Eastern Shore Romantic Holidays

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Top Romantic Eastern Shore Hotels

Lighthouse Club Hotel

Lighthouse Club Hotel

3 out of 5
200 56th Street, Ocean City, MD
  • 8 min drive from Ocean City Boardwalk
Stay at this 3-star luxury hotel in Ocean City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (560 reviews)

Couples like: adults-only property, bar

Travellers say...
"This was an awesome place to stay. Great room. Great restaurant with outstanding entertainment at night . 2 bands then a DJ. Danced the nights away. Staff at the lighthouse were fantastic. Steven went above and beyond to take care of. Us. Highly recommend this location. Plan on future stays."

Reviewed on 16 Jul 2025

Lighthouse Club Hotel
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
  • 2 hours drive from Ocean City Boardwalk
Stay at this luxury hotel in St. Michaels. Enjoy free Wi-Fi, free valet parking and a full-service spa. Our guests praise the helpful staff in their reviews. ...
9.4/10 Exceptional! (355 reviews)

Couples like: full-service spa, restaurant with ocean view, Hot tub

Travellers say...
"The setting is spectacular and the staff could not have been kinder and more helpful."

Reviewed on 13 Jul 2025

Inn at Perry Cabin
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
  • 2 hours drive from Ocean City Boardwalk
Stay at this 4-star beach resort in Cambridge. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their ...
8.6/10 Excellent! (1,000 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with ocean view, Hot tub

Good stay
"Beautiful hotel. plenty of things to do at the hotel site."

Reviewed on 17 Jul 2025

Hyatt Regency Chesapeake Bay
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.