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
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Eastern Shore 5-star hotels

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A hotel room with a large bed, a chair, a desk, and a television.
A golf course with a water hazard and surrounding trees.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
HK$3,800
HK$4,180 total
includes taxes & fees
11 Nov - 12 Nov
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 two-story house with a balcony, a covered porch, and a brick chimney.
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.

2. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
United States
Hans
HK$1,686
HK$1,888 total
includes taxes & fees
26 Oct - 27 Oct
Cypress River Inn & Spa
Exterior
Exterior
Room
Bathroom

3. Inn at 202 Dover

Inn at 202 Dover
Easton
United States
James
Inn at 202 Dover
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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.
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD
HK$1,677
HK$2,061 total
15 Nov - 16 Nov
includes taxes & fees
9.4/10 Exceptional! (504 reviews)
The Inn at Chesapeake Bay Beach Club
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD
HK$1,129
HK$1,506 total
23 Nov - 24 Nov
includes taxes & fees
Hyatt Regency Chesapeake Bay
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave Ocean City MD
HK$900
HK$1,008 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.

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A historic white mansion with a sign in front.

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$1,008
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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