GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
Browse cars for sale in Connecticut →Filters
Narrow the events below by city, ZIP, or event type.
Upcoming Events
Jan
12
Southington Drive-In Tuesday Night Car Cruise
Jan 12, 2027 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
12
Cruise Night with Paradice
Jan 12, 2027 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
12
Joanna’s Restaurant Cruise Night
Jan 12, 2027 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
13
Downtown Mount Clemens Cruise Night
Jan 13, 2027 · Manchester, CT
Regular cars and coffee / cruise-in gathering in Manchester, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
13
Cary Cruise Night
Jan 13, 2027 · Manchester, CT
Regular cars and coffee / cruise-in gathering in Manchester, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
16
Car Show BUONA Darien & Rainbow Cone
Jan 16, 2027 · Darien, CT
Regular cars and coffee / cruise-in gathering in Darien, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
16
Jags and Java
Jan 16, 2027 · Wallingford, CT
Car show in Wallingford, CT, featuring classic, custom, and collector vehicles on display.
Jan
16
Cruise-In On Main Street
Jan 16, 2027 · Manchester, CT
Regular cars and coffee / cruise-in gathering in Manchester, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
16
Cars And Coffee Memphis
Jan 16, 2027 · Windsor Locks, CT
Regular cars and coffee / cruise-in gathering in Windsor Locks, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
16
Saturday Night Car Show At Buona Darien
Jan 16, 2027 · Darien, CT
Regular cars and coffee / cruise-in gathering in Darien, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
17
Caffeine & Octane
Jan 17, 2027 · Glastonbury, CT
Regular cars and coffee / cruise-in gathering in Glastonbury, CT, drawing classic cars, hot rods, and collector vehicles.
Jan
31
Danbury Auto Spring and Welding Cruize Nights
Jan 31, 2027 · Danbury, CT
Car show in Danbury, CT, featuring classic, custom, and collector vehicles on display.
Feb
16
Hank’s Dairy Bar Car Cruise on the Lawn
Feb 16, 2027 · Plainfield, CT
Car show in Plainfield, CT, featuring classic, custom, and collector vehicles on display.
Feb
16
Cruise Night with Paradice
Feb 16, 2027 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Feb
16
Dock34 Cruise Night
Feb 16, 2027 · Seymour, CT
Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.
Feb
18
Tribury Cruise Night
Feb 18, 2027 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
Feb
19
Joey D’s Cars & Cones
Feb 19, 2027 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Feb
19
Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land
Feb 19, 2027 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.
Feb
20
Jags and Java
Feb 20, 2027 · Wallingford, CT
Car show in Wallingford, CT, featuring classic, custom, and collector vehicles on display.
Feb
20
Joey D’s Cars & Cones
Feb 20, 2027 · Berlin, CT
Car show in Berlin, 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.