Wilmington Fall Fest Annual Classic Car Show

The Wilmington Fall Fest Annual Classic Car Show takes place on Saturday, September 26, 2026, at the Fourth of July Parking Lot in Wilmington, Massachusetts, from 9:00 AM to 1:00 PM.

Vehicle entry is free, with participant access via School Street at Middlesex Avenue. The event features classic cars alongside a wide selection of food trucks, a touch-a-truck display, children’s activities, and raffles. Festival attendees also enjoy live music, an artisan market, an inflatable park, and a craft beer and cider garden.

Spectator admission wristbands are available for $8.50 in advance online or $10 at the gate, with free admission for children ages 1 and under. Parking is free on-site. In case of inclement weather, the scheduled rain date is Saturday, October 3, 2026.