The Miss Iola Pinup Contest will be back in 2024!
July 2024
Iola Car Show

The Perfect Event for Vintage Lovers
With over 300 acres that showcase more than 2,200 show cars, 4,200 swap spaces, 1,000 car corral spaces and 1,600 camping spaces, the Iola Car Show transforms a little town with a population of 1,301 into a massive event with roughly 100 times that number in attendance.
The Miss Iola Pinup Contest brings vintage lovers and pinup gals from all over the Midwest to one of the largest and longest running car shows in America.
Join us in crowning the 6th Annual Miss Iola
Brought to you by Ginny Rosewater and pinup group The Midwest Rockabeauties, the Miss Iola Pinup Contest will be back for a fifth year - with even bigger prizes, bigger fanfare, and bigger personalities!
Iola Car Show 
Tundraland Stage
Iola, WI Car Show Grounds
700 E State St, Iola WI 54945
Date/ Time
Start time: Noon
Contest Format/ Rules
Posing and Bios.
Each contestant will come on stage and do three poses while the MC reads your bio (put together from the registration questions – it gives the audience and judges a little feel for your personality).
Question and Answer.
The top 13 contestants from Round 1 will go into Round 2 where they will be asked a question related to pinup/40s-60s (the list of possible questions will be given to you a month in advance).
The Final Round.
Round 3 will consist of the top 5 contestants. All will be asked the same question. The top 3 will then be crowned and have their photo taken.
Contestants who make it to the 3rd round are welcome to change their outfit but it's not mandatory.
2022 Prizes
1st Place - Miss Iola Blue Ribbon
• Square 1 Images Photoshoot
• Original Art Print by Robert Summerland Art
Dollface Vintage 2 by Chery Dollface (courtesy of Working Class Publishing)
• Beauty Bag

2nd Place - Miss CUStom Cutie
• Cardinal White Photoshoot
• Dollface Kitchen by Cherry Dollface (courtesy of Working Class Publishing)
• Original Art Print by Robert Summerland Art
• Beauty Bag

3rd Place - Miss Hotrod Honey
• Girls by Shannon Brooke (courtesy of Working Class Publishing)
• Original Art Print by Robert Summerland Art
• Beauty Bag

Contestant Prizes
Every entrant receives an amazing gift bag with world-class prizes from our sponsors!
Your Host 
Ginny Rosewater
Back to Top