Waukesha County Fair, Fairest of the Fair – 2026 Official Competition Held at the Waukesha County Historical Society & Museum – Grand Ballroom: 101 West Main Street, Waukesha Judges and Contestants arrive at 5 pm Public and Families arrive at 6:30 pm
Immediately following the Fairest of the Fair competition Waukesha County Fair, Fairest of the Fair – 2026 Official Crowning Held at the Waukesha County Historical Society & Museum – Grand Ballroom: 101 W. Main Street, Waukesha