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9 events,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…
No cost unless you purchase a raffle ticket
Our traditional menu includes roast turkey breast, old-fashioned dressing, real mashed potatoes and gravy, creamy spinach casserole from Chef Ouita’s grandmother’s recipe, cranberry relish, and Midway Bakery rolls and pumpkin pie, all packaged and ready to serve on Thanksgiving Day. Reheating instructions included! We regret that we are unable to modify dishes/meals. Each dinner is…
$74.99
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…
$25
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Oh look, another glorious morning – makes me SICK! Enjoy a specialty brunch menu and a themed cocktail (or mocktail!) to get you in the spooky spirit with Winifred, Sarah, and Mary in our Greenhouse at The Kentucky Castle. Bubble, bubble, we’re in trouble with the amount of Hocus Pocus fans out there. Costumes are…
$75
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Sit, stay, compete! Join Woodford Humane for an afternoon of dog-loving, family-friendly fun at Falling Springs Park next to the big red barn. We'll have more than a dozen competitions for dogs (complete with gold, silver, and bronze medals!) ranging from athletic to silly, plus an "Olympic village" full of local vendors, activities for kids… Free, family-friendly Plant Party hosted by community members at the Rolling Oven Taproom from 1-3pm the last Sunday of every month, year-round. Bring your houseplants, cuttings, vegetable plants, flowers, or plant related items to sell, swap or share. Questions, text Lauren Perkins at 859-333-2380
FREE
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4 events,
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🎤 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…
Free
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! |
3 events,
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The evening begins at 6:30 pm in the Grand Ballroom with a cocktail reception where guests will be treated to a signature TKC cocktail (or mocktail) as well as passed hors d'oeuvres. Then a delicious dinner will be served, but don't get too comfy because while you eat, our Murder Mystery Dinner Theater team, Murder…
$95
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5 events,
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👻 Boo Bash 2025 👻 Join us in Downtown Versailles for a spooky evening of family fun! 📅 Thursday, October 30th 🕓 4pm – 7pm 📍 Main Street, Downtown Versailles ✨ What’s Happening: 🎃 Trick-or-Treating down Main Street 🎶 Music & dancing with DJ Goins 🚒 Touch-a-Truck for kids of all ages to explore 📸…
FREE
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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.
Free
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The evening begins at 6:30 pm in the Grand Ballroom with a cocktail reception where guests will be treated to a signature TKC cocktail (or mocktail) as well as passed hors d'oeuvres. Then a delicious dinner will be served, but don't get too comfy because while you eat, our Murder Mystery Dinner Theater team, Murder…
$95
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3 events,
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The evening begins at 6:30 pm in the Grand Ballroom with a cocktail reception where guests will be treated to a signature TKC cocktail (or mocktail) as well as passed hors d'oeuvres. Then a delicious dinner will be served, but don't get too comfy because while you eat, our Murder Mystery Dinner Theater team, Murder…
$95
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5 events,✨ Samhain (pronounced Sow-in) is an ancient Celtic festival marking the turning of the year — a time when the veil between worlds grows thin, when we honor those who came before and set intentions for what’s next. Join us for a day of connection, craft, and quiet magic. 🌙 Experience the Day Free &…
Free to Attend
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!
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Hosted by MIDWAY ART STUDIOS When: Saturday, November 1, 2025 Where: Midway Art Studios 100 East Main, Midway, KY (Above Midway Boutique) What Time: 11 AM - 6 PM JOIN US as we welcome the Festive season with our very first WINTER ART MARKET! Our 9 studio artists will have OFFERINGS of HANDCRAFTED, ONE-OF-A-KIND, UNIQUE…
Free
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5 events,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.
Free
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Set sail for an afternoon of smooth tunes and island vibes at Wildside Winery! Join us for a Yacht Rock Party featuring the incredible Ben Lacy & Corey Cross, live on the vineyard stage. 🎶 📅Sunday, November 2 ⏰1:00 – 4:00 PM 📍Wildside Winery | 5500 Troy Pike, Versailles, KY Sip Wildside wine, soak up…
Free to Attend
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6 events,
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🎤 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…
Free
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! |
5 events,
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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.
