Find Romantic Hotels in Eastern Shore, MD

    Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
  • one key icon
    Treat yourself
    Save instantly and earn perks with One Key
  • today icon
    Change your mind
    Book hotels with free cancellation

Pick from 117 Eastern Shore Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

queen size bed
Romantic Beach Getaway For 2 In Ocean City MD NEWLY UPDATED (BE SURPRISED)
10.0 out of 10, Exceptional, (98)
"This place is located at a very convenient spot. It is very cute and clean and a great getaway place for it a couple wanting to get away for a couple days. Emma, the host is great to work with. I hope to stay here again today."
Romantic Beach Getaway For 2 In Ocean City MD NEWLY UPDATED (BE SURPRISED)
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, (49)
"We were visiting family on this trip and doing sightseeing. It was wonderful to come back and relax. The scenery, the beds, the hosts were all wonderful and accommodating! The week flew by!"
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Welcome to Hoopers Island Bayside Haven
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
9.8 out of 10, Exceptional, (28)
"Perfect spot to rest and recharge and base your Chesapeake-area visit. The location is lovely, with access to both the Chesapeake (beautiful sunset views!) and the Honga River (beautiful sunrise views!). Apartment was perfect for my visit, and Debi and Steve are generous and accommodating hosts. They provide numerous amenities in this lovely and spotlessly clean space, with beautiful views of nature at your doorstep. I recommend this space and these hosts completely. Thank you for a lovely...
360° Water Views, Hoopers Island Vacation Studio, Fishing Creek
Front of property
Lighthouse Club Hotel
3.0 star property
9.6 out of 10, Exceptional, (474)
"Due to a family emergency we had to push our trip back a week and they were very understanding and accommodating. The lighthouse was cool and we had a lovely view from our room, extremely nice staff--kind and very helpful. Fagers Island restaurant was wonderful also. "
The price is AED 1,612
AED 1,790 total
includes taxes & fees
24 May - 25 May
Lighthouse Club Hotel
Outdoor dining
Inn at Perry Cabin
5.0 star property
9.6 out of 10, Exceptional, (296)
"Mason and Michael at the front desk were extremely helpful."
The price is AED 2,509
AED 3,014 total
includes taxes & fees
4 Jun - 5 Jun
Inn at Perry Cabin
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, (69)
"The place at the Quay was very nice and was described accurately. Only issue we had was the dryer would not dry clothes throughly (even with just a few pieces in the dryer). Also the upholstery had some stains on them but that may have been from previous renters. The condo was cleaned before check in. The View was great but staircase took a lot of getting used to. If someone had an leg injury they would not be able to use the steep staircase"
Affordable 2-Story Penthouse w/Panoramic Ocean And Bay Views
Exterior
Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, (1000)
"Gorgeous property. Beautiful views. Well maintained and kept clean. The bed was the best lullaby ever. I slept ever so soundly. Breakfast was bountiful and delicious. The young lady that checked us in was on the surly side and could use some professional development on friendliness and hospitality for people of all cultures. But, the gentleman from Ghana that check me out made up for what she lacked and redeemed my experience. I would definitely stay again. "
The price is AED 657
AED 901 total
includes taxes & fees
27 May - 28 May
Hyatt Regency Chesapeake Bay
Front of property
Grand Hotel Ocean City Oceanfront
3.0 star property
8.8 out of 10, Excellent, (2004)
"Loved it."
The price is AED 547
AED 660 total
includes taxes & fees
28 May - 29 May
Grand Hotel Ocean City Oceanfront
Exterior
Hilton Garden Inn Ocean City Oceanfront
3.0 star property
8.8 out of 10, Excellent, (1122)
"Superb View of the ocean….!!"
The price is AED 584
AED 648 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Ocean City Oceanfront
Living area
Atlantic Hotel
3.5 star property
8.8 out of 10, Excellent, (215)
"Everything was very convenient. They have everything here that I need."
The price is AED 569
AED 632 total
includes taxes & fees
26 May - 27 May
Atlantic Hotel
Don't see what you're looking for?
See all available properties in Eastern Shore
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.

Recent reviews of Eastern Shore hotels
Expedia verified reviews