GarageCherries
Wisconsin Car Shows & Events
Classic car shows, auctions, swap meets, and cruise nights in Wisconsin for 2026.
Browse cars for sale in Wisconsin →Filters
Narrow the events below by city, ZIP, or event type.
Upcoming Events
Oct
3
Banana Peeler Rat Rod, Hot Rod, Vintage Bicycle Show
Oct 3, 2026 · Green Bay, WI
Car show in Green Bay, WI, featuring classic, custom, and collector vehicles on display.
Oct
3
Prairie Wheels presents:The Kenosha October Fest Car Event!!
Oct 3, 2026 · Kenosha, WI
Car show in Kenosha, WI, featuring classic, custom, and collector vehicles on display.
Oct
3
Kimberly Fall Classic Car Show
Oct 3, 2026 · 9 AM – 2 PM · Kimberly, WI
The Kimberly Fall Classic Car Show takes place at Treaty Park in Kimberly. The fall automotive gathering runs from 9 AM to 2 PM and features classic and enthusiast vehicles.
Oct
3
East Troy Lions Club Car Show
Oct 3, 2026 · 9 AM – 2 PM · East Troy, WI
The East Troy Lions Club hosts its car show on October 3 from 9 AM to 2 PM. The community automotive event supports Lions Club activities and charitable programs.
Oct
4
Beach Harbor Resort Cool Car Show
Oct 4, 2026 · Sturgeon Bay, WI
Car show in Sturgeon Bay, WI, featuring classic, custom, and collector vehicles on display.
Oct
4
Burlington Community Car Club the Breakaway Cars & Coffee
Oct 4, 2026 · Burlington, WI
Regular cars and coffee / cruise-in gathering in Burlington, WI, drawing classic cars, hot rods, and collector vehicles.
Oct
4
Voyageur Inn Cars, Coffee & Breakfast
Oct 4, 2026 · Reedsburg, WI
Car show in Reedsburg, WI, featuring classic, custom, and collector vehicles on display.
Oct
4
Cars Croissants & Coffee Car Show Events
Oct 4, 2026 · Delafield, WI
Regular cars and coffee / cruise-in gathering in Delafield, WI, drawing classic cars, hot rods, and collector vehicles.
Oct
4
Downtown West Allis Classic Car Show
Oct 4, 2026 · West Allis, WI
Car show in West Allis, WI, featuring classic, custom, and collector vehicles on display.
Oct
5
Bristol 45 Diner Cruise-in Car Show
Oct 5, 2026 · Bristol, WI
Regular cars and coffee / cruise-in gathering in Bristol, WI, drawing classic cars, hot rods, and collector vehicles.
Oct
6
Car & Bike Cruise Night
Oct 6, 2026 · Waterford, WI
Regular cars and coffee / cruise-in gathering in Waterford, WI, drawing classic cars, hot rods, and collector vehicles.
Oct
6
The Pub at Pleasant Springs Cruise Night
Oct 6, 2026 · Stoughton, WI
Regular cars and coffee / cruise-in gathering in Stoughton, WI, drawing classic cars, hot rods, and collector vehicles.
Oct
7
Crusin Night at A&W
Oct 7, 2026 · Windsor, WI
Car show in Windsor, WI, featuring classic, custom, and collector vehicles on display.
Oct
8
DQ Grill & Chill Car Night
Oct 8, 2026 · Muskego, WI
Car show in Muskego, WI, featuring classic, custom, and collector vehicles on display.
Oct
8
Gordon’s Drive-In Restaurant Cruise in
Oct 8, 2026 · Mazomanie, WI
Regular cars and coffee / cruise-in gathering in Mazomanie, WI, drawing classic cars, hot rods, and collector vehicles.
Oct
8
Menomonie Taco John’s Octane & Iron Thursday Night Get-Together
Oct 8, 2026 · Menomonie, WI
Car show in Menomonie, WI, featuring classic, custom, and collector vehicles on display.
Oct
8
Car Cruise-In and Burgers
Oct 8, 2026 · Richland Center, WI
Regular cars and coffee / cruise-in gathering in Richland Center, WI, drawing classic cars, hot rods, and collector vehicles.
Oct
8
Cruisin’ the Courthouse Dodgeville
Oct 8, 2026 · Dodgeville, WI
Regular cars and coffee / cruise-in gathering in Dodgeville, WI, drawing classic cars, hot rods, and collector vehicles.
Oct
9
Irish Cottage Friday Nights Car Cruise
Oct 9, 2026 · Muskego, WI
Car show in Muskego, WI, featuring classic, custom, and collector vehicles on display.
Oct
10
Caledonia Auto Show
Oct 10, 2026 · 10 AM – 4 PM · Caledonia, WI
The Caledonia Auto Show takes place at the Public Safety Building, 5045 Chester Lane in Caledonia. The show runs from 10 AM to 4 PM and welcomes automotive enthusiasts for a fall vehicle showcase.
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.