
Eastern Shore Romantic Holidays
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Top Romantic Eastern Shore Hotels

Lighthouse Club Hotel
200 56th Street, Ocean City, MD
Stay at this 3-star luxury hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (598 reviews)
"Don’t usually write reviews but this hotel and staff are amazing and I will definitely coming back. 10/10"
Reviewed on 10 Aug. 2025

Romantic Beach Getaway For 2 In Ocean City MD
Ocean City
Stay at this condo in Ocean City. Enjoy a water park, laundry facilities, and balconies. Popular attractions Ocean City Boardwalk and Ocean City Beach are located ...
9.8/10 Exceptional! (116 reviews)
Girls' Weekend
"We got in very easily, and it was close to everything we wanted to do!"
Reviewed on 7 Aug. 2025

Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (359 reviews)
"IPC is a "hidden gem." It was great, from "soup to nuts." Especially the staff, who were all friendly, polite, knowledgeable, flexible, and helpful. Thanks to all of them on our behalf, please: staff are what make all the difference at any resort. (SPA treatments are a must.) Just one suggestion: ..."
Reviewed on 14 Aug. 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.