MOUNT CRAWFORD VA: (Rocktown Now) – The Rockingham County Fair opened its 2026 season on Saturday with one of its most cherished traditions — the annual fair pageant. This year’s event highlighted three standout winners. Miss Rockingham County Fair Grayson Long, Jr. Miss Rockingham County Fair Olivia Sinnett, and Mrs. Rockingham County Fair Jennifer Kimble Harper.

Grayson Long earned the top crown after years of leadership across Rockingham County’s agricultural and youth organizations. A Turner Ashby High School graduate with honors, Long has built a résumé that reflects both academic excellence and deep community involvement.
This year’s Jr. Miss title went to Olivia Sinnett, who impressed judges with her poise, confidence, and commitment to representing the fair’s younger participants.
Jennifer Kimble Harper was named Mrs. Rockingham County Fair, earning recognition for her community involvement, stage presence, and commitment to supporting local agriculture and family‑centered fair traditions.

