Eastern Shore Romantic Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 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
Stay at this 3-star luxury hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (629 reviews)
"Great location and views with a spacious room, bathroom, and balcony"
Reviewed on 8 Oct 2025
Romantic Beach Getaway For 2 In Ocean City MD
Ocean City
Stay at this condo in Ocean City. Enjoy a water park, laundry facilities, and balconies. Popular attractions Ocean City Boardwalk and Ocean City Beach are located ...
9.8/10 Exceptional! (120 reviews)
"Emma was an amazing host. She kept in touch with us and recommended Fish Tales restaurant. The location is awesome, several amazing restaurants nearby. Loved the deck and decor. Ideal place for a romantic weekend away."
Reviewed on 30 Sept 2025
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (365 reviews)
"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 11 Sept 2025
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.
