The Fairest of the Fair serves as the official ambassador for the Jefferson County Fair, promoting its educational, agricultural, social, and cultural opportunities. Throughout their one-year term, they represent the Fair and related events across Jefferson County and beyond, participating in parades, festivals, community gatherings, radio interviews, and various activities during the Fair. The term begins on coronation night and concludes at the following year’s coronation.

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2026 Royalty Members

We are fortunate to have two Fair Royalty members for the year of 2026. What's Fair Royalty you may ask? This is a position open to any candidates who ran for the Fairest of the Fair competition, didn't win, and still wants to take the year to build on their agriculture and social skills in a meaningful experience. Fair Royalty will spend 2026 attending parades, festivals, and the fair alongside the Fairest, and will eventually earn scholarships.

Who are the 2026 Royalty Members?

Sydney Streich

Sydney Streich brings enthusiasm, leadership, and a long-standing connection to the Jefferson County Fair. The daughter of Shannon and Jim Streich, Sydney has been involved in 4-H and fair activities for 14 years, taking on numerous leadership roles and earning multiple honors throughout her involvement.

She previously served as the 2023–2024 Jefferson County 4-H Equine Ambassador, a role that helped her develop strong communication skills and self-confidence. Sydney’s dedication to youth leadership, agriculture, and the fair community makes her a strong representative of Jefferson County and its traditions.

Olivia Jennrich

Olivia Jennrich is a dedicated dairy specialist with deep roots in agricultural education and youth organizations. The daughter of Heidi and Dave Jennrich, Olivia has been actively involved in Jefferson County FFA and 4-H since childhood, focusing her efforts primarily on dairy cattle projects.

Olivia plans to continue her passion for agriculture into her professional career, with aspirations of becoming a bovine embryologist. She was nominated for the Fairest of the Fair program by Josie Bailey, who highlighted Olivia’s numerous achievements as well as her inclusive leadership style and advocacy for the dairy industry. Olivia is recognized for her outgoing nature and her commitment to making others feel welcomed and supported at events and activities.

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When the Wisconsin Fairest of the Fair program began in 1965, multiple counties were recruited to join in. Our first record of a Jefferson County Fairest of the Fair begins in 1978 with Tammy Johnson (Kielbasa). In 1992, the Fairest program officially became an established and cherished tradition of the Jefferson Fair. Children look up to them, exhibitors value their advice, and everyone benefits from their friendly and knowledgeable presence. If you'd like to learn more about the program, see the information below! Keep an eye out for the Fairest throughout Jefferson County, and follow her adventures on social media!

2006 - Ashley (Weissmann) Madson

2005 - Becky (Folgert) Mehringer

2004 - Amanda (Georgson) Maahs

2003 - Liz Krause

2002 - Gwen Dolph (Boettcher)

2001 - Shavon Schwartz

2000 - Kylene (Cook) Anderson

1999 - Nicole (Jordan) Wagner

1998 - Jodi (Skalitski) Joas

1997 - Karen Kleckner

1996 - Sadi Jo (Meidl) Buzdu

1995 - Jennifer (Haberman) Statz

1994 - Kim Timm

1993 - Brenda Germandson

1992 - Robbie Lukes