7 events found.
Week of Events
Jenny Wiley Festival
The Jenny Wiley Festival is Prestonsburg’s signature fall celebration, held each October in the heart of downtown. Since 1982, it has brought together families, friends, and visitors for four days of community spirit, entertainment, and fun. The festival features a lively mix of carnival rides, arts and crafts from regional artisans, food vendors, parades, car […]
Sunday, October 5, 2025
No events on this day.
Monday, October 6, 2025
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October 6, 2025 -Free Chair Yoga
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October 6, 2025 -Soup Bean Dinner & Craft
Free Chair Yoga
🪑 Chair Yoga – Mondays, 10 AMGentle, supportive, and perfect for all ages and abilities! Start your week with balance, strength, and relaxation. Hosted by the Floyd County Library in Downtown Prestonsburg
Tuesday, October 7, 2025
Wednesday, October 8, 2025
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October 8, 2025 -Appalachian Mountain Wrestling
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October 8, 2025 -Jenny Wiley Idol
Jenny Wiley Idol
Join us on the main stage for our first ever Jenny Wiley Idol! Winners will get a 30 minute set on the stage Saturday evening of the festival! AUDITIONS MONDAY, SEPTEMBER 29 6PM AT CITY HALL For questions, please contact Isabella Ramsey at (606) 226-9422 or Chesi Arnett at (606) 367-306г
Thursday, October 9, 2025
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October 9, 2025 -Play with Purpose
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October 9, 2025 -Free Advanced DDP Yoga
Free Advanced DDP Yoga
Challenge yourself with advanced poses and flows that push your strength, stamina, and focus to the next level. Hosted by the Floyd County Library in Downtown Prestonsburg.
Friday, October 10, 2025
Saturday, October 11, 2025
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October 11, 2025 -Jenny Wiley Festival Bike Show
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October 11, 2025 -Jenny Wiley Car Show
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October 11, 2025 -Karaoke at Music Paradise
Jenny Wiley Festival Bike Show
🏍️✨ Rev up your engines — the Jenny Wiley Festival Bike Show is back! ✨🏍️ 📅 October 11th📍 North Lake Dr., Prestonsburg (in front of City Hall) Hosted by Brother’s Keepers Motorcycle Club, this year’s show features categories like:⭐ Stock⭐ Semi-Stock⭐ Best Antique⭐ Full Custom⭐ Trike Stock⭐ Trike Custom⭐ Dresser⭐ Special Interest 💲 Entry Fee: […]