Chestertown, the county seat of Kent, the Eastern Shore of Maryland's oldest county, 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. A visit to Chestertown's Historic District is especially worthwhile, and includes a number of fine colonial residences, as well as some superb examples of later and more elaborate architectural styles.

Second largest district of restored 18th-Century homes in Maryland, Chestertown is also home to Washington College, the nation's tenth oldest liberal arts college, founded in 1782.







Visit the Official
Chestertown Website


Town of Chestertown

118N Cross Street
Chestertown, Maryland 21620
PH: 410 778 0500


Chestertown Visitor Center

122 N. Cross Street
Chestertown, Maryland 21620
PH: 410 778 9737