Events - Main Street Chestertown

Chestertown Events

Enjoy Chestertown's Year-Round Festivities

Farmers' & Artisans' Market

300 High Street
October 8, 2022 8:00 am - 12:00 pm

Dickens of a Christmas

200 High Street
December 2, 2022 5:00 pm - 5:00 pm

Hometown Holiday & Parade

300 High Street
November 25, 2022 12:00 am - 12:00 am

Check Out Our Signature Events All Year Long!