Eastern Maryland Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Romantic Eastern Maryland Hotels

Lighthouse Club Hotel

Lighthouse Club Hotel

3 out of 5
200 56th Street Ocean City MD
  • 10 min drive from Ocean City Beach
In-room massages, a lobby fireplace, and luxurious surroundings await visiting couples at this adults-only hotel. The property also offers onsite dining, Frette ...
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 Beach
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! (374 reviews)

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

Travelers say...
We had a great stay, hotel was very clean and food was great

Reviewed on Jan 3, 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 Beach
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! (1,003 reviews)

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

Travelers say...
The staff was very nice and helpful. The room was clean but cold. Even though we had the thermostat set to 74, it was still cold. All the amenities were great. It would have been nice if the room beds had been made and if fresh towels had been left in the room. Housekeeping didn't show up until 5:30 ...

Reviewed on Feb 22, 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.