Find Romantic Hotels in Eastern Shore, MD

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Compare Eastern Shore Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Lighthouse Club Hotel
Front of property

Lighthouse Club Hotel

3.0 star property
9.4 out of 10, Exceptional, (513)
"Staff is very helpful, I will start again "
The price is AED 804
AED 893 total
includes taxes & fees
29 Dec - 30 Dec
Lighthouse Club Hotel
Romantic Beach Getaway For 2 In Ocean City MD NEWLY UPDATED (BE SURPRISED)
queen size bed

Romantic Beach Getaway For 2 In Ocean City MD NEWLY UPDATED (BE SURPRISED)

10.0 out of 10, Exceptional, (109)
"My wife and I stayed at Emma's place during the Ocean's Calling Festival in 2024. It was great for our needs, and a very good value, especially compared with the prices of other accommodations in the area. The apartment was spacious for the 2 of us; the bed was quite comfortable; all appliances worked fine. We brought bikes to ride to the festival, and having a bike rack at the apartment complex was convenient. I'd definitely stay again"
Romantic Beach Getaway For 2 In Ocean City MD NEWLY UPDATED (BE SURPRISED)
Inn at Perry Cabin
Outdoor dining

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (326)
"Anniversary weekend. We relaxed and enjoyed to town of St Michaels and the beautiful property."
The price is AED 1,339
AED 1,621 total
includes taxes & fees
9 Jan - 10 January 2025
Inn at Perry Cabin
Hyatt Regency Chesapeake Bay
Exterior

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1000)
"Attended a wedding off grounds and had overnight stay.. A very rewarding, friendly experience. Highly recommend. "
The price is AED 584
AED 838 total
includes taxes & fees
16 Jan - 17 January 2025
Hyatt Regency Chesapeake Bay
Grand Hotel Ocean City Oceanfront
Front of property

Grand Hotel Ocean City Oceanfront

3.0 star property
9.0 out of 10, Wonderful, (2437)
"This was a great peaceful stay"
The price is AED 198
AED 273 total
includes taxes & fees
9 Jan - 10 January 2025
Grand Hotel Ocean City Oceanfront
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Our Chrisy & Cooper on our dock with rowboat (hand-built Annapolis Wherry,)

Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm

9.8 out of 10, Exceptional, (50)
"This place is absolutely beautiful. So relaxing and management well let’s just say that they are the best people to be around. Looking forward to returning one day. Hated to leave"
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Hilton Garden Inn Ocean City Oceanfront
Exterior

Hilton Garden Inn Ocean City Oceanfront

3.0 star property
8.8 out of 10, Excellent, (1170)
"Excellent in service and attention"
The price is AED 261
AED 289 total
includes taxes & fees
7 Jan - 8 January 2025
Hilton Garden Inn Ocean City Oceanfront
Affordable 2-Story Penthouse w/Panoramic Ocean And Bay Views
Living Room with view of Ocean and Bay, pictures don't do it justice

Affordable 2-Story Penthouse w/Panoramic Ocean And Bay Views

9.6 out of 10, Exceptional, (76)
"We had the best time! Great location, excellent contact with the owners, just a great experience!"
Affordable 2-Story Penthouse w/Panoramic Ocean And Bay Views
Atlantic Hotel
Living area

Atlantic Hotel

3.5 star property
8.8 out of 10, Excellent, (255)
"The room (#10) was very comfortable. The bed covers were awfully heavy. The hotel was quite well kept and the food was extraordinary. Definitely will return."
The price is AED 514
AED 571 total
includes taxes & fees
29 Dec - 30 Dec
Atlantic Hotel
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
looking down river from the dock

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

9.8 out of 10, Exceptional, (80)
"Beautiful location on the river. We were visiting family in the fall so did not use the kayaks available—maybe next time! Nice to have a dog-friendly place too. Great and prompt communication with the hosts."
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
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.
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