Free
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6 events,
November 7-9, 2025 Friday and Saturday at 7:00pm Sunday at 2:00pm Prepare ye for the timeless tale of friendship, loyalty and love based on the Broadway musical that inspired a generation. The original Godspell was the first major musical theatre offering from three-time Grammy and Academy Award-winner, Stephen Schwartz (Pippin, Wicked, The Hunchback of Notre…
$13 – $18
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Join us for extended shopping hours and get the first peek at Christmas! Grab a sweet treat from Kristen’s Kreations. Enjoy the joy of creating your signature fragrance at SBBK perfume bar. Receive a free swag bag at My Darling with $50 purchase. |
7 events,
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Get your creative juices flowing as you capture the unique personality of your beloved pet (or ANY pet!) in watercolor during this beginner-friendly adult workshop. Your $35 ticket a hand-drawn sketch of the pet reference, all creative supplies, and instruction. Space is limited. Find us at 100 East Main St, 2nd floor above the Midway…
$35.00
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Spend your Saturday soaking up the sounds of live music and the scenic beauty of Wildside Winery with the talented Matt Castle! ⏰ Time: 1:00 PM - 4:00 PM 📍 Location: Wildside Winery, 5500 Troy Pike, Versailles, KY 🎤 About the Music: Matt Castle’s captivating acoustic melodies and heartfelt performances create the perfect backdrop for…
Free to Attend
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7 events,
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🎉 Surprise! We’ve added an extra Sangria Sunday this November — more music, more sangria, and more vineyard vibes. 📅 Sunday, November 9 | 1–4 PM 🎶 Live Music: Nicola Cassetta & Jake Vanover — soulful, acoustic, and the perfect soundtrack for a relaxed afternoon. 🍷Wildside Sangria: Bold, refreshing, handcrafted with seasonal fruit. 💜No tickets…
Free to Attend
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If you weren't able to join us for Live Owls with Dr. Tom Sproat, there is one final opportunity to enjoy this very popular program! Dr. Sproat brings live owls to present a fantastic one hour program focusing on local owls and examples of how Charley Harper captured the essence of these fascinating birds in…
$10
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6 events,
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🎤 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…
Free
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! |
6 events,
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Power Checking is an all-in-one checking account that powers your spending and with built in high-yield savings, grows your balance at the same time. Our new Power Checking Account does so much more, all with no minimums, no limits-only unparalleled benefits. 
Join us for our monthly discussions featuring guest speakers from various organizations in the community. Come and have a cup of coffee on us, learn something new, and engage with like minded individuals in your community! |
7 events,
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…
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Enjoy a delicious dinner in the Grand Ballroom at The Kentucky Castle. But don't get too comfy, because while you eat, our Murder Mystery Theater team, "Murder & Merriment", will have you saying "whodunnit?!” One lucky guest who solves the mystery will win a gift card to The Kentucky Castle! MYSTERY SHOWS: Nov 12 (Wed):…
$85
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Wild Woman Book Club at Wildside Winery Wednesday, November 12th, 2025 6:30 PM Wildside Winery | 5500 Troy Pike, Versailles, KY RSVP at wildsidewinery.com Wild women, wine lovers, and bookworms — our circle is growing, and you’re invited. 📚This month's pick is The Book Club for Troublesome Women by Marie Bostwick — a novel centered…
Free to Attend
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5 events,
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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.
Free
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7 events,Join us for our annual celebration of Cassoulet at Holly Hill Inn! What an embarrassment of riches! Cassoulet is a dish, a dinner, a tradition, a literary inspiration, an expression of an ancient culinary heritage, a celebration with friends. A specialty of the Languedoc region of France, Cassoulet is perfectly suited to autumn in Kentucky,…
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Join us for a weekend of holiday festivities at The Kentucky Castle's Holiday Market. Bring your family and friends as you celebrate the season with an array of local market vendors, appetizers, and a hot chocolate bar! You'll find a variety of local artisan market vendors in our Greenhouse, Ballroom, & East Terrace to begin…
$35
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A traditional harvest bounty of seasonal vegetables, savory soup and warm butter rolls served with apple-brie stuffed roasted free-range chicken. Enjoy the tunes of our local musician and sip on a glass of bubbles or apple cider before dinner and mingle with guests. A delicious autumn inspired dessert along with a hot buttered Saddlestone brandy…
$70.00
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11 events,Join us for a weekend of holiday festivities at The Kentucky Castle's Holiday Market. Bring your family and friends as you celebrate the season with an array of local market vendors, appetizers, and a hot chocolate bar! You'll find a variety of local artisan market vendors in our Greenhouse, Ballroom, & East Terrace to begin…
$35
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Join us for the Versailles Merchants Alliance 39th Annual Christmas Open House! ✨🎄 📅 Saturday, November 15th 🕙 10am – 4pm Kick off the holiday season with a day full of festive fun while shopping local! Support our amazing small businesses and find the perfect gifts for everyone on your list. ✨ What to Enjoy:…
FREE
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Join us for the Versailles Merchants Alliance Annual Christmas Open House! ✨🎄 📅 Saturday, November 15th 🕙 10am – 4pm 📍 Versailles, Kentucky Kick off the holiday season with a day full of festive fun while shopping local! Support our amazing small businesses and find the perfect gifts for everyone on your list. ✨ What…
FREE
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The Art Village Christmas Open House 🎄 Saturday, November 15th | 10AM – 4PM The District, 105 Rose Hill Ave, Versailles, Kentucky Get into the holiday spirit at the Art Village Christmas Open House! This one-of-a-kind festival brings together a curated collection of handmade, artisan-crafted goods, perfect for ticking off your holiday shopping list. With…
FREE
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6 events,
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🎤 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…
Free
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! |
5 events,
-
Enjoy a delicious dinner in the Grand Ballroom at The Kentucky Castle. But don't get too comfy, because while you eat, our Murder Mystery Theater team, "Murder & Merriment", will have you saying "whodunnit?!” One lucky guest who solves the mystery will win a gift card to The Kentucky Castle! MYSTERY SHOWS: Nov 12 (Wed):…
$85
|
6 events,
-
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.
