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
200 56th Street, Ocean City, MD
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! (623 reviews)
Couples like: adults only property, bar
Travelers say...
"Quiet, private, quaint, scenic an cozy...A beautiful oasis with lovely sunsets. It is indeed a 10/10."
Reviewed on 2025/9/19
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
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! (364 reviews)
Couples like: full-service spa, restaurant with ocean view, hot tub
Travelers say...
"Nice place to stay. Thru can’t do enough for you to make your stay comfortable and enjoyable Rooms are beautiful and clean"
Reviewed on 2025/9/11
Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
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! (1,010 reviews)
Couples like: full-service spa, couples spa treatments, restaurant with ocean view, hot tub
Travelers say...
"Beautiful place"
Reviewed on 2025/9/18
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.
