Fairest of the Fair/Fair Ambassador Program

Presented by Citizens Bank

Sponsored by Waukesha County Farm Bureau and Waukesha Noon Kiwanis
With Special Thanks to the King Family, Pick ‘N Save / Metro Market, Modern Ink, and the Waukesha County Historical Society and Museum for their unwavering support

DATE TBD | 5 pm

Waukesha County Fair, Fairest of the Fair – 2027 Official Competition

Held at the Waukesha County Historical Society & Museum – Grand Ballroom: 101 West Main Street, Waukesha

Wednesday, July 15 | 4:30 – 5:30

Waukesha County Fair, Fairest of the Fair – 2027 Official Crowning

Held on the Family Fun Stage in the Waukesha Freeman Exhibits Building during the Fairest of the Fair Royal “Tea” Event

Wednesday, July 15 | 4:30 – 5:30 pm

Fairest of the Fair Royal “Tea” Event

Held on the Family Fun Stage in the Waukesha Freeman Exhibits Building.
Registration opens June 1.

The Waukesha County Fair Association is now accepting applications for the 2027 Waukesha County Fair Fairest of the Fair competition. Any Waukesha County resident, at least 18 years of age on or before June 1, 2025, with Fair experience is encouraged to APPLY by June 1, 2026.

The Fairest of the Fair or Fair Ambassador is selected on the basis of personality, communication skills, school and community activities, professional appearance, knowledge of, and experience with the Waukesha County Fair. Requirements for the competition include being age 18 by the competition date and having knowledge/experience with the Waukesha County Fair. They will also need to attend at least three parades during the summer of their Fair and attend the annual Wisconsin Association of Fairs conventions, held annually in January.

Everyone is encouraged to apply; applicants can be male or female. If a female is selected, she will be known at the Fairest of the Fair. If a male is selected, he will be known as the Fair Ambassador. The individual chosen in 2026 will serve as the official host and spokesperson of the 2027 Waukesha County Fair, held July 21-25. The Fairest/Ambassador will have an entire year to learn more about the Fair, have increased opportunities to engage with the community, and be mentored by the current Fairest/Ambassador. The process of selecting a Fairest/Ambassador will be applied to each future year as well. This change is fostered by reviewing programs from other Fairs across the State and information provided by the State Fairest of the Fair Program to continue to improve our program, development, and offerings.

Responsibilities of the Fairest/Ambassador include welcoming the public, interviews with the media, announcing special events, judging and participating in contests, and awarding ribbons. Throughout the reigning year, the Fairest of the Fair/Fair Ambassador attends county functions, speaks at community engagements, schools, and clubs, and participates in parades as requested. During the following year’s Fair, the Fairest/Ambassador will be a part of putting together a showcase event on Opening Day (Wednesday) of the Fair. In addition, the Fairest/Ambassador represents the Waukesha County Fair at the three-day Wisconsin State Fairest of the Fairs Competition, to be held in January in Wisconsin Dells. A scholarship for continuing education will be awarded to the Fairest of the Fair/Fair Ambassador at the end of the reign.

Now Accepting Applications

APPLY NOW >

2026 Fairest of the Fair

Julia Missall of Mukwonago

A 2024 graduate of Mukwonago High School, Julia is currently attending the University of Wisconsin–La Crosse, where she is pursuing a diverse course load including Biology, Chemistry, Sociology, and Race & Gender Studies. She is also a member of the UWL Women’s Track and Field Team, where she competes in a variety of throwing events and volunteers at athletic events across campus.

Julia brings a rich history of involvement with the Waukesha County Fair. A 4-H member since 2009, she has exhibited rabbits, chickens, and even participated in a sheep costume contest. Her 4-H projects span a wide range of interests—from photography and quilting to woodworking, canning, and child development. She also serves as a Junior Leader in both the Rabbit and Food Preservation projects.

In high school, Julia was a four-time State qualifier in both Track & Field and Solo Ensemble. She earned MVP honors in field events for three consecutive years, received the National School Choral Award in 2024, and was nominated for Best Supporting Actor for her role in the musical Godspell. Outside the classroom and athletics, she serves as a cantor at St. John’s Church and volunteers at track meets in her community.

Julia is passionate about helping others and plans to pursue a career in the medical field—whether that path leads her to care for people or animals. She strives to be a positive role model and lives by the belief that everything should be done with purpose.

As Fairest of the Fair, Julia looks forward to being a welcoming face and ambassador for the Fair she’s loved for so many years. “I’m super excited and grateful to be able to have a platform to share about other opportunities at the Fair. I really want to focus my time on connecting with the community and sharing how they can be involved or just experience the Fair.”

1st Runner Up  Brooklyn Jones

2025 Fairest of the Fair

Sydney Miller of Oconomowoc

Sydney Miller is 18 years old and is a 2023 graduate of Oconomowoc High School. She currently attends UW Madison studying Agricultural Business with a minor in Life Sciences Communications. At college, Sydney participates in clubs such as the Association of Women in Agriculture, a professional development club focused on women in the Agricultural industry and is the Secretary for Saddle and Sirloin. In high school, Sydney was involved in basketball as a 3-time scholar athlete, the National Honor Society, the Spanish National Honor Society, LINK Crew and the FFA President her Junior and Senior year. She also received an accolade in the Kiwanis Hall of Fame for Ag Business. Outside of school, Sydney works at Miller Brothers Grass Farm, her family farm where she hopes to return after graduating college. She said being born into the agricultural industry set her up to develop her love for farming and the support has only furthered her passion. Sydney became involved with the Fair at 14 years old when she began showing swine projects and participated in the County Executive and Fair Marshal Junior Livestock Auction at the Fair. She also was involved in assisting with the 1st annual Spectacular Showmen show developed by 2023 Fairest of the Fair Ellie Szczech. Even more, she has been on the officer team for the Kettle Moraine Livestock Club where she has served as Secretary, Treasurer and Vice President and has volunteered in the 4-H Kitchen at Fair.

“Being Fairest means being that role model for the kids who have just started showing, and embodying what the Fair is all about: making life-long friendships, learning life lessons and most of all having fun. I want to encourage young kids and families to participate in 4-H, raise livestock projects and get involved with the Fair because there is always something to learn at the Fair!”

Past Fairests