Discover stores in Chestertown

Chestertown is a charming town located on the Eastern Shore of Maryland, United States. Known for its picturesque waterfront, the town boasts plenty of historic buildings, shops, restaurants and galleries within its old-fashioned brick streets. The town is home to Washington College, America's tenth oldest college, and hosts a variety of cultural events throughout the year, including the annual Chestertown Tea Party Festival. Outdoor enthusiasts will enjoy the nearby Chesapeake Bay and Sassafras River for boating, fishing and kayaking. With a friendly community and a laid-back atmosphere, Chestertown is the perfect destination for a relaxing weekend getaway.