Eastern Shore Romantic Holidays

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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
Stay at this 3-star luxury hotel in Ocean City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (550 reviews)

Couples like: adults-only property, bar

Travellers say...
"I love this please go is beautiful place I want to go again I share the lighthouse club with my friend and family please go"

Reviewed on 29 Jun 2025

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
Stay at this luxury hotel in St. Michaels. Enjoy free Wi-Fi, free valet parking and a full-service spa. Our guests praise the helpful staff in their reviews. ...
9.4/10 Exceptional! (350 reviews)

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

Cool place but very pricey
"Fabulous place on the water. Nice pool, beautiful gardens, beautiful common areas. It seems a fair bit over priced though. We stayed for two weeknights and with the taxes, fees (and of course a $65 “resort fee” (haven’t they been banned yet) each night was pushing $800. The room was average size, ..."

Reviewed on 27 Jun 2025

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
Stay at this 4-star beach resort in Cambridge. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their ...
8.6/10 Excellent! (1,003 reviews)

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

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

Reviewed on 22 Jun 2025

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.