Skip to content
Week of Events
Festival Of Trees
Woodford County Festival Of Trees is celebrating its 8th season. There are 20+ Trees & More donated by local businesses that are located throughout the county. This is a great opportunity to take a roadtrip with family and friends to see different decorated trees and the holiday decorations while visiting local businesses. If you find…
Holly Hill Restaurant Group Gift Card Campaign
This holiday season, when you buy $100 in gift cards for your friends and clients, Holly Hill will give you a bonus $20 gift card to use at any of our locations. It's our way of saying "thank you" for letting us help you share the magic of local food!
Tunes in the Barn at Equus Run Vineyards
Back by popular demand we are extending our Tunes in the Vines to Tunes in the Barn on Sundays. We have local bands playing and we will be covered by the barn patio and space heaters for warmth! Can't wait to see you there.
Murder Mystery Dinner at Equus Run Vineyards
November 21st: The Murdered Mistress December 12th: 'Twas the Murder Before Christmas January 23rd: The Ghost of Windsor Manor February 13th: Murder at the Bunnytail Mansion March 6th: Henry Potter and Princess of Prophecy Enjoy a "murderous" good time as you dine on a lovely chef inspired dinner while gaining clues to solve the mystery.…
Holiday lunches at Holly Hill Inn
Join us for our annual Holiday Lunches at Holly Hill Inn! Days are now live on Open Table for reservations - Monday-Friday beginning December 1 and continuing through December 30.
33rd Annual Santa’s Open
Santa's Golf Scramble at the Woodford Club. Proceeds benefit the Cops for Kids Program. This program provides Christmas gifts for underprivileged children in Woodford County. Proudly sponsored by the Versailles Police Department and Woodford County Emergency Services. This event is open to everyone. Friday December 5th 11:00 am Shotgun Start Entry Fee Per Person: $60…
Woodford’s OLD FASHIONED WEEKEND
Did you think we were talking about classic, whimsical Christmas? Why, yes- we are! But this is from the Birthplace of Bourbon so local businesses are whipping up their favorite OLD FASHIONEDs just for you! Win an etched Bourbon Glass, too! Here's the information!Did you think we were talking about classic, whimsical Christmas? Why, yes- we are! But this…
WOODFORD THEATRE PRESENTS: “ANNIE”
December 5-7 / 12-14 / 19-21, 2025 Fridays & Saturdays at 7:30pm Sundays at 2:00pm Based on the popular comic strip by Harold Gray, Annie has become a worldwide phenomenon and was the winner of seven Tony Awards, including Best Musical. The beloved book and score by Tony Award winners, Thomas Meehan, Charles Strouse and…
Sunday, November 30, 2025
-
November 30, 2025 -Sangria Sunday with Trippin Roots
Sangria Sunday with Trippin Roots
🍷 Sangria Sunday at Wildside Winery with Trippin Roots 🎶 Join us for an unforgettable Sangria Sunday at Wildside Winery, where exceptional music and tantalizing sangria come together for the perfect weekend escape! 🎸 Live Music: Get ready for an afternoon of Americana bliss with Trippin Roots, a band of insanely talented musicians delivering a…
Monday, December 1, 2025
-
December 1, 2025 -Woodford Retail Council
-
December 1, 2025 -Thoroughbred Theatre Presents: Open Mic-Night w/ Reb Butler
-
December 1, 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, December 2, 2025
No events on this day.
Wednesday, December 3, 2025
No events on this day.
Thursday, December 4, 2025
-
December 4, 2025 -Annual Ugly Christmas Sweater Party!
-
December 4, 2025 -Live Music at Rolling Oven Taproom
Annual Ugly Christmas Sweater Party!
Kick off the holiday season and join us for a festive evening at our Annual Ugly Christmas Sweater Party! Wear your tackiest sweater and join us for the fun! Bring your friends and enjoy a lively evening of great food, drinks, and music with plenty of holiday spirit as we toast the start of 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…
Friday, December 5, 2025
-
December 5, 2025 -Christmas Tree Lighting
Christmas Tree Lighting
Christmas Tree Lighting in Downtown Versailles ✨🎄 Brought to you by Community Trust Bank, Woodford County Fiscal Court & the City of Versailles Kick off the holiday season in the heart of Downtown Versailles as we light our community Christmas tree! 🎶 Enjoy festive performances by Jane’s School of Dance and the Woodford County Choirs…
Saturday, December 6, 2025
-
December 6, 2025 -Christmas Bazaar at Jack Kain Ford
-
December 6, 2025 -Christmas Market
-
December 6, 2025 -Holiday Open House at Equus Run Vineyards
-
December 6, 2025 -Sugar Plum Run
-
December 6, 2025 -🎄 A Barrel Full of Christmas Cheer
Christmas Bazaar at Jack Kain Ford
FREE SANTA CLAUS pictures for the kiddos, families & pets (on leash), same Santa Claus at events in Midway & Versailles. You take the pictures. Shop for Christmas gifts from small, local businesses including blankets, woodcarvings, clothing, candles, picture frames, perfume, sweet treats & breads, leather goods & more.
Christmas Market
Celebrate the spirit of the season at Wildside Winery's Christmas Market on December 2nd from 12:00 PM to 7:00 PM and December 3rd from 12:00 PM to 5:00 PM! Join us for a delightful holiday experience filled with unique handcrafted treasures, delectable food vendors, and live music under the enchanting pavilion. Our Christmas Market is…
Holiday Open House at Equus Run Vineyards
Start your season with a holiday open house on Saturday, December 4th in our beautifully decorated event barn. Featuring the release of our annual Holiday Blush Wine, along with music and local artists, you'll get inspired with wonderful ideas for gift giving.
Sugar Plum Run
Sugar Plum Run – 5K & Kids Dash 💜🍬 📅 Saturday, December 6th 🏃♀️ Kids Dash – 1:45PM 🏃 5K – 2PM 📍 Downtown Versailles, The District, 105 Rose Hill Ave, Versailles, Kentucky Get ready to dash, jog, or stroll through the sweetest race of the season — the Sugar Plum Run! Join us in…
🎄 A Barrel Full of Christmas Cheer
🎄 A Barrel Full of Christmas Cheer 📅 Friday, December 6 ⏰ Doors at 7:00 PM | Show at 7:30 PM 📍 Thoroughbred Theatre & Wine Bar | Midway, KY 🎟️ Tickets: $20 | Available at thoroughbredtheatre.com 👨👩👧👦 Family-friendly | All ages welcome Get ready to raise your spirits and sing along — A Barrel…