Eastern Shore Romantic Vacations

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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
In-room massages, a lobby fireplace, and luxurious surroundings await visiting couples at this adults-only hotel. The property also offers onsite dining, Frette ...
9.4/10 Exceptional! (649 reviews)

Couples like: adults only property, bar

Travelers say...
The staff were very polite and helpful. The room was amazing. We will be back for sure

Reviewed on Apr 8, 2026

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
Fall in love again at this upscale hotel. You and your special someone are sure to love the hot tub, spa, and ocean-view dining. You'll also appreciate the garden, ...
9.6/10 Exceptional! (380 reviews)

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

Travelers say...
Food, drinks and staff were all awesome. They had good bikes to borrow and ride into town on if you wanted, “don’t worry about locking them, nobody will take them”. They also would drive you, and pick you up if you wanted a ride to town. Everything about the experience was 1st class. Room was very ...

Reviewed on Apr 11, 2026

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
A spa, in-room massages, and ocean-view dining await couples visiting this romantic resort. The property also offers a garden, a hot tub, and a riverside ...
8.8/10 Excellent! (1,000 reviews)

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

Travelers say...
Had a great time will be back soon

Reviewed on Apr 6, 2026

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.