5 Star Hotels in Eastern Shore, Maryland

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Check availability on Eastern Shore 5 Star Hotels

Tonight
6 Aug - 7 Aug
Tomorrow
7 Aug - 8 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

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, (356)
"Beautiful place to stay."
The price is €616
includes taxes & fees
1 Sept - 2 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.
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

3301 Atlantic Ave, Ocean City, MD
The price is €252 per night from 3 Sept to 4 Sept
€252
3 Sept - 4 Sept
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
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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

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
Long Wharf Park

Top Eastern Shore Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Eastern Shore?
You'll find several pricing options for a 5-star hotel in Eastern Shore on Expedia. The amount you pay will depend on when you want to travel, length of stay and other factors. Compare all of the available accommodation for your preferred dates and use our pricing and other filters to find the ideal luxury stay.

  • Search for the lowest price per night from €244

What makes a hotel 5 stars in Eastern Shore?
From gourmet restaurants and all-day gyms to pools and superior bedding, the 5-star experience in Eastern Shore is all about comfort and luxury. But it requires more than just upscale perks to earn a 5-star rating. Stays must also offer exceptional guest-centric services like in-room massage treatments, on-site dry cleaning and laundry and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in Eastern Shore?
Expedia's filters are the best way to narrow down what you want. Select "All inclusive" and "5-star" to show the most luxurious hotels in Eastern Shore where your meals, lodging, activities and entertainment are included in the upfront price. At these stays, your holiday is absolute indulgence from the moment you step foot in the lobby.