GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
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Past Events
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
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
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
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
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
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
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.
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
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
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
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
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
Prospect Car Show
Aug 27, 2026 · Prospect, CT
Car show in Prospect, CT, featuring classic, custom, and collector vehicles on display.
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
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
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
26
Car show @ Beer Garden @ Bart’s
Aug 26, 2026 · Windsor, CT
Car show in Windsor, CT, featuring classic, custom, and collector vehicles on display.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.