GarageCherries
Wisconsin Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Wisconsin for 2026.
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Past Events
Sep
26
Harvest Fest
Sep 26, 2026 · Oconto, WI
Car show in Oconto, WI, featuring classic, custom, and collector vehicles on display.
Sep
26
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
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
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
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
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
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
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
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
26
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
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
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
Sunset Cruise at Road America
Sep 26, 2026 · Plymouth, WI
Car show in Plymouth, WI, featuring classic, custom, and collector vehicles on display.
Sep
25
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
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
25
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
License to Cruise
Sep 25, 2026 · Appleton, WI
Car show in Appleton, WI, featuring classic, custom, and collector vehicles on display.
Sep
25
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
24
Harley-Davidson Museum Bike Night Concert Series
Sep 24, 2026 · Milwaukee, WI
Car show in Milwaukee, WI, featuring classic, custom, and collector vehicles on display.
Sep
24
Great Lakes Dragaway Sticky Thursdays
Sep 24, 2026 · Union Grove, WI
Car show in Union Grove, WI, featuring classic, custom, and collector vehicles on display.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.