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.
Filters
Narrow the events below by city, ZIP, event type, or date.
Upcoming Events
Apr
18
Blood Sweat and Gear's Car's and Coffee.
Apr 18, 2027 · Milford, CT
Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.
Apr
19
Lenny Incandella Memorial Cruise Night
Apr 19, 2027 · Willimantic, CT
Regular cars and coffee / cruise-in gathering in Willimantic, CT, drawing classic cars, hot rods, and collector vehicles.
Apr
19
Monday Night Cruzin’ Fish Family Farm
Apr 19, 2027 · Bolton, CT
Car show in Bolton, CT, featuring classic, custom, and collector vehicles on display.
Apr
20
Dock34 Cruise Night
Apr 20, 2027 · Seymour, CT
Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.
May
18
Dock34 Cruise Night
May 18, 2027 · Seymour, CT
Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.
May
18
Cruise Night with Paradice
May 18, 2027 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
May
18
Joanna’s Restaurant Cruise Night
May 18, 2027 · Somers, CT
Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.
May
20
Tribury Cruise Night
May 20, 2027 · Woodbury, CT
Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.
May
21
Joey D’s Cars & Cones
May 21, 2027 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
May
22
Joey D’s Cars & Cones
May 22, 2027 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
May
22
The Farmer’s Cow Cafe Weekly Car Show
May 22, 2027 · Berlin, CT
Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.
May
24
Monday Night Cruzin’ Fish Family Farm
May 24, 2027 · Bolton, CT
Car show in Bolton, CT, featuring classic, custom, and collector vehicles on display.
May
25
Dock34 Cruise Night
May 25, 2027 · Seymour, CT
Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.
May
25
Cruise Night with Paradice
May 25, 2027 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
May
27
–Jun 1
2027 Greenwich Concours d’Elegance
May 27 – Jun 1, 2027 · Greenwich, CT
Car show in Greenwich, CT, featuring classic, custom, and collector vehicles on display.
Jun
6
Caffeine & Octane
Jun 6, 2027 · Glastonbury, CT
Regular cars and coffee / cruise-in gathering in Glastonbury, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
6
Caffeine & Carburetors (lite)
Jun 6, 2027 · New Canaan, CT
Car show in New Canaan, CT, featuring classic, custom, and collector vehicles on display.
Jun
6
Cars and Coffee at the Birdhouse
Jun 6, 2027 · South Windsor, CT
Regular cars and coffee / cruise-in gathering in South Windsor, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
8
Southington Drive-In Tuesday Night Car Cruise
Jun 8, 2027 · SOUTHINGTON, CT
Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.
Jun
8
Cruise Night with Paradice
Jun 8, 2027 · New Milford, CT
Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.
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.