Eastern Shore Romantic Vacations

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

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$5,067 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 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! (637 reviews)

Couples like: adults only property, bar

Travelers say...
beautiful room

Reviewed on 2025/11/18

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, ...
9.4/10 Exceptional! (370 reviews)

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

Travelers say...
Fantastic resort; beautiful with lots of great history. Highly recommend the historic walking tour with Jay.

Reviewed on 2025/11/12

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 ...
8.6/10 Excellent! (1,005 reviews)

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

Travelers say...
Great amenities, excellent spa and service, friendly staff and great food.

Reviewed on 2025/11/26

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.