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
16
THOMPSON ROD AND GUN CLUB CAR CRUISE
Sep 16, 2026 · Thompson, CT
Car show in Thompson, CT, featuring classic, custom, and collector vehicles on display.
Sep
16
Wednesday Night Cruise at Fritz’s
Sep 16, 2026 · Oxford, CT
Regular cars and coffee / cruise-in gathering in Oxford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
16
Car show @ Beer Garden @ Bart’s
Sep 16, 2026 · Windsor, CT
Car show in Windsor, CT, featuring classic, custom, and collector vehicles on display.
Sep
15
Joanna's Cruise Night
Sep 15, 2026 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
15
Cruise Night
Sep 15, 2026 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
15
Two-Wheel Tuesdays
Sep 15, 2026 · South Windsor, CT
Car show in South Windsor, CT, featuring classic, custom, and collector vehicles on display.
Sep
15
Litchfield Crossings Tuesday Cruise
Sep 15, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
15
Southington Drive-In Tuesday Night Car Cruise
Sep 15, 2026 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
15
Dock 34 Cruise Night
Sep 15, 2026 · Seymour, CT
Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
14
Connecticut Valley Brewing Company Cruise Night
Sep 14, 2026 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
13
The 30th Annual East Haven Fall Festival Car Show
Sep 13, 2026 · East Haven, CT
Car show in East Haven, CT, featuring classic, custom, and collector vehicles on display.
Sep
13
Cars and Coffee Darien
Sep 13, 2026 · Darien, CT
Regular cars and coffee / cruise-in gathering in Darien, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
12
2026 SUMMER CRUISE NIGHTS
Sep 12, 2026 · Waterbury, CT
Car show in Waterbury, CT, featuring classic, custom, and collector vehicles on display.
Sep
12
Farmers Cow Weekly Car Show
Sep 12, 2026 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
Sep
11
Blood Sweat and Gear's Car's and Coffee.
Sep 11, 2026 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Sep
10
Norbrook Farm Brewery Cruise Night
Sep 10, 2026 · Colebrook, CT
Regular cars and coffee / cruise-in gathering in Colebrook, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
10
CLCC’s Cruise Night & Car Shows 2026
Sep 10, 2026 · Coventry, CT
Regular cars and coffee / cruise-in gathering in Coventry, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
10
Kimberly Farm Ice Cream Shoppe Cruise Night
Sep 10, 2026 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
10
Prospect Auto Club Cruise Night
Sep 10, 2026 · Prospect, CT
Regular cars and coffee / cruise-in gathering in Prospect, CT, drawing classic cars, hot rods, and collector vehicles.
Sep
9
Da Andrea Restaurant Classic Car Cruise
Sep 9, 2026 · Westbrook, CT
Car show in Westbrook, 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.