GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
Browse cars for sale in Connecticut →Get this weekend's car shows near you, every Thursday
Just your email and ZIP — shows within 50 miles, no account needed.
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Narrow the events below by city, ZIP, event type, or date.
Past Events
Sep
8
Joanna’s Restaurant Classic Car Shows
Sep 8, 2026 · Somers, CT
Car show in Somers, CT, featuring classic, custom, and collector vehicles on display.
Sep
8
Joanna's Cruise Night
Sep 8, 2026 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
8
Southington Drive-In Tuesday Night Car Cruise
Sep 8, 2026 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
7
Connecticut Valley Brewing Company Cruise Night
Sep 7, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
7
Paradice Classic Cruisers Cruise-In
Sep 7, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
6
Four Seasons Classic Car Club Fall Classic Cars & Coffee
Sep 6, 2026 · Ansonia, CT
Regular cars and coffee / cruise-in gathering in Ansonia, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
5
The Colebrook Fair
Sep 5, 2026 · Colebrook, CT
Car show in Colebrook, CT, featuring classic, custom, and collector vehicles on display.
Sep
5
Farmers Cow Weekly Car Show
Sep 5, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Sep
5
Rotary Club of Ledyard 11th Annual Car Cruise
Sep 5, 2026 · Ledyard, CT
Car show in Ledyard, CT, featuring classic, custom, and collector vehicles on display.
Sep
5
Chik-Fil-A Cars and Coffee
Sep 5, 2026 · Enfield, CT
Regular cars and coffee / cruise-in gathering in Enfield, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
5
Bristol Auto Club Cruise Night
Sep 5, 2026 · Bristol, CT
Regular cars and coffee / cruise-in gathering in Bristol, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
4
The Ultimate Cruise Night
Sep 4, 2026 · Branford, CT
Regular cars and coffee / cruise-in gathering in Branford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
4
Corvette & Friends Car Cruise
Sep 4, 2026 · Monroe, CT
Regular cars and coffee / cruise-in gathering in Monroe, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
4
Lime Rock Park Historic Festival
Sep 4, 2026 · Lakeville, CT
Car show in Lakeville, CT, featuring classic, custom, and collector vehicles on display.
Sep
3
Prospect Auto Club Car Show at Senor Panchos
Sep 3, 2026 · Prospect, CT
Car show in Prospect, CT, featuring classic, custom, and collector vehicles on display.
Sep
3
Prospect Auto Club Cruise Night
Sep 3, 2026 · Prospect, CT
Regular cars and coffee / cruise-in gathering in Prospect, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
3
Kimberly Farm Ice Cream Shoppe Cruise Night
Sep 3, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
2
Car show @ Beer Garden @ Bart’s
Sep 2, 2026 · Windsor, CT
Car show in Windsor, CT, featuring classic, custom, and collector vehicles on display.
Sep
2
Wednesday Night Cruise at Fritz’s
Sep 2, 2026 · Oxford, CT
Regular cars and coffee / cruise-in gathering in Oxford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
2
THOMPSON ROD AND GUN CLUB CAR CRUISE
Sep 2, 2026 · Thompson, CT
Car show in Thompson, CT, featuring classic, custom, and collector vehicles on display.
Browse Connecticut car shows by city
Cars for sale in and near Connecticut
Excellent1956 Ford Thunderbird
Excellent1969 Chevrolet Chevelle SS 396
1966 Ford Mustang Convertible
1972 Austin Mini Clubman Wagon
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.