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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

Jan

10

Car Show

Blood Sweat and Gear's Car's and Coffee.

Jan 10, 2027 · Milford, CT

Car show in Milford, CT, featuring classic, custom, and collector vehicles on display.

Jan

11

Car Show

Monday Night Cruzin’ Fish Family Farm

Jan 11, 2027 · Bolton, CT

Car show in Bolton, CT, featuring classic, custom, and collector vehicles on display.

Jan

12

Cruise Night

Joanna’s Restaurant Cruise Night

Jan 12, 2027 · Somers, CT

Regular cars and coffee / cruise-in gathering in Somers, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

12

Cruise Night

Cruise Night with Paradice

Jan 12, 2027 · New Milford, CT

Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

12

Cruise Night

Southington Drive-In Tuesday Night Car Cruise

Jan 12, 2027 · SOUTHINGTON, CT

Regular cars and coffee / cruise-in gathering in SOUTHINGTON, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

13

Cruise Night

Cary Cruise Night

Jan 13, 2027 · Manchester, CT

Regular cars and coffee / cruise-in gathering in Manchester, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

13

Cruise Night

Downtown Mount Clemens Cruise Night

Jan 13, 2027 · Manchester, CT

Regular cars and coffee / cruise-in gathering in Manchester, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

16

Cruise Night

Cars And Coffee Memphis

Jan 16, 2027 · Windsor Locks, CT

Regular cars and coffee / cruise-in gathering in Windsor Locks, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

16

Car Show

Jags and Java

Jan 16, 2027 · Wallingford, CT

Car show in Wallingford, CT, featuring classic, custom, and collector vehicles on display.

Jan

16

Cruise Night

Saturday Night Car Show At Buona Darien

Jan 16, 2027 · Darien, CT

Regular cars and coffee / cruise-in gathering in Darien, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

16

Cruise Night

Cruise-In On Main Street

Jan 16, 2027 · Manchester, CT

Regular cars and coffee / cruise-in gathering in Manchester, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

16

Cruise Night

Car Show BUONA Darien & Rainbow Cone

Jan 16, 2027 · Darien, CT

Regular cars and coffee / cruise-in gathering in Darien, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

17

Cruise Night

Caffeine & Octane

Jan 17, 2027 · Glastonbury, CT

Regular cars and coffee / cruise-in gathering in Glastonbury, CT, drawing classic cars, hot rods, and collector vehicles.

Jan

31

Car Show

Danbury Auto Spring and Welding Cruize Nights

Jan 31, 2027 · Danbury, CT

Car show in Danbury, CT, featuring classic, custom, and collector vehicles on display.

Feb

16

Car Show

Hank’s Dairy Bar Car Cruise on the Lawn

Feb 16, 2027 · Plainfield, CT

Car show in Plainfield, CT, featuring classic, custom, and collector vehicles on display.

Feb

16

Cruise Night

Cruise Night with Paradice

Feb 16, 2027 · New Milford, CT

Regular cars and coffee / cruise-in gathering in New Milford, CT, drawing classic cars, hot rods, and collector vehicles.

Feb

16

Cruise Night

Dock34 Cruise Night

Feb 16, 2027 · Seymour, CT

Regular cars and coffee / cruise-in gathering in Seymour, CT, drawing classic cars, hot rods, and collector vehicles.

Feb

18

Cruise Night

Tribury Cruise Night

Feb 18, 2027 · Woodbury, CT

Regular cars and coffee / cruise-in gathering in Woodbury, CT, drawing classic cars, hot rods, and collector vehicles.

Feb

19

Car Show

Joey D’s Cars & Cones

Feb 19, 2027 · Berlin, CT

Car show in Berlin, CT, featuring classic, custom, and collector vehicles on display.

Feb

19

Cruise Night

Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land

Feb 19, 2027 · Vernon, CT

Regular cars and coffee / cruise-in gathering in Vernon, CT, drawing classic cars, hot rods, and collector vehicles.

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Cars for sale in and near Connecticut

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Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.