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  • Chestertown Car Show
     October 7, 2023
     11:00 AM - 6:00 PM

The Annual Chestertown Car Show accepts all years, makes & models of cars, trucks in 8 classes.

There will be 8 trophies, for specific classes, awarded on a judged basis.

We will also have 4 Special Category trophies to be awarded.

Early Registration online is $20.00

Day of Show Registration:  Day-of-show registration is $25.00 ( pre-registering is best! ) will begin at 11:00 AM.

Day of Show Registrations will be at the Car Show table/canopy, which will be located at Memorial Plaza

The exhibitor cars will begin parking at 1:15 PM


Venue Website:

316 High Street, Chestertown, Maryland, 21620, United States


Fountain Park is on High Street in the center of downtown Chestertown, MD. The car show will be on the 300 & 200 block of High Street from Cross Street to Lawyers Row.