and a door leading to another room.
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$1,889 total
includes taxes & fees
5 Oct - 6 Oct
Cypress River Inn & Spa
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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 Shore.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD
HK$1,538
HK$2,120 total
27 Oct - 28 Oct
includes taxes & fees
Hyatt Regency Chesapeake Bay
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

3301 Atlantic Ave Ocean City MD
HK$701
HK$785 total
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (1,003 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$869
HK$973 total
1 Nov - 2 Nov
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 Shore

Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savour fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.

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

Top Eastern Shore Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Eastern Shore?
The amount you pay for a 5-star hotel in Eastern Shore depends on factors such as when you plan to travel and the length of your getaway. Our top tip for landing an awesome deal? Use our pricing filters to check out the available options for your preferred dates.
  • Search for the lowest price per night from HK$785
What makes a hotel 5 stars in Eastern Shore?
From high-end restaurants and fitness centers to swimming pools and premium bedding, the 5-star experience in Eastern Shore is all about comfort and luxury. But it calls for more than just upscale perks to earn a 5-star rating. Hotels must also offer superb guest-centric services like massage treatments, laundry and dry cleaning and 24-hour room service.
Are there any 5-star all-inclusive resorts in Eastern Shore?
Use our filter tool to find a luxury escape in Eastern Shore where everything you need is included in the price. After your initial search, refine your results for hotels that have a 5-star rating and are categorised as "All inclusive." The main thing on the itinerary at these stays? Pure indulgence and relaxation.

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