29th Annual Cruise Night on Main Street

Join us as hundreds of classic cars line Main Street, from Washington Street to the South Green, for this exciting annual event!  Enjoy live music , tasty food, and a stunning display of pre-2001 vehicles 🚙. It's a family-friendly celebration you won’t want to miss! 🎉

Suggested Donation: $10 per Car 💵

Proceeds benefit Middletown youth programs, including:

• Hal Kaplan Middletown Mentor Program 🤝
• Middletown Recreation Programs 🏞️
• Middletown Summer Youth Employment Program 💼

This event is made possible by the generous support of our volunteers, including:

• Connecticut Military Corvette Club
• Garage Guys Car Club 🏎️

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In collaboration with the City of Middletown, we’ve moved the event to early September to better support our downtown businesses during a summer with frequent Main Street closures, give the classic cars a cooler night to cruise (no overheating!), and complement the many America 250 events happening in Middletown (and our region) this summer.

It’s also the perfect way to celebrate Labor Day weekend and close out the summer together!

Join us for classic cars, music, great food, and thousands of spectators lining Main Street for one of Middletown’s favorite traditions.

End the summer with us on Main Street! 🚘✨