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
Oct
5
Metro NY PCA DE: Lime Rock Park FULL DAY UNSHARED October 5, 2026
Oct 5, 2026 · Lakeville, CT
Car show in Lakeville, CT, featuring classic, custom, and collector vehicles on display.
Oct
5
Cruise Night – Open Cruise
Oct 5, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
5
Cruise Night: 60’s Night
Oct 5, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
4
4th Annual Kickin’ Country Car, Truck and Tractor Show
Oct 4, 2026 · Woodbury, CT
Car show in Woodbury, CT, featuring classic, custom, and collector vehicles on display.
Oct
4
Breast Cancer Awareness Car Show
Oct 4, 2026 · SOUTHINGTON, CT
Car show in SOUTHINGTON, CT, featuring classic, custom, and collector vehicles on display.
Oct
4
Blood Sweat and Gear's Car's and Coffee.
Oct 4, 2026 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Oct
3
Bill’s Drive-In Saturday Cruise
Oct 3, 2026 · Monroe, CT
Regular cars and coffee / cruise-in gathering in Monroe, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
3
The Farmer’s Cow Cafe Weekly Car Show
Oct 3, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Oct
3
Bristol Auto Club Cruise Night
Oct 3, 2026 · Bristol, CT
Regular cars and coffee / cruise-in gathering in Bristol, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
3
Farmers Cow Car Show
Oct 3, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Oct
2
Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land
Oct 2, 2026 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
1
Connecticut Seaport Car Club’s 2026 Cruise Nights
Oct 1, 2026 · Fairfield, CT
Regular cars and coffee / cruise-in gathering in Fairfield, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
1
Prospect Auto Club Car Show at Senor Panchos
Oct 1, 2026 · Prospect, CT
Car show in Prospect, CT, featuring classic, custom, and collector vehicles on display.
Oct
1
Prospect Car Show
Oct 1, 2026 · Prospect, CT
Car show in Prospect, CT, featuring classic, custom, and collector vehicles on display.
Oct
1
Crusin East Thursday Cruise
Oct 1, 2026 · Milford, CT
Regular cars and coffee / cruise-in gathering in Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
1
Prospect Auto Club Cruise Night
Oct 1, 2026 · Prospect, CT
Regular cars and coffee / cruise-in gathering in Prospect, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
1
Tribury Cruise Night
Oct 1, 2026 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
1
Cruise Night at Connecticut Valley Brewing
Oct 1, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
30
Wednesday Night Cruise at Orem’s Diner
Sep 30, 2026 · Wilton, CT
Regular cars and coffee / cruise-in gathering in Wilton, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
30
THOMPSON ROD AND GUN CLUB CAR CRUISE
Sep 30, 2026 · Thompson, CT
Car show in Thompson, CT, featuring classic, custom, and collector vehicles on display.
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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.