Offers the Cumberland downtown experience with homemade frozen custard, coffee and espresso bar, deli style sandwiches, soups, salads, breakfast and adult beverages.

Extensive Civil War collection, displays of ceramics, glassware, early lighting, weapons and ancient artifacts. Reconstructions of cabinetmaker's shop and old-time country store.

This family eatery offers panoramic river views, with floor-to-ceiling windows and a spacious deck. Come for the laid-back feel, gorgeous sunsets, and menu of "really fresh fish," including daily catches from up and down the Eastern Seaboard. On the Maryland Crab & Oyster Trail.

An elegant Georgian waterfront estate situated on the peninsula of Coulbourn Creek at the mouth of the Chesapeake Bay.

Enjoy full flavored, fresh cuisine served with pride in a casual, environment.

Hosting a quaint beer garden is the perfect spots for a seasoned craft beer veteran or a curious casual beer drinker.

Two-hundred-seat community theater presents Broadway musicals "under the stars" across from the City Dock.

Bad Alfred's is a Micro Distillery, wood fire grill restaurant and brew pub located in Chestertown, MD. Hand crafted Brandy, Rye, Gin and Grappa onsite. Stop by to see our stills, sample our spirits, or try wood fire pizzas.

Affectionately know as "the house with generous porches", located in the heart of historic Chesapeake City.