GarageCherries
Milwaukee, WI Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Milwaukee, Wisconsin.
12 upcoming events in Milwaukee
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.
This Weekend in Milwaukee · Oct 16–Oct 18
Oct
18
AM Individual – Milwaukee Car Ferry & Willie
Oct 18, 2026 · Milwaukee, WI
Car show in Milwaukee, WI, featuring classic, custom, and collector vehicles on display.
Upcoming Events in Milwaukee
Oct
18
AM Individual – Milwaukee Car Ferry & Willie
Oct 18, 2026 · Milwaukee, WI
Car show in Milwaukee, WI, featuring classic, custom, and collector vehicles on display.
Nov
29
Cars & Coffee Milwaukee
Nov 29, 2026 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Dec
4
The Electric Cars @ Nashville North
Dec 4, 2026 · Milwaukee, WI
Car show in Milwaukee, WI, featuring classic, custom, and collector vehicles on display.
Dec
27
Cars & Coffee Milwaukee
Dec 27, 2026 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Jan
9
Cars and Coffee MKE – FREE Car Show
Jan 9, 2027 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Jan
31
Cars & Coffee Milwaukee
Jan 31, 2027 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Feb
6
🚗⛳ FIATs & Fairways! ⛳🚗
Feb 6, 2027 · Milwaukee, WI
Car show in Milwaukee, WI, featuring classic, custom, and collector vehicles on display.
Feb
28
Cars & Coffee Milwaukee
Feb 28, 2027 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Mar
13
Cars and Coffee MKE – FREE Car Show
Mar 13, 2027 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Mar
28
Cars & Coffee Milwaukee
Mar 28, 2027 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Apr
10
Cars and Coffee MKE – FREE Car Show
Apr 10, 2027 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Jun
12
Cars and Coffee MKE – FREE Car Show
Jun 12, 2027 · Milwaukee, WI
Regular cars and coffee / cruise-in gathering in Milwaukee, WI, drawing classic cars, hot rods, and collector vehicles.
Car Shows in Nearby Cities
Cars for sale near Wisconsin
1980 Ford Shay Model A Replica
Excellent1962 Chevrolet Impala
1983 Ford Econoline Wagon E150 Custom Van
2010 Chevrolet Camaro Berger 2SS
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.