What’s in Chestertown

 A visit to Chestertown offers a blend of history, arts, shopping, and an exciting variety of lodging and dining experiences. Home to the Schooner Sultana, Chestertown provides a link to the maritime heritage of the Chester River and the Chesapeake Bay. The county seat of Kent County, on Maryland’s Upper Eastern Shore, Chestertown is surrounded by the rich tapestry of farmland and Chesapeake Bay estuaries that almost surround the county with water.    Read More

We’re Located in Historic Chestertown!

The WIN Thrift Store is located in historic Chestertown Maryland right on the Chester River. There are shops, restaurants, and brick sidewalks to stroll as you enjoy a peaceful, relaxing experience.  Read More


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