Top Luxury Eastern Maryland Hotels

Inn at Perry Cabin

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! (355 reviews)

"The setting is spectacular and the staff could not have been kinder and more helpful."

Reviewed on 13 Jul 2025

Inn at 202 Dover

202 East Dover Street, Easton, MD

2 hours drive from Ocean City Boardwalk

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

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! (560 reviews)

"This was an awesome place to stay. Great room. Great restaurant with outstanding entertainment at night . 2 bands then a DJ. Danced the nights away. Staff at the lighthouse were fantastic. Steven went above and beyond to take care of. Us. Highly recommend this location. Plan on future stays."

Reviewed on 16 Jul 2025

See all 8,135 properties in Eastern Maryland

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.