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.
Past Events
Sep
20
Cars and Coffee at the Birdhouse
Sep 20, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
20
Caffeine & Carburetors (lite)
Sep 20, 2026 · New Canaan, CT
Car show in New Canaan, CT, featuring classic, custom, and collector vehicles on display.
Sep
20
Cancer Care Fund of the Litchfield Hills Car Show
Sep 20, 2026 · Colebrook, CT
Car show in Colebrook, CT, featuring classic, custom, and collector vehicles on display.
Sep
20
New England Oldsmobile Club 29th Annual All Olds Car Show
Sep 20, 2026 · Plantsville, CT
Car show in Plantsville, CT, featuring classic, custom, and collector vehicles on display.
Sep
20
Innovators Show and Shine All Mopar Show & Swap Meet
Sep 20, 2026 · Enfield, CT
Car show in Enfield, CT, featuring classic, custom, and collector vehicles on display.
Sep
20
Harvest Cruze Car & Motorcycle Show- Marketplace
Sep 20, 2026 · Watertown, CT
Car show in Watertown, CT, featuring classic, custom, and collector vehicles on display.
Sep
20
Caffeine & Octane
Sep 20, 2026 · Glastonbury, CT
Regular cars and coffee / cruise-in gathering in Glastonbury, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
20
Valley Collector Car Club 25th annual car show
Sep 20, 2026 · East Hartford, CT
Car show in East Hartford, CT, featuring classic, custom, and collector vehicles on display.
Sep
19
Annual Family Day Car Show & Shine
Sep 19, 2026 · Ridgefield, CT
Car show in Ridgefield, CT, featuring classic, custom, and collector vehicles on display.
Sep
19
Joey D’s Cars & Cones
Sep 19, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Sep
19
K of C Council 14600 Annual Outdoor Harvest Craft Festival & Car Show
Sep 19, 2026 · Enfield, CT
Car show in Enfield, CT, featuring classic, custom, and collector vehicles on display.
Sep
19
Lee’s Car Show & RV Swap Meet
Sep 19, 2026 · Ellington, CT
Car show in Ellington, CT, featuring classic, custom, and collector vehicles on display.
Sep
19
Farmers Cow Weekly Car Show
Sep 19, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Sep
19
The Farmer’s Cow Cafe Weekly Car Show
Sep 19, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Sep
19
Bill’s Drive-In Saturday Cruise
Sep 19, 2026 · Monroe, CT
Regular cars and coffee / cruise-in gathering in Monroe, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
19
Jags and Java
Sep 19, 2026 · Wallingford, CT
Car show in Wallingford, CT, featuring classic, custom, and collector vehicles on display.
Sep
19
Bristol Auto Club Cruise Nights and Cars & Coffee starting May 2nd, 2026.
Sep 19, 2026 · Bristol, CT
Regular cars and coffee / cruise-in gathering in Bristol, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
19
Classic Car Cruises
Sep 19, 2026 · Brookfield, CT
Regular cars and coffee / cruise-in gathering in Brookfield, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
19
3rd Annual 1781 Cars on Main
Sep 19, 2026 · 11 AM – 2 PM · Wethersfield, CT
The 3rd Annual 1781 Cars on Main takes place at 250 Main Street in historic Old Wethersfield. The show features an impressive lineup of enthusiast vehicles along a closed section of Main Street with music, food trucks and community activities.
Sep
19
2026 Fall Karting Classic
Sep 19, 2026 · Salisbury, CT
Car show in Salisbury, 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.