Find Romantic Hotels in Eastern Shore, MD

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Pick from 117 Eastern Shore Romantic Hotels and compare 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, (512)
"Very nice a clean. Staff very friendly and helpful. "
The price is SAR 898
SAR 996 total
includes taxes & fees
8 Dec - 9 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, (322)
"Everything about this property was exceptional! Definitely will be back!"
The price is SAR 1,128
SAR 1,365 total
includes taxes & fees
17 Dec - 18 Dec
Inn at Perry Cabin
Hyatt Regency Chesapeake Bay
Exterior

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1070)
"Anniversary. Great time. Beautiful property "
The price is SAR 635
SAR 893 total
includes taxes & fees
2 Dec - 3 Dec
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, (2599)
"The view of the beach and sunrise is awesome!!"
The price is SAR 204
SAR 281 total
includes taxes & fees
3 Dec - 4 Dec
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, (1302)
"Great service, great place to stay!"
The price is SAR 270
SAR 300 total
includes taxes & fees
4 Dec - 5 Dec
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, (251)
"Clean, comfortable, lovely stay"
The price is SAR 526
SAR 584 total
includes taxes & fees
1 Dec - 2 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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