Judges engage with participants during the 2019 Cutest Baby Contest at the Umatilla County Fair. This year’s event is Aug. 15, 2026, on the Les Schwab at the Eastern Oregon Trade and Event Center in Hermiston. (Hillia Productions/Contributed Photo)Stilt walker Heather Pearl engages with a young fair-goer as a roving entertainer during the 2025 Umatilla County Fair at the Eastern Oregon Trade and Event Center. (Katie Skillman Photography/Umatilla County Fair)HERMISTON — The Umatilla County Fair offers a variety of auxiliary entertainment Aug. 12-15 on its expansive outdoor grounds at the Eastern Oregon Trade and Event Center in Hermiston. Watch as your friends and neighbors across Umatilla County take the stage to share their talents while vying for cash prizes.