Eastern Shore Luxury Holidays
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Top Luxury Eastern Shore Hotels
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
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)
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 202 Dover
202 East Dover Street, Easton, MD
Stay at this 5-star luxury inn in Easton. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Avalon Theatre and Customs House are located ...
Very romantic and beautiful Inn!
"We stayed in the French Room at the Inn at 202Dover in Easton, MD. We were welcomed by the manager, Vincent. The room was just as beautiful as it looked in the photos! The whole inn is a gem! The only thing I didn't end up trying was the hydrojet massage bathtub. There were directions in the guest ..."
Reviewed on 28 Apr 2019
Lighthouse Club Hotel
200 56th Street, Ocean City, MD
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)
"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
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.