Explore 77 Luxury Hotels in Eastern Shore

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Best Luxury Hotels in Eastern Shore

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$505 nightly

$555 total

Nov 23 - Nov 24

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room ...

9.6/10 Exceptional! (407 reviews)

"Beautiful property but rooms in need of some updates. (Dirty carpets, moldy curtains). Beds very comfortable!For $1200 a night with no amenities, it was a disappointment but was a fun trip!"

Reviewed on Oct 18, 2026

Hilton Garden Inn Ocean City Oceanfront

2800 Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$69 nightly

$77 total

Nov 8 - Nov 9

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, ...

9/10 Wonderful! (1,468 reviews)

"Staff were super friendly and the location was amazing."

Reviewed on Oct 30, 2026

Fenwick Inn

13801 Coastal Highway Ocean City MD

Fully refundableReserve now, pay when you stay

$75 nightly

$85 total

Nov 16 - Nov 17

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...

8.8/10 Excellent! (2,126 reviews)

"Room was clean and staff was friendly"

Reviewed on Oct 30, 2026

Inn at 202 Dover

202 East Dover Street Easton MD

A restaurant and a bar/lounge are featured at this inn. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...

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Lighthouse Club Hotel

200 56th Street Ocean City MD

Fully refundable

$195 nightly

$218 total

Nov 8 - Nov 9

Total with taxes and fees

A nightclub and a restaurant are featured at this smoke-free hotel. Enjoy the gym and free perks like continental breakfast and free self parking. You'll appreciate ...

The Edge at Fager's Island

200 A 56th Street Ocean City MD

Fully refundable

$273 nightly

$306 total

Nov 1 - Nov 2

Total with taxes and fees

A nightclub, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...

SeaLoft Oceanfront Hotel

4501 Atlantic Ave Ocean City MD

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. There's a convenience store and multilingual ...

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Tidelands Caribbean Hotel and Suites

5th Street on the Boardwalk Ocean City Ocean City MD

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a poolside bar on site, and concierge ...

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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.

5 star hotels in Eastern Shore

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$505 nightly

$555 total

Nov 23 - Nov 24

Total with taxes and fees

9.6/10 Exceptional! (407 reviews)

Eastern Shore Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Eastern Shore luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Eastern Shore to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Eastern Shore will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Eastern Shore, and plan your next opulent escape.

Eastern Shore hotels essential information

Accommodation	7,557 hotels
Lowest Price	$77
Highest Price	$555
Popular hotels	Inn at Perry Cabin, Inn at 202 Dover, Lighthouse Club Hotel, The Edge at Fager's Island, Hilton Garden Inn Ocean City Oceanfront, SeaLoft Oceanfront Hotel, Tidelands Caribbean Hotel and Suites, Fenwick Inn