GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
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Upcoming Events
Oct
24
Hot Rod Hootenanny at the Farm at Carter Hill
Oct 24, 2026 · Marlborough, CT
Car show in Marlborough, CT, featuring classic, custom, and collector vehicles on display.
Oct
24
The Rotary Club of Plainfield 4th Annual Car Show
Oct 24, 2026 · Plainfield, CT
Car show in Plainfield, CT, featuring classic, custom, and collector vehicles on display.
Oct
25
March farms trunk or treat car show 2026
Oct 25, 2026 · Bethlehem, CT
Car show in Bethlehem, CT, featuring classic, custom, and collector vehicles on display.
Oct
25
Blood Sweat and Gears Cars and Coffee
Oct 25, 2026 · Milford, CT
Regular cars and coffee / cruise-in gathering in Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
25
March Farm Presents Car Show Trunk Or Treat
Oct 25, 2026 · Bethlehem, CT
Car show in Bethlehem, CT, featuring classic, custom, and collector vehicles on display.
Oct
25
Ridgefield BMW: Cars & Coffee
Oct 25, 2026 · Ridgefield, CT
Regular cars and coffee / cruise-in gathering in Ridgefield, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
27
Cruise Night with Paradice Classic Cruisers
Oct 27, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Oct
28
Beer Garden at Bart’s Wednesday Car Show
Oct 28, 2026 · Windsor, CT
Car show in Windsor, CT, featuring classic, custom, and collector vehicles on display.
Oct
28
Summer Cruise
Oct 28, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Oct
28
Car show @ Beer Garden @ Bart’s
Oct 28, 2026 · Windsor, CT
Car show in Windsor, CT, featuring classic, custom, and collector vehicles on display.
Oct
29
Prospect Auto Club Car Show at Senor Panchos
Oct 29, 2026 · Prospect, CT
Car show in Prospect, CT, featuring classic, custom, and collector vehicles on display.
Oct
31
Cam Jammers Cars and Coffee
Oct 31, 2026 · Windsor Locks, CT
Car show in Windsor Locks, CT, featuring classic, custom, and collector vehicles on display.
Oct
31
Cam Jammers Auto Club Cars-N-Coffee
Oct 31, 2026 · Windsor Locks, CT
Car show in Windsor Locks, CT, featuring classic, custom, and collector vehicles on display.
Oct
31
Oct. 31: Driver Education @ LRP
Oct 31, 2026 · Lakeville, CT
Regular cars and coffee / cruise-in gathering in Lakeville, CT, drawing classic cars, hot rods, and collector vehicles.
Nov
7
Bristol Auto Club Cruise Night
Nov 7, 2026 · Bristol, CT
Regular cars and coffee / cruise-in gathering in Bristol, CT, drawing classic cars, hot rods, and collector vehicles.
Nov
7
Nexgen Car Show CT Dome Closer
Nov 7, 2026 · Danbury, CT
Car show in Danbury, CT, featuring classic, custom, and collector vehicles on display.
Nov
8
Blood Sweat and Gear's Car's and Coffee.
Nov 8, 2026 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Nov
10
Southington Drive-In Tuesday Night Car Cruise
Nov 10, 2026 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Nov
14
Cars and Coffee Darien – 2026 Cannonball Reunion
Nov 14, 2026 · Darien, CT
Regular cars and coffee / cruise-in gathering in Darien, CT, drawing classic cars, hot rods, and collector vehicles.
Nov
14
2026 Cannonball Reunion
Nov 14, 2026 · Darien, CT
Car show in Darien, 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.