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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.

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Narrow the events below by city, ZIP, event type, or date.

Past Events

Sep

26

Car Show

Farmers Cow Weekly Car Show

Sep 26, 2026 · Berlin, CT

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

Sep

26

Car Show

Cam Jammers Cars and Coffee

Sep 26, 2026 · Windsor Locks, CT

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

Sep

26

Cruise Night

Bristol Auto Club Cruise Nights and Cars & Coffee starting May 2nd, 2026.

Sep 26, 2026 · Bristol, CT

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

Sep

26

Car Show

2026 SUMMER CRUISE NIGHTS

Sep 26, 2026 · Waterbury, CT

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

Sep

26

Car Show

Morning Star Lodge #47 Car Show

Sep 26, 2026 · Seymour, CT

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

Sep

26

Cruise Night

Classic Car Cruises

Sep 26, 2026 · Brookfield, CT

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

Sep

25

Cruise Night

Trantolo & Trantolo Presents: Cruisin’ @ CT Golf Land

Sep 25, 2026 · Vernon, CT

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

Sep

25

Car Show

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

Sep 25, 2026 · Milford, CT

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

Sep

25

Cruise Night

Corvette & Friends Car Cruise

Sep 25, 2026 · Monroe, CT

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

Sep

25

Cruise Night

The Ultimate Cruise Night

Sep 25, 2026 · Branford, CT

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

Sep

25

Car Show

Joey D’s Cars & Cones

Sep 25, 2026 · Berlin, CT

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

Sep

25

Cruise Night

Blood Sweat and Gears Cruise Nights

Sep 25, 2026 · Milford, CT

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

Sep

24

Cruise Night

Seymour Lions Thursday Cruise

Sep 24, 2026 · Seymour, CT

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

Sep

24

Cruise Night

Norbrook Farm Brewery Cruise Night

Sep 24, 2026 · Colebrook, CT

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

Sep

24

Cruise Night

Tribury Classic Car Club Thursday Cruise

Sep 24, 2026 · Woodbury, CT

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

Sep

24

Cruise Night

Cruise Nights at Hops on the Hill

Sep 24, 2026 · Southbury, CT

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

Sep

24

Car Show

Prospect Car Show

Sep 24, 2026 · Prospect, CT

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

Sep

24

Cruise Night

Prospect Auto Club Cruise Night

Sep 24, 2026 · Prospect, CT

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

Sep

24

Cruise Night

Crusin East Thursday Cruise

Sep 24, 2026 · Milford, CT

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

Sep

24

Cruise Night

Tribury Cruise Night

Sep 24, 2026 · Woodbury, CT

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

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