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Top Luxury Eastern Shore Hotels

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

2 hours drive from Ocean City Boardwalk

Be treated to luxurious accommodations at Inn at Perry Cabin, where you can enjoy amenities like 24-hour room service, plush bedding, and more. Deluxe amenities ...

9.6/10 Exceptional! (391 reviews)

"Staff were awesome, location is awesome. Best place to stay in St. Michael's."

Reviewed on Jun 27, 2026

Inn at 202 Dover

202 East Dover Street Easton MD

2 hours drive from Ocean City Boardwalk

Pamper yourself with an extravagant stay at Inn at 202 Dover, where you'll find jetted bathtubs and pillowtop beds. Deluxe amenities at this inn include a restaurant, ...

Lighthouse Club Hotel

200 56th Street Ocean City MD

8 min drive from Ocean City Boardwalk

Pamper yourself with a luxury stay at Lighthouse Club Hotel, where you can enjoy amenities like Champagne service, massage services, and more. Notable amenities ...

9.4/10 Exceptional! (688 reviews)

"The hotel is very nice and the staff’s were amazing"

Reviewed on Jul 5, 2026

See all 8,018 properties in Eastern Shore

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.