Compare and book 5 Star hotels in Eastern Shore, Maryland

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Eastern Shore 5 Star Hotels

Tonight
4 Jul - 5 Jul
Tomorrow
5 Jul - 6 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Top 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, (352)
"Grounds are beautiful. Staff very friendly and attentive "
The price is 16.388.725 ₫
19.830.489 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Inn at Perry Cabin
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 7.048.069 ₫ per night from 21 Jul to 22 Jul
7.048.069 ₫
9.249.346 ₫ total
21 Jul - 22 Jul
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Still don't see what you're looking for?
See all properties in Eastern Shore.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

See all hotels in Eastern Shore
Long Wharf Park

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 7.048.069 ₫

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.