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Week of Events
Versailles Twilight Festival: 25th Anniversary Year!
The Versailles Twilight Festival is the longest running festival in Versailles centered all around Kentucky and agriculture, kids, market vendors and our FOOD COURT on COURT STREET! Live music and free performances all day long! Come and watch the UK GAME at 3:30pm with us! September 12th downtown Versailles!
Trail Pass Fundraiser
Bring your horse and friends and enjoy our 4.5 – mile loop in Woodford County. Beautiful acreage in a gently rolling, primarily wooded setting. This fundraiser supports our mission to provide trauma informed outdoor adventure experiences to build resilience. This $25 pass is per person per Sunday in October. Gates will be open on for…
A Weekend in Stars Hollow
✨ Spend a Weekend in Stars Hollow! ✨ Brought to you by the Shops & Merchants of Downtown Versailles, KY Step into the charm of everyone’s favorite small town and enjoy a weekend inspired by Gilmore Girls! 📍 Downtown Versailles, KY 📅 Saturday, October 11th 10a-4p & Sunday, October 12th 1-4p 🎶 Music flowing throughout…
Sunday, October 5, 2025
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October 5, 2025 -Tunes in the Vines at Equus Run Vineyards
Tunes in the Vines at Equus Run Vineyards
Join us every Sunday for Tunes in the Vines where we feature regional musical performers. Bring a chair or blanket to sit amongst the beautiful garden. Bring your friends and family---no reservation for Tunes is required. Equus Run offers a variety of wines, beer, and cocktails!!! (Have you tried our Margarita's!!! Yum!) We have food…
Monday, October 6, 2025
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October 6, 2025 -Woodford Retail Council
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October 6, 2025 -Thoroughbred Theatre Presents: Open Mic-Night w/ Reb Butler
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October 6, 2025 -QuizMania Trivia
Woodford Retail Council
Join the Woodford Chamber for a monthly meeting of the official Woodford Retail Council!Meetings are held the first Monday of each month from 9-10am at the Woodford Chamber's office.Anyone whose business is affected by or is a part of the retail industry here in Woodford County is welcome to attend!Each month has a new speaker &…
Thoroughbred Theatre Presents: Open Mic-Night w/ Reb Butler
🎤 Calling All Talented Souls! 🎸 And their friends! Join us every Monday night for a music-filled extravaganza at the Thoroughbred Theatre & Wine Bar's Open Mic Night with the incredibly talented Reb Butler! 🍷🎶 🎙️ Whether you're a seasoned performer or just looking to share your musical passion with a friendly crowd, our stage…
QuizMania Trivia
TRIVIA IS BACK with QuizaMania Mondays! LiveWire Entertainment brings us a brand new Trivia Night experience at The Woodford Club. You’ll get everything from general trivia to Name That Tune, game show style challenges and more! Join us Mondays in raising the bar for the live trivia experience!
Tuesday, October 7, 2025
No events on this day.
Wednesday, October 8, 2025
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October 8, 2025 -Women of Woodford Monthly Series
Women of Woodford Monthly Series
Join the Woodford Chamber''s Women of Woodford group for a monthly meetup! Meetings are every second Wednesday of the month from 8:30-9:30am! Each meeting location and speaker topic highlights an amazing business woman or group of women working to make Woodford County a better place to live and work! Brought to you by our sponsors at…
Thursday, October 9, 2025
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October 9, 2025 -Post-Races Rooftop Happy Hour
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October 9, 2025 -Live Music at Rolling Oven Taproom
Post-Races Rooftop Happy Hour
Join The Kentucky Castle for a Post Race Rooftop Happy Hour this October! Sips, sophistication, and the perfect way to kick off race season. This event is free and requires no ticket; however, space is limited and is on a first-come, first-serve basis. In case of inclement weather, this event will be moved to the…
Live Music at Rolling Oven Taproom
Mash Grass performs Bluegrass music every Thursday night starting at 6PM. Join in on the fun this Thursday as we soak up the sun on the patio and watch it set as we finish up the night.
Friday, October 10, 2025
No events on this day.
Saturday, October 11, 2025
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October 11, 2025 -THE FIRST KENTUCKIANS: NATIVE AMERICAN LIFE IN THE FRONTIER ERA
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October 11, 2025 -Porch Pickin’ at Equus Run Vineyards with Mo Bell
THE FIRST KENTUCKIANS: NATIVE AMERICAN LIFE IN THE FRONTIER ERA
October 11, 2025 Saturday 2:00 pm Jack Jouett House Historic Site Visitor Center 255 Craig’s Creek Road, Versailles, KY Admission: Free Explore the world encountered by settlers like Jack Jouett. Tressa Brown, the African American and Native American Heritage Coordinator for the Kentucky Heritage Council, will describe Native American life during Kentucky’s pioneer period.
Porch Pickin’ at Equus Run Vineyards with Mo Bell
LIVE MUSIC is back on Saturdays with our Porch Pickin’ music series at Saddlestone Distillery located at Equus Run Vineyards! Whether you enjoy a late afternoon cocktail (or two!), or your favorite bottle of Equus Run wine, you will be enjoying it while listening to the tunes of various artists each week as you take…