Eastern Shore Romantic Vacations

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

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    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    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! (553 reviews)

Couples like: adults only property, bar

Travelers say...
"Great place all around... definitely coming back"

Reviewed on 2025/7/11

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! (353 reviews)

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

Travelers say...
"Beautiful place to stay."

Reviewed on 2025/7/8

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! (1,004 reviews)

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

Travelers say...
"The Hyatt is a great stay. Balconies outside need painting. Staff and amenities otherwise are great."

Reviewed on 2025/6/22

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.