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
Aug
29
Car Show at Natures Campsites
Aug 29, 2026 · Voluntown, CT
Car show in Voluntown, CT, featuring classic, custom, and collector vehicles on display.
Aug
29
2nd Annual Summertime Classic Car Show
Aug 29, 2026 · 10 AM – 2 PM · West Haven, CT
Surfside Veterans presents the 2nd Annual Summertime Classic Car Show at the West Haven City Hall Community Parking Lot. The fundraiser features classic and enthusiast vehicles, awards, food trucks and vendors. Awards are scheduled for 1 PM.
Aug
29
2nd annual Surfside veterans car show
Aug 29, 2026 · West Haven, CT
Car show in West Haven, CT, featuring classic, custom, and collector vehicles on display.
Aug
29
NXTHVN Block Party Glory Closing
Aug 29, 2026 · New Haven, CT
Car show in New Haven, CT, featuring classic, custom, and collector vehicles on display.
Aug
29
Farmers Cow Weekly Car Show
Aug 29, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Aug
29
Classic Car Cruises
Aug 29, 2026 · Brookfield, CT
Regular cars and coffee / cruise-in gathering in Brookfield, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
28
Joey B’s Cars & Cones
Aug 28, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Aug
28
Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land
Aug 28, 2026 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
28
Cruisin – CT Golf Land
Aug 28, 2026 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Tribury Classic Car Club Cruise Night
Aug 27, 2026 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Cruise Nights at Hops on the Hill
Aug 27, 2026 · Southbury, CT
Regular cars and coffee / cruise-in gathering in Southbury, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Norbrook Farm Brewery Cruise Night
Aug 27, 2026 · Colebrook, CT
Regular cars and coffee / cruise-in gathering in Colebrook, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Kimberly Farm Ice Cream Shoppe Cruise Night
Aug 27, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Tribury Cruise Night
Aug 27, 2026 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Cruise Night at Connecticut Valley Brewing
Aug 27, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Prospect Auto Club Cruise Night
Aug 27, 2026 · Prospect, CT
Regular cars and coffee / cruise-in gathering in Prospect, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
27
Prospect Car Show
Aug 27, 2026 · Prospect, CT
Car show in Prospect, CT, featuring classic, custom, and collector vehicles on display.
Aug
26
Cruise Nights at The Enfield Knights Council
Aug 26, 2026 · Enfield, CT
Regular cars and coffee / cruise-in gathering in Enfield, CT, drawing classic cars, hot rods, and collector vehicles.
Aug
26
State Line Propane & Oil Car Show
Aug 26, 2026 · Granby, CT
Car show in Granby, CT, featuring classic, custom, and collector vehicles on display.
Aug
26
Da Andrea Restaurant Classic Car Cruise
Aug 26, 2026 · Westbrook, CT
Car show in Westbrook, 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.