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2 events,
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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
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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 |
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Join Sydney, the 2025 Fairest of the Fair, and other Waukesha County Fair representatives at Friday Night Live in Downtown Waukesha. |
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