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

$629 nightly

$692 total

Jun 15 - Jun 16

Total includes 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 ...

9.4/10 Exceptional! (345 reviews)

"The Junior Suite was excellent. Transportation to and from local businesses was wonderful."

Reviewed on May 25, 2025

Lighthouse Club Hotel

200 56th Street, Ocean City, MD

Fully refundable

$223 nightly

$248 total

May 29 - May 30

Total includes 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 ...

9.4/10 Exceptional! (529 reviews)

"Wonderful stay. Spacious room. Great spaces to relax and enjoy the view of the sunset. Close walk to the beach and night life but also a beautiful hotel to enjoy peace and quiet."

Reviewed on May 21, 2025

The Edge at Fager's Island

200 A 56th Street, Ocean City, MD

$312 nightly

$346 total

May 29 - May 30

Total includes 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. ...

9.4/10 Exceptional! (136 reviews)

"This place is very unique and incredibly intimate. I really enjoy the atmosphere."

Reviewed on May 25, 2025

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Hilton Garden Inn Ocean City Oceanfront

2800 Baltimore Ave, Ocean City, MD

Fully refundableReserve now, pay when you stay

$139 nightly

$154 total

May 29 - May 30

Total includes 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, ...

8.8/10 Excellent! (1,169 reviews)

"Well maintained"

Reviewed on May 25, 2025

SeaLoft Oceanfront Hotel

4501 Atlantic Ave, Ocean City, MD

Fully refundableReserve now, pay when you stay

$105 nightly

$117 total

May 29 - May 30

Total includes taxes and fees

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 ...

8.8/10 Excellent! (182 reviews)

"Great location, friendly staff. Wasn't aware of the dog friendly feature. Wasn't wild about barking dogs"

Reviewed on May 26, 2025

Fenwick Inn

13801 Coastal Highway, Ocean City, MD

Fully refundableReserve now, pay when you stay

$91 nightly

$101 total

Jun 2 - Jun 3

Total includes 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. ...

8.6/10 Excellent! (1,937 reviews)

"Great location for boardwalk fest. Great places to eat nearby, and the beach across the street. The morning buffet was sad with few selections and no room to move in the room. our handicap bathroom in our room was a challenge. They basically put a bar near the toilet and labeled it handicap. There ..."

Reviewed on May 21, 2025

Tidelands Caribbean Hotel and Suites

5th Street on the Boardwalk Ocean City, Ocean City, MD

Fully refundableReserve now, pay when you stay

$94 nightly

$103 total

May 29 - May 30

Total includes taxes and fees

This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's ...

6.6/10 (1,003 reviews)

"It was close to alot of places and seeing the beach from the room"

Reviewed on May 22, 2025

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 ...

Very romantic and beautiful Inn!

"We stayed in the French Room at the Inn at 202Dover in Easton, MD. We were welcomed by the manager, Vincent. The room was just as beautiful as it looked in the photos! The whole inn is a gem! The only thing I didn't end up trying was the hydrojet massage bathtub. There were directions in the guest ..."

Reviewed on Apr 28, 2019

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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

$629 nightly

$692 total

Jun 15 - Jun 16

Total includes taxes and fees

9.4/10 Exceptional! (345 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	7,592 hotels
Lowest Price	$101
Highest Price	$692
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

Popular Luxury Stays in Eastern Shore

Popular places to visit

Ocean City Boardwalk

4.5/5(1,896 reviews)

Ocean City Boardwalk is just one of the places to see in Ocean City, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches in this family-friendly area, or check out its lively bars.