GarageCherries
Connecticut Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.
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Past Events
Sep
9
THOMPSON ROD AND GUN CLUB CAR CRUISE
Sep 9, 2026 · Thompson, CT
Car show in Thompson, CT, featuring classic, custom, and collector vehicles on display.
Sep
9
Car show @ Beer Garden @ Bart’s
Sep 9, 2026 · Windsor, CT
Car show in Windsor, CT, featuring classic, custom, and collector vehicles on display.
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
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
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
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
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
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
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
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
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
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
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
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
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
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.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.