GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
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Upcoming Events
Dec
19
Jags and Java
Dec 19, 2026 · Wallingford, CT
Car show in Wallingford, CT, featuring classic, custom, and collector vehicles on display.
Dec
21
Lenny Incandella Memorial Cruise Night
Dec 21, 2026 · Willimantic, CT
Regular cars and coffee / cruise-in gathering in Willimantic, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
21
Monday Night Cruzin’ Fish Family Farm
Dec 21, 2026 · Bolton, CT
Car show in Bolton, CT, featuring classic, custom, and collector vehicles on display.
Dec
22
Cruise Night with Paradice
Dec 22, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
22
Hank’s Dairy Bar Car Cruise on the Lawn
Dec 22, 2026 · Plainfield, CT
Car show in Plainfield, CT, featuring classic, custom, and collector vehicles on display.
Dec
22
Joanna’s Restaurant Cruise Night
Dec 22, 2026 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
26
The Farmer’s Cow Cafe Weekly Car Show
Dec 26, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Dec
27
Blood Sweat and Gear's Car's and Coffee.
Dec 27, 2026 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Dec
27
Danbury Auto Spring and Welding Cruize Nights
Dec 27, 2026 · Danbury, CT
Car show in Danbury, CT, featuring classic, custom, and collector vehicles on display.
Jan
2
Bristol Auto Club Cruise Night
Jan 2, 2027 · Bristol, CT
Regular cars and coffee / cruise-in gathering in Bristol, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
2
The Farmer’s Cow Cafe Weekly Car Show
Jan 2, 2027 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Jan
3
Caffeine & Octane
Jan 3, 2027 · Glastonbury, CT
Regular cars and coffee / cruise-in gathering in Glastonbury, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
3
Cars and Coffee at the Birdhouse
Jan 3, 2027 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
8
Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land
Jan 8, 2027 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
9
Cruising The Highway Cruise Night
Jan 9, 2027 · Windsor Locks, CT
Regular cars and coffee / cruise-in gathering in Windsor Locks, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Cars and Coffee at the Birdhouse
Jan 10, 2027 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
10
Caffeine & Carburetors (lite)
Jan 10, 2027 · New Canaan, CT
Car show in New Canaan, CT, featuring classic, custom, and collector vehicles on display.
Jan
10
Blood Sweat and Gear's Car's and Coffee.
Jan 10, 2027 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Jan
10
Caffeine & Octane
Jan 10, 2027 · Glastonbury, CT
Regular cars and coffee / cruise-in gathering in Glastonbury, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
11
Monday Night Cruzin’ Fish Family Farm
Jan 11, 2027 · Bolton, CT
Car show in Bolton, 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.