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

$486 total

per night

Dec 11 - Dec 12

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! (370 reviews)

Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.

Reviewed on Nov 12, 2025

Lighthouse Club Hotel

200 56th Street Ocean City MD

Fully refundable

$216 total

per night

Dec 7 - Dec 8

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! (637 reviews)

beautiful room

Reviewed on Nov 18, 2025

The Edge at Fager's Island

200 A 56th Street Ocean City MD

Fully refundable

$303 total

per night

Dec 7 - Dec 8

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! (183 reviews)

Very clean, the room was spacious, and the front desk was very welcoming. Highly recommend

Reviewed on Nov 16, 2025

Hilton Garden Inn Ocean City Oceanfront

2800 Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$79 total

per night

Jan 4 - Jan 5

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! (1,085 reviews)

Staff were friendly and professional. Hotel lobby and facilities were cleaned and well maintained. Rooms were up-to-date and clean.

Reviewed on Dec 2, 2025

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 ...

8.6/10 Excellent! (384 reviews)

Televisions do not offer enough channels. Couldn’t get bedroom TV to work properly.

Reviewed on Oct 26, 2025

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Fenwick Inn

13801 Coastal Highway Ocean City MD

Fully refundableReserve now, pay when you stay

$83 total

per night

Jan 4 - Jan 5

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! (2,003 reviews)

The ONLY COMPLAINT was the lack of courtesy from a senior front desk employee. Never a smile or courteous demeanor given during our stay. Ask a question and always got abrupt answers. My complaint was shared along with other family members and guests. This is not a reprimand on his demeanor but a ...

Reviewed on Nov 30, 2025

Tidelands Caribbean Hotel and Suites

5th Street on the Boardwalk Ocean City Ocean City MD

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 ...

7/10 Good! (1,200 reviews)

Check in staff was excellent and super helpful.

Reviewed on Nov 23, 2025

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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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5 star hotels in Eastern Shore

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$441 nightly

$486 total

Dec 11 - Dec 12

Total with taxes and fees

9.4/10 Exceptional! (370 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	7,565 hotels
Lowest Price	$79
Highest Price	$486
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

Recent Eastern Shore Hotel Reviews By Fellow Wanderers

Princess Royale Oceanfront Resort

5 out of 5

Posted 1 day ago

Travelocity Verified Review

"Staff are always so kind and rooms are immaculate. Indoor pool is well maintained"

A verified traveler stayed at Princess Royale Oceanfront Resort

Fenwick Inn

5 out of 5

Posted 4 days ago

Travelocity Verified Review

"The ONLY COMPLAINT was the lack of courtesy from a senior front desk employee. Never a smile or courteous demeanor given during our stay. Ask a question and always got abrupt answers. My complaint was shared along with other family members and guests. This is not a reprimand on his demeanor but a suggestion to make known to him a customer especially during the holiday season should be responded to with a friendly approach. The curmudgeon personality was not at all acceptable. Otherwise our stay at the Fenwick was delightful. "

A verified traveler stayed at Fenwick Inn