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GarageCherries

Wisconsin Car Shows & Events

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

Browse cars for sale in Wisconsin →

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

27

Car Show

Theresa Historical Society Events and Open Houses

Sep 27, 2026 · Theresa, WI

Car show in Theresa, WI, featuring classic, custom, and collector vehicles on display.

Sep

26

Car Show

Green Lake Harvest Fest Classic Car Show

Sep 26, 2026 · Green Lake, WI

Car show in Green Lake, WI, featuring classic, custom, and collector vehicles on display.

Sep

26

Car Show

Harvest Fest

Sep 26, 2026 · Oconto, WI

Car show in Oconto, WI, featuring classic, custom, and collector vehicles on display.

Sep

26

Cruise Night

One Automotive Cars & Coffee

Sep 26, 2026 · Eau Claire, WI

Regular cars and coffee / cruise-in gathering in Eau Claire, WI, drawing classic cars, hot rods, and collector vehicles.

Sep

26

Car Show

Gresham Fall Harvest Day Car Show

Sep 26, 2026 · 8 AM – 2 PM · Gresham, WI

The Gresham Fall Harvest Day Car Show takes place in downtown Gresham from 8 AM to 2 PM. Cars, trucks, motorcycles and tractors are welcome. Fall Harvest Day also includes food trucks, live entertainment, a craft fair and a pin-up contest, with a road cruise planned after the show.

Sep

26

Cruise Night

Kenosha LakeFront Cruise in!!!

Sep 26, 2026 · Kenosha, WI

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

Sep

26

Cruise Night

Caffeine and Chrome – Gateway Classic Cars of Milwaukee

Sep 26, 2026 · Caledonia, WI

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

Sep

26

Car Show

Dairy Isle Summer Cruise Nights

Sep 26, 2026 · Mauston, WI

Car show in Mauston, WI, featuring classic, custom, and collector vehicles on display.

Sep

26

Car Show

Madison Classics 49th Annual Jefferson Spring Car Show Featuring Oldsmobiles

Sep 26, 2026 · Jefferson, WI

Car show in Jefferson, WI, featuring classic, custom, and collector vehicles on display.

Sep

26

Car Show

Sunset Cruise at Road America

Sep 26, 2026 · Plymouth, WI

Car show in Plymouth, WI, featuring classic, custom, and collector vehicles on display.

Sep

26

Car Show

5th Annual Sauk Prairie Car Show

Sep 26, 2026 · Prairie Du Sac, WI

Car show in Prairie Du Sac, WI, featuring classic, custom, and collector vehicles on display.

Sep

26

Car Show

Lucky Clover Rescue Car, Motorcycle & Tractor Show

Sep 26, 2026 · 11 AM – 4 PM · Waterford, WI

Lucky Clover Rescue hosts a Car, Motorcycle & Tractor Show at 26503 Dover Line Road in Waterford. The show runs from 11 AM to 4 PM and combines enthusiast vehicles with music and activities supporting the nonprofit horse and farm-animal rescue.

Sep

26

Swap Meet

Fall Jefferson 49th Annual Swap Meet

Sep 26, 2026 · JEFFERSON, WI

Car show in JEFFERSON, WI, featuring classic, custom, and collector vehicles on display.

Sep

26

Car Show

9th Annual Elmwood Park Car and Bike Show!

Sep 26, 2026 · Racine, WI

Car show in Racine, WI, featuring classic, custom, and collector vehicles on display.

Sep

25

Car Show

License to Cruise

Sep 25, 2026 · Appleton, WI

Car show in Appleton, WI, featuring classic, custom, and collector vehicles on display.

Sep

25

Car Show

Irish Cottage Friday Nights Car Cruise

Sep 25, 2026 · Muskego, WI

Car show in Muskego, WI, featuring classic, custom, and collector vehicles on display.

Sep

25

Car Show

49th Annual Fall Jefferson Auto Swap Meet & Car Show

Sep 25, 2026 · Jefferson, WI

Car show in Jefferson, WI, featuring classic, custom, and collector vehicles on display.

Sep

25

Car Show

Millgate General Store & Deli Cruise Nights

Sep 25, 2026 · Burlington, WI

Car show in Burlington, WI, featuring classic, custom, and collector vehicles on display.

Sep

25

Cruise Night

Classic Car Cruise-ins

Sep 25, 2026 · Kenosha, WI

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

Sep

24

Cruise Night

Alonso & Peters Cars and Coffee

Sep 24, 2026 · Portage, WI

Regular cars and coffee / cruise-in gathering in Portage, WI, 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.