Lodging

Brampton Inn Bed and Breakfast
Address: 25227 Chestertown Road
Chestertown, Maryland 21620
A quiet Bed and Breakfast less than a mile from Chestertown, Maryland.
410-778-1860
Days Open: All
DCA Member
Great Oak Manor
Address: 10568 Cliff Road
Chestertown, Maryland 21620
Escape to Great Oak Manor!

There is a special place just waiting for you on the Chesapeake Bay on Maryland’s Eastern Shore. Our Chestertown, Maryland bed and breakfast is a magnificent country estate built in the Georgian Style. It is a charming B&B with twelve guest rooms and a fabulous family style accommodation in addition to spacious common areas.
800-504-3098
Days Open: All
DCA Member