GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
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Upcoming Events
Jun
9
Southington Drive-In Tuesday Night Car Cruise
Jun 9, 2027 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
10
Tribury Cruise Night
Jun 10, 2027 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
12
Cruising The Highway Cruise Night
Jun 12, 2027 · Windsor Locks, CT
Regular cars and coffee / cruise-in gathering in Windsor Locks, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
13
Cars and Coffee at the Birdhouse
Jun 13, 2027 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
13
Caffeine & Carburetors (lite)
Jun 13, 2027 · New Canaan, CT
Car show in New Canaan, CT, featuring classic, custom, and collector vehicles on display.
Jun
13
Caffeine & Octane
Jun 13, 2027 · Glastonbury, CT
Regular cars and coffee / cruise-in gathering in Glastonbury, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
13
Blood Sweat and Gear's Car's and Coffee.
Jun 13, 2027 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Jun
14
Monday Night Cruzin’ Fish Family Farm
Jun 14, 2027 · Bolton, CT
Car show in Bolton, CT, featuring classic, custom, and collector vehicles on display.
Jun
15
Cruise Night with Paradice
Jun 15, 2027 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
15
Southington Drive-In Tuesday Night Car Cruise
Jun 15, 2027 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
15
Joanna’s Restaurant Cruise Night
Jun 15, 2027 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
15
Dock34 Cruise Night
Jun 15, 2027 · Seymour, CT
Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
16
Cary Cruise Night
Jun 16, 2027 · Manchester, CT
Regular cars and coffee / cruise-in gathering in Manchester, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
16
Downtown Mount Clemens Cruise Night
Jun 16, 2027 · Manchester, CT
Regular cars and coffee / cruise-in gathering in Manchester, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
16
Southington Drive-In Tuesday Night Car Cruise
Jun 16, 2027 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
17
GoodFellas Car Meet
Jun 17, 2027 · Vernon, CT
Car show in Vernon, CT, featuring classic, custom, and collector vehicles on display.
Jun
17
Tribury Cruise Night
Jun 17, 2027 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
18
Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land
Jun 18, 2027 · Vernon, CT
Regular cars and coffee / cruise-in gathering in Vernon, 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.