Winnebago County Fairest of the Fair. Application Deadline March 31.

2020 Updates

June 3, 2020 Thank you to everyone who submitted applications to be this year’s Fairest of the Fair (FOF). As of tonight 6/3 the FOF Contest at the State Level has been cancelled for 2021. Due to that we are cancelling the Winnebago County FOF Contest this year. The current STATE Fairest Cayley will be rolled over as the FOF until the 2022 Contest. What does that mean for you as current Contestants? Your applications will be rolled over until the Winnebago County Contest next Spring 2021 unless you want to withdraw your application. 

June 9, 2020 It is with heavy hearts that the Winnebago County Fair Association (WCFA) Board of Directors announces the cancellation of this year’s Winnebago County Fair set for August 5-9, 2020. See our Press Release for more information.

Contestants – Promotion of the County Fair happens year-round. With the unique situation this year due to COVID-19, we will be increasing our efforts to engage exhibitors and fair-goers on Social Media throughout the rest of 2020 and 2021. If you are interested in getting involved with our Social Media campaign or a 2020 Exhibitor Showcase, please contact us at

Fairest of the Fair Overview

The Fairest of the Fair program is a public relations position for young adults in the County. Fairest of the Fair IS NOT a beauty pageant, but rather a contest that focuses on the young adult’s poise, personality, community involvement, speaking ability and the ability to think on their feet. The contestant’s dress in business professional attire, submit a resume-like application and go through an interview process.

Once selected as Fairest of the Fair, the young adult attends community functions, does radio and television interviews, and participates in numerous area parades throughout the summer promoting the Winnebago County Fair. They also serve as the official hostess/host of the fair, which includes giving speeches, introducing entertainment and handing out ribbons to the youth. Finally, they are eligible to compete at the State Fairest of the Fair competition held in January each year.

Interested candidates must be 18 years of age and have a valid driver’s license. They must be a resident of Winnebago County. Open to men and women.

Annual Deadline to apply is MARCH 31ST
Applications are available upon request by emailing: