Classic Car Show
FREE WITH PAID ADMISSION TO THE FAIR
Held south of Main StageSunday, July 19
Presented by Lannon Stone Sponsored by Kilpatrick Engine & Transmission, Express Towing & Recovery, and Randle, Dable, Brisk Funeral Home & Crematory
Noon – 1:15 pm | Registration
1:30 pm Sharp | Parade Starts
2 – 8 pm | Cars in Place
4 pm | Awards Presentation
Start Your Engines for the 15th Annual Classic Car Show — Sunday, July 19, 2026!
Presented by Lannon Stone
Chrome gleams, engines purr, and nostalgia rolls in—our 15th Annual Classic Car Show is back at the Waukesha County Fair this year! From candy-apple red Mustangs and rumbling GTOs to fins-up Cadillacs and sleek Studebakers, this one-of-a-kind show turns Sunday at the Fair into a vintage lover’s dream. Whether you’re showcasing your pride and joy or strolling the rows of timeless rides, you won’t want to miss this Fair tradition under the summer sun.
Registration Perks
The first 75 cars registered will receive:
- A guaranteed dash plaque
- Free admission for the driver and one guest
Check-In Details
- All participants must check in at the staging area parking lot across from the Waukesha County Courthouse (across the street from 515 W. Moreland Blvd., Waukesha, WI 53188).
- Parade registration and line-up begin at 12:00 PM (Noon)
- The parade departs promptly at 1:15 PM
Awards
- People’s Choice: Top 3 vehicles
- Lannon Stone Presenting Sponsor Award
- Sponsor’s Choice Awards: Presented by Kilpatrick Engine & Transmission, Randle-Dable-Brisk Funeral Home, and Express Towing & Recovery
- Fairest’s Choice: Chosen by our 2026 Fairest of the Fair
Special Thanks
We’re proud to recognize the continued support of our Classic Car Show partners:
Kilpatrick Engine & Transmission Inc., Express Towing & Recovery, and Randle-Dable-Brisk Funeral Home.
On-Site Registration available at the staging area on Sunday
Pit Stop Lane
Get ready to rev your engines and dive into the action!
Join us for an exciting, up-close experience as local race car drivers bring their incredible machines to the Fairgrounds. From drag cars and stock cars to high-powered sprint cars, you’ll get a rare look at vehicles many only see on the track—and you might even have the chance to hop in the driver’s seat!
As part of our 15th Annual Classic Car Show, don’t miss Pit Stop Lane—your all-access pass to explore these impressive builds, meet the drivers behind the wheel, and discover what makes each car unique!
Whether you’re a lifelong racing fan or just looking for something new and exciting, this is your chance to feel the horsepower, hear the engines, and connect with the thrill of racing like never before.
2026 People’s Choice Awards
1st Place
1938 TruckByron Jorgenson, Genesee
2nd Place
1979 CorvetteTom Bellows, Pewaukee
3rd Place
1967 BonnevilleSylvester Williams, New Berlin
2026 Sponsor’s Choice Awards
Lannon Stone Choice Award Winner
1962 Oldsmobile Dynamic 88Jake Gaylord, Vernon
Kilpatrick Engine and Transmission Choice Award Winner
1962 Grand SierraKory King, Waukesha
Randle-Dable-Brisk Funeral Home Choice Award Winner
1967 GTXEric Judd, Dousman
Express Towing and Recovery Choice Award Winner
1938 TruckByron Jorgenson, Genesee
Car Show Committee Choice Award Winner
1959 Oldsmobile 88Josh Mani, Mukwonago
Fairest of the Fair Choice Award Winner
1968 CorvetteBrian Tazalla, Whitefish Bay