Compare and book 5 Star hotels in Eastern Shore, Maryland

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Check availability on Eastern Shore 5 Star Hotels

Top Eastern Shore 5 Star Hotels

Our top choices for Eastern Shore 5-star hotels

Inn at Perry Cabin
Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (361)
"Beautiful place to stay."
The price is £513
includes taxes & fees
17 Sept - 18 Sept
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 Shore.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge, MD
The price is £210 per night from 28 Aug to 29 Aug
£210
28 Aug - 29 Aug
includes taxes & fees
8.6/10 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 Shore

Explore the seaside area of Eastern Shore—beaches, boating and popular sights like Ocean City Beach.

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Long Wharf Park

Top Eastern Shore Hotel Reviews

Find out more about Eastern Shore

Find out more about Eastern Shore

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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 £145

What makes a hotel 5 stars in Eastern Shore?
From high-end restaurants and fitness centres 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.