Chestertown | Thornton Estate

Things to do in and around Chestertown

Located on the Eastern Shore of Maryland, Chestertown was founded in 1706 and served as a major port of entry during colonial times. Its brick sidewalks and attractive antique stores, restaurants, and inns beckon visitors and residents alike to wander, browse and admire. Chestertown’s Historic District boasts the second largest district of restored 18th Century homes in Maryland as well as some superb examples of later and more elaborate architectural styles. Washington College, the tenth oldest liberal arts institutions in the US, was helped established by Geroge Washington during his many visits to Chestertown during his travels from Philadelphia and Mount Vernon.

Like Thornton Estate, Chestertown is the perfect mix of the old and the new. A short distance from major cities such as Philadelphia, Baltimore, and Washington, D.C., Chestertown is conveniently located for quiet and restful getaways. However, there is no shortage of activities guests can experience. Here are some highlights of the variety of activities, eateries, and businesses to visit during your stay at Thornton. You can find more information about other activities and events through the Kenty County Visitor’s Center website.