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Connecticut Car Shows & Events

Classic car shows, auctions, swap meets, and cruise nights in Connecticut for 2026.

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Past Events

Sep

Car Show

Car show @ Beer Garden @ Bart’s

Sep 30, 2026 · Windsor, CT

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

Sep

Cruise Night

Wednesday Night Cruise at Fritz’s

Sep 30, 2026 · Oxford, CT

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

Sep

Car Show

THOMPSON ROD AND GUN CLUB CAR CRUISE

Sep 30, 2026 · Thompson, CT

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

Sep

Cruise Night

2026 Cruise Night At Crown Pizza

Sep 29, 2026 · Trumbull, CT

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

Sep

Cruise Night

Dock34 Cruise Night

Sep 29, 2026 · Seymour, CT

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

Sep

Cruise Night

Litchfield Crossings Tuesday Cruise

Sep 29, 2026 · New Milford, CT

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

Sep

Cruise Night

Cruise Night with Paradice Classic Cruisers

Sep 29, 2026 · New Milford, CT

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

Sep

Cruise Night

Sep 29, 2026 · Somers, CT

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

Sep

Cruise Night

Southington Drive-In Tuesday Night Car Cruise

Sep 29, 2026 · SOUTHINGTON, CT

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

Sep

Car Show

Two-Wheel Tuesdays

Sep 29, 2026 · South Windsor, CT

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

Sep

Car Show

Hank’s Dairy Bar Car Cruise on the Lawn

Sep 29, 2026 · Plainfield, CT

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

Sep

Car Show

September to Remember Car Show

Sep 27, 2026 · 10 AM – 1 PM · Middlefield, CT

September to Remember Car Show at Powder Ridge Mountain Park & Resort, 99 Powder Hill Road in Middlefield, benefits CAFAF's Children's Hope Fund. Show-car entry is $10 cash and spectator admission is free.

Sep

Car Show

Cafaf Car Show

Sep 27, 2026 · Middlefield, CT

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

Sep

Car Show

Danbury Auto Spring and Welding Cruize Nights

Sep 27, 2026 · Danbury, CT

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

Sep

Car Show

4th Annual Third Church Car Show

Sep 27, 2026 · 10 AM – 2:30 PM · Middletown, CT

Third Congregational Church presents its 4th Annual Car Show at 94 Miner Street in Middletown. Vehicle entry is $10 and the show features approximately 30 trophies along with food, music and raffles. Rain date is October 4.

Sep

Car Show