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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Narrow the events below by city, ZIP, event type, or date.
Past Events
Sep
19
Jags and Java
Sep 19, 2026 · Wallingford, CT
Car show in Wallingford, CT, featuring classic, custom, and collector vehicles on display.
Sep
18
The Ultimate Cruise Night
Sep 18, 2026 · Branford, CT
Regular cars and coffee / cruise-in gathering in Branford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
18
Blood Sweat and Gear's Car's and Coffee.
Sep 18, 2026 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Sep
18
Joey D’s Cars & Cones
Sep 18, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Sep
18
Blood Sweat and Gears Cruise Nights
Sep 18, 2026 · Milford, CT
Regular cars and coffee / cruise-in gathering in Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
18
Corvette & Friends Car Cruise
Sep 18, 2026 · Monroe, CT
Regular cars and coffee / cruise-in gathering in Monroe, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
18
Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land
Sep 18, 2026 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
18
Cruisin – CT Golf Land
Sep 18, 2026 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Cruise Nights at Hops on the Hill
Sep 17, 2026 · Southbury, CT
Regular cars and coffee / cruise-in gathering in Southbury, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Tribury Classic Car Club Thursday Cruise
Sep 17, 2026 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Crusin East Thursday Cruise
Sep 17, 2026 · Milford, CT
Regular cars and coffee / cruise-in gathering in Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Connecticut Seaport Car Club’s 2026 Cruise Nights
Sep 17, 2026 · Bridgeport, CT
Regular cars and coffee / cruise-in gathering in Bridgeport, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Cruise Night at Connecticut Valley Brewing
Sep 17, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Seymour Lions Thursday Cruise
Sep 17, 2026 · Seymour, CT
Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
17
Prospect Auto Club Cruise Night
Sep 17, 2026 · Prospect, CT
Regular cars and coffee / cruise-in gathering in Prospect, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
16
Cruise Nights at the Knights Council 50
Sep 16, 2026 · Enfield, CT
Regular cars and coffee / cruise-in gathering in Enfield, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
16
Wednesday Night Cruise at Orem’s Diner
Sep 16, 2026 · Wilton, CT
Regular cars and coffee / cruise-in gathering in Wilton, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
16
THOMPSON ROD AND GUN CLUB CAR CRUISE
Sep 16, 2026 · Thompson, CT
Car show in Thompson, CT, featuring classic, custom, and collector vehicles on display.
Sep
16
Southington Drive-In Tuesday Night Car Cruise
Sep 16, 2026 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
16
Wednesday Night Cruise at Fritz’s
Sep 16, 2026 · Oxford, CT
Regular cars and coffee / cruise-in gathering in Oxford, CT, drawing classic cars, hot rods, and collector vehicles.
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.