Event Venue

Bad Alfred’s
Address: 323 High St.
Chestertown, MD 21620
Located in historic downtown Chestertown, Maryland, Bad Alfred’s is a brewpub and distillery featuring house-made spirits, local craft beer and wood-fired pizzas.
(443) 282-0163
Business Tags: ,
Days Open: Thurs, Fri, Sat
Hours: Thursday & Friday, 5 – 8 pm, Saturday noon – 8 pm
DCA Member
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
Chester River Packet
Address: Chestertown. MD 21820
A 2 Hour Cruise on the Chester River
410 635 0321
Days Open: All
Hours: Varies
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