GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
Browse cars for sale in Connecticut →Get this weekend's car shows near you, every Thursday
Just your email and ZIP — shows within 50 miles, no account needed.
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Past Events
Sep
2
Da Andrea Restaurant Classic Car Cruise
Sep 2, 2026 · Westbrook, CT
Car show in Westbrook, CT, featuring classic, custom, and collector vehicles on display.
Sep
2
Wednesday Night Cruise at Orem’s Diner
Sep 2, 2026 · Wilton, CT
Regular cars and coffee / cruise-in gathering in Wilton, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
2
29th Annual Cruise Night on Main Street
Sep 2, 2026 · MIDDLETOWN, CT
Regular cars and coffee / cruise-in gathering in MIDDLETOWN, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
2
Cruise Nights at the Knights Council 50
Sep 2, 2026 · Enfield, CT
Regular cars and coffee / cruise-in gathering in Enfield, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
1
Joanna's Cruise Night
Sep 1, 2026 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
1
2026 Cruise Night At Crown Pizza
Sep 1, 2026 · Trumbull, CT
Regular cars and coffee / cruise-in gathering in Trumbull, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
1
Two-Wheel Tuesdays
Sep 1, 2026 · South Windsor, CT
Car show in South Windsor, CT, featuring classic, custom, and collector vehicles on display.
Sep
1
Cruise Night with Paradice Classic Cruisers
Sep 1, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
1
Joanna’s Restaurant Classic Car Shows
Sep 1, 2026 · Somers, CT
Car show in Somers, CT, featuring classic, custom, and collector vehicles on display.
Sep
1
Dock34 Cruise Night
Sep 1, 2026 · Seymour, CT
Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
1
Cruise Night
Sep 1, 2026 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
1
Hank’s Dairy Bar Car Cruise on the Lawn
Sep 1, 2026 · Plainfield, CT
Car show in Plainfield, CT, featuring classic, custom, and collector vehicles on display.
Sep
1
CAR CRUISE LIVE MUSIC: PHIL SMITH
Sep 1, 2026 · Plainfield, CT
Regular cars and coffee / cruise-in gathering in Plainfield, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
1
American Italian Civic Club – Car Show Sept 7th
Sep 1, 2026 · Waterbury, CT
Car show in Waterbury, CT, featuring classic, custom, and collector vehicles on display.
Sep
1
Southington Drive-In Tuesday Night Car Cruise
Sep 1, 2026 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
31
Paradice Classic Cruisers Cruise-In
Aug 31, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
31
Connecticut Valley Brewing Company Cruise Night
Aug 31, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
30
British Wheels on the Green
Aug 30, 2026 · Kent, CT
Car show in Kent, CT, featuring classic, custom, and collector vehicles on display.
Aug
30
Danbury Auto Spring and Welding Cruize Nights
Aug 30, 2026 · Danbury, CT
Car show in Danbury, CT, featuring classic, custom, and collector vehicles on display.
Aug
29
Cam Jammers Cars and Coffee
Aug 29, 2026 · Windsor Locks, CT
Car show in Windsor Locks, CT, featuring classic, custom, and collector vehicles on display.
Browse Connecticut car shows by city
Cars for sale in and near Connecticut
Excellent1956 Ford Thunderbird
Excellent1969 Chevrolet Chevelle SS 396
1966 Ford Mustang Convertible
1972 Austin Mini Clubman Wagon
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.