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
10
Gordon’s Drive-In Restaurant Cruise in
Sep 10, 2026 · Mazomanie, WI
Regular cars and coffee / cruise-in gathering in Mazomanie, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
10
Menomonie Taco John’s Octane & Iron Thursday Night Get-Together
Sep 10, 2026 · Menomonie, WI
Car show in Menomonie, WI, featuring classic, custom, and collector vehicles on display.
Sep
10
Harley-Davidson Museum Bike Night Concert Series
Sep 10, 2026 · Milwaukee, WI
Car show in Milwaukee, WI, featuring classic, custom, and collector vehicles on display.
Sep
10
Cruisin’ the Courthouse Dodgeville
Sep 10, 2026 · Dodgeville, WI
Regular cars and coffee / cruise-in gathering in Dodgeville, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
9
Sandlots Of Salem Car Show
Sep 9, 2026 · Salem, WI
Car show in Salem, WI, featuring classic, custom, and collector vehicles on display.
Sep
9
•MG3 Sundaes on Wednesday – Kiltie Drive-In
Sep 9, 2026 · Oconomowoc, WI
Regular cars and coffee / cruise-in gathering in Oconomowoc, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
9
Pardeeville Piggly Wiggly Cruise in
Sep 9, 2026 · Pardeeville, WI
Regular cars and coffee / cruise-in gathering in Pardeeville, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
9
Crusin Night at A&W
Sep 9, 2026 · Windsor, WI
Car show in Windsor, WI, featuring classic, custom, and collector vehicles on display.
Sep
9
Kurnikis Motor Teeney
Sep 9, 2026 · Cross Plains, WI
Car show in Cross Plains, WI, featuring classic, custom, and collector vehicles on display.
Sep
8
Vintage Auto Group Kenosha Cruise-In at Culver’s
Sep 8, 2026 · Kenosha, WI
Regular cars and coffee / cruise-in gathering in Kenosha, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
8
Blue Mounds Cruise in
Sep 8, 2026 · Blue Mounds, WI
Regular cars and coffee / cruise-in gathering in Blue Mounds, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
8
Car & Bike Cruise Night
Sep 8, 2026 · Waterford, WI
Regular cars and coffee / cruise-in gathering in Waterford, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
7
Buzdum’s Pub & Grill Labor Day Car Show
Sep 7, 2026 · Germantown, WI
Car show in Germantown, WI, featuring classic, custom, and collector vehicles on display.
Sep
7
Calumet County Fair Car Show
Sep 7, 2026 · Chilton, WI
Car show in Chilton, WI, featuring classic, custom, and collector vehicles on display.
Sep
7
Bristol 45 Diner Cruise-in Car Show
Sep 7, 2026 · Bristol, WI
Regular cars and coffee / cruise-in gathering in Bristol, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
6
2nd Annual Phantom Run Car Show
Sep 6, 2026 · Madison, WI
Car show in Madison, WI, featuring classic, custom, and collector vehicles on display.
Sep
6
Cruise In
Sep 6, 2026 · Muskego, WI
Regular cars and coffee / cruise-in gathering in Muskego, WI, drawing classic cars, hot rods, and collector vehicles.
Sep
6
Beach Harbor Resort Cool Car Show
Sep 6, 2026 · Sturgeon Bay, WI
Car show in Sturgeon Bay, WI, featuring classic, custom, and collector vehicles on display.
Sep
6
Prentice Progress Days Car Show
Sep 6, 2026 · Prentice, WI
Car show in Prentice, WI, featuring classic, custom, and collector vehicles on display.
Sep
6
Wheels on Main
Sep 6, 2026 · West Bend, WI
Car show in West Bend, 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.