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

Jun 2 - Jun 3

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! (533 reviews)

"Front desk staff was excellent. Everyone asked how we were, always greeted us whether we were coming or going. Room balcony was directly over the bay. Room was large, bathroom jetted tub/ shower was huge. Great stay!"

Reviewed on May 27, 2025

The Edge at Fager's Island

200 A 56th Street, Ocean City, MD

Fully refundable

$312 nightly

$346 total

Jun 3 - Jun 4

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

$169 nightly

$188 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 2 conference rooms, free WiFi in public areas, ...

8.8/10 Excellent! (1,168 reviews)

"We loved seeing this property redone now that is is a Hilton! But there were a few upgrades that still need done. The luggage carts are in need of fixing - 2 of them were very broken. The restaurant is nice, but the breakfast menu isn’t available online anywhere and the phone line to the restaurant ..."

Reviewed on May 29, 2025

SeaLoft Oceanfront Hotel

4501 Atlantic Ave, Ocean City, MD

Fully refundableReserve now, pay when you stay

$109 nightly

$121 total

Jun 2 - Jun 3

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! (185 reviews)

"Shay made our late night check in a breeze! Wonderful staff and a great experience. Would definitely stay again!"

Reviewed on May 29, 2025

Fenwick Inn

13801 Coastal Highway, Ocean City, MD

Fully refundableReserve now, pay when you stay

$102 nightly

$114 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! (1,946 reviews)

Excellent

Reviewed on May 29, 2025

Tidelands Caribbean Hotel and Suites

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

Fully refundableReserve now, pay when you stay

$110 nightly

$121 total

Jun 5 - Jun 6

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)

"I just wish the floors would’ve felt little cleaner not like a sticky tacky feeling and that the tub was little updated stopper didn’t work and nothing in bottom to hold water in was rusty drain,definitely could use some up keep work done railing wasn’t even connected at areas and rusty bad,the sliding ..."

Reviewed on May 31, 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	7,654 hotels
Lowest Price	$114
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.

Recent Eastern Shore Hotel Reviews By Fellow Wanderers

Ashore Resort & Beach Club

5 out of 5

Posted 15 hours ago

Travelocity Verified Review

"Resort is clean"

A verified traveler stayed at Ashore Resort & Beach Club

Fenwick Inn

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"My stay at Fenwick Inn was nothing short of Amazing. The location was good, not to far from the Rowland E Powell convention center. The front desk host was friendly. She made checking easy. When we got up to our room it was just like the photos online. On top of that is was clean. One of the highlights of my stay was the pool, hot tub and kiddie area. I would definitely visit Fenwick Inn and experience the roof top dining. Thank you for a wonderful stay!"

A verified traveler stayed at Fenwick Inn