Here is your weekly update for car shows and car cruises happening in Wisconsin. We are also constantly adding shows so check the website for any new shows that are added for this week.
Join our Facebook group, Wisconsin Car Shows & Cruise-Ins for all the latest flyers, events and car show happenings in Wisconsin.
If you are hosting an event you can list it for free here. Want to email us a show flyer or let us know about an incorrect listing? Email [email protected]. We want to have the most up-to-date and accurate car show listings!
Events can get cancelled or rescheduled at the last moment, so please check the event website link or contact info on the flyers before heading out to a show.
Monday, June 15
Tuesday, June 16
Cathy’s Ice Cream ‘n Candy Shoppe Classic Car Cruise in
5:00 pm – 8:00 pm
Cathy’s Ice Cream ‘n Candy Shoppe
Saint Germain WI
Wednesday, June 17
American Legion Post 375 Car & Bike Night Summer Social
4:00 pm
American Legion Post 375
Mukwonago WI
Thursday, June 18
Sick Summer 2026 Day Four (Great Lakes Dragaway) Presented By Motion Raceworks
8:00 am
516 172Nd Ave
Union Grove WI
Winealot Wine Pub Summer Car Show Series
4:00 pm – 8:00 pm
Winealot Wine Pub – Eatery
Greenleaf WI
Richland Center Lions Club Car Cruise-In and Burgers
4:30 pm – 6:30 pm
23630 County Highway Aa
Richland Center WI
Harley-Davidson Museum Bike Night Concert Series
5:00 pm – 9:00 pm
Harley-Davidson Museum
Milwaukee WI
Friday, June 19
Moneypit WI Car Club Father’s Day Car Show at Home Harbor Assisted Living
4:00 pm – 6:00 pm
Home Harbor Assisted Living
Racine WI
Harley-Davidson Museum Custom Car & Bike Night
4:00 pm – 8:00 pm
Harley-Davidson Museum
Milwaukee WI
Waterloo American Legion Post 233 Car Show & Burger Night
5:30 pm – 7:30 pm
Waterloo American Legion Post 233
Waterloo WI
Saturday, June 20
Summer Knights Car Club 9th Annual Car & Bike Show
8:00 am – 3:00 pm
N10559 Moodig Rd.
Tomahawk WI
Madison Classics 49th Annual Jefferson Spring Car Show Featuring Oldsmobiles
8:00 am – 4:00 pm
Jefferson County Fair Park
Jefferson WI
Classic Cruzers Car Club & VFW 9th Annual Veterans Benefit Car Show
9:00 am – 2:00 pm
1015 Center Ave
Janesville WI
Cruisin’ For A Cause Classic Car Show
10:00 am – 2:00 pm
Lafayette County Fairgrounds
Darlington WI
NP of West Bend 2nd Annual car Show
1:00 pm – 4:00 pm
New Perspective Senior Living of West Bend
West Bend WI
Chippewa Falls Main Street Summer Series Cruise in Car Shows
4:00 pm – 8:00 pm
Downtown Chippewa Falls
Chippewa Falls WI
Sunday, June 21
49th Annual Evening Optimist Father’s Day Car & Truck Show
8:00 am – 2:30 pm
American Legion
Fond Du Lac WI
Stars and Cars America’s 250 Rock County Historical Society Car Show
10:00 am – 2:00 pm
The Lincoln – Tallman House Grounds
Janesville WI
Discovery Commons Brookfield 4th Annual Car Show
3:00 pm – 6:00 pm
Discovery Commons Brookfield
Brookfield WI