Free
-
🎤 Clean Slate Comedy is a fresh start for your funny bone! This comedy mic features local comedians delivering smart, witty, and totally clean sets—no crude jokes, no awkward moments, just pure fun. Best of all, admission is completely free—no tickets, no cover, no hassle. Just show up, buy a drink (there is a one-drink…
Free Admission!
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6 events,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.…
$85.00
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What is PINK FRIDAY?Pink Friday is Coming – November 21, 2025! What is Pink Friday? It's a nationwide movement held the Friday before Black Friday that encourages everyone to shop local first. It's our chance to celebrate the small businesses that make Laurens special—before the rush to big box stores and online deals. |
10 events,📚 Once Upon a Wine — Boozy Book Fair at Wildside Winery 📅 Saturday, November 22 | 12–7 PM & Sunday, November 23 | 12–5 PM Remember the thrill of a childhood book fair? We’re bringing that nostalgia back — but with wine! Join us for Once Upon a Wine, a boozy book fair made…
Free to Attend
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What better way to welcome the holiday season than a pre-Thanksgiving “Trot” through Huntertown Community Interpretive Park on Saturday, November 22? Whether you run, walk, jog or meander – this 2-mile course is fun for all ages! The race begins at 11 am, then plan to hang around after the race to enjoy lunch from…
$25 race fee at https: / runsignup.com / Race / KY / Versailles / HuntertownTurkeyTrotFunRun Register by November 2 to be guaranteed a Turkey Trot Fun Run T-Shirt!$
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What better way to welcome the holiday season than a pre-Thanksgiving “Trot” through Huntertown Community Interpretive Park on Saturday, November 22? Whether you run, walk, jog or meander – this 2-mile course is fun for all ages! The race begins at 11 am, then plan to hang around after the race to enjoy lunch from…
25 Race Registration-register by Nov. 2 to be guaranteed a race t-shirt$
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Gather to create a culinary masterpiece of delicious focaccia dough from Midway Bakery. Make your designs with fresh cut veggies, olives and herbs to take & bake for your Friendsgiving Feast! Each $39 ticket includes all your supplies and trips to our bougie mocktail bar. Seating limited. Saturday November 22nd, 11AM-12:30PM *Refunds given if class…
$39
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8 events,Free, family-friendly Plant Party hosted by community members at the Rolling Oven Taproom from 1-3pm the last Sunday of every month, year-round. Bring your houseplants, cuttings, vegetable plants, flowers, or plant related items to sell, swap or share. Questions, text Lauren Perkins at 859-333-2380
FREE
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Join us behind Tiny Bird Books on Sunday, November 23 at 2:00 PM for our book swap! Bring 1–5 gently used fiction books, grab your tickets, and at 2:45 PM we’ll kick off the swap so you can stock up on festive reads for the coziest season ahead. Unused tickets earn you 15% off new…
Free to join!
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7 events,
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🎤 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…
Free
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! |
5 events,
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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.
Free
|
5 events,
The Woodford Chamber's monthly Lunch & Learns are on the 4th Friday of each month from 12-1pm with locations varying month to month.This series highlights one Woodford County business each month & provides insight to the business ecosystem in Woodford County while enjoying a delicious complimentary meal at a local restaurant. Go to the Chamber community… |
5 events,
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Join us for some holiday fun at the Holly Hill & Co Cooking Studio! Kick start your holiday shopping with us and enjoy free cookie and candy samples, hot apple cider, and hang out with Chef Ouita and Chef Tyler around the island as they take you through holiday treat demos. First 15 customers will…
Free
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5 events,
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🍷 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…
Free to Attends
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8 events,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. 
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 &…
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🎤 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…
Free
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! |
7 events,
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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…
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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.
Free
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9 events,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…
$ per person60
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… 
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…
$18 – $26
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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…
FREE
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12 events,
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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.
Free Santa Claus pictures
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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…
$10
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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.
Free
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