GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
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Upcoming Events
Nov
20
Joey D’s Cars & Cones
Nov 20, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Nov
21
Jags and Java
Nov 21, 2026 · Wallingford, CT
Car show in Wallingford, CT, featuring classic, custom, and collector vehicles on display.
Nov
21
Joey D’s Cars & Cones
Nov 21, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Nov
21
The Bristol Auto Club LTD Cruise Night
Nov 21, 2026 · Bristol, CT
Regular cars and coffee / cruise-in gathering in Bristol, CT, drawing classic cars, hot rods, and collector vehicles.
Nov
21
The Farmer’s Cow Cafe Weekly Car Show
Nov 21, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Nov
22
Class of 2026 Car Show
Nov 22, 2026 · 12:30 PM · Madison, CT
Class of 2026 fundraising Car Show in the First Citizens Community Bank parking lot in Madison. The show begins at 12:30 PM and includes four vehicle trophies, including specialty awards.
Nov
23
Monday Night Cruzin’ Fish Family Farm
Nov 23, 2026 · Bolton, CT
Car show in Bolton, CT, featuring classic, custom, and collector vehicles on display.
Nov
24
Joanna’s Restaurant Cruise Night
Nov 24, 2026 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Nov
24
Hank’s Dairy Bar Car Cruise on the Lawn
Nov 24, 2026 · Plainfield, CT
Car show in Plainfield, CT, featuring classic, custom, and collector vehicles on display.
Nov
24
Cruise Night with Paradice
Nov 24, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Nov
29
Danbury Auto Spring and Welding Cruize Nights
Nov 29, 2026 · Danbury, CT
Car show in Danbury, CT, featuring classic, custom, and collector vehicles on display.
Dec
5
The Farmer’s Cow Cafe Weekly Car Show
Dec 5, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Dec
5
Bristol Auto Club Cruise Night
Dec 5, 2026 · Bristol, CT
Regular cars and coffee / cruise-in gathering in Bristol, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
13
Blood Sweat and Gear's Car's and Coffee.
Dec 13, 2026 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Dec
15
Joanna’s Restaurant Cruise Night
Dec 15, 2026 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
15
Southington Drive-In Tuesday Night Car Cruise
Dec 15, 2026 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
15
Cruise Night with Paradice
Dec 15, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
17
Tribury Cruise Night
Dec 17, 2026 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
18
Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land
Dec 18, 2026 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.
Dec
19
The Bristol Auto Club LTD Cruise Night
Dec 19, 2026 · Bristol, CT
Regular cars and coffee / cruise-in gathering in Bristol, CT, drawing classic cars, hot rods, and collector vehicles.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.