The 29th annual Cruise Night on Main Street

The 29th Annual Cruise Night on Main Street, presented by NAPA Auto Parts, will take place in downtown Middletown, Connecticut, on Wednesday, September 2, 2026, from 4:30 to 8:00 PM. The event is held in collaboration with the City of Middletown and is moving to early September to support downtown businesses and complement other summer events in the area. Attendees can expect a showcase of classic cars, music, food, and large crowds along Main Street. Organizers encourage the community to save the date for this longstanding Middletown tradition.