10/02/2026
OCTOBER IN OUR NECK OF THE WOODS 🎃🍂
📅 Let's fill your calendar. . . there is a ton to do! Which ones will you be participating in?
📍FRANKLIN COUNTY
🥃 Bourbon on the Banks — 3rd
Transforms Frankfort’s scenic River View Park into a celebration of Kentucky’s rich bourbon heritage; featuring world-class bourbon tastings, live music, local art, and exceptional culinary offerings. Must have a ticket.
🧙♀️ Witches Night Out — 9th | 6:30pm - 10pm
A cocktail stroll through the heart of Downtown Frankfort.
🍺 Oktoberfest at West Sixth Farm — 10th | 11am-8pm
Celebrating all day long with Steins, pretzels, music, and more in support of their non-profit friends (and Lexington building buds) at FoodChain.
🎃 Haunting on the Hill — 17th | 5pm
Leslie Morris Park at Fort Hill - candy along the trail
🏃♀️ Black Cat Chase 3K — 23rd | 7pm-9pm
With Halloween-themed festivities, such as costumes, Halloween music, and more, this event is perfect for the entire family. You can still join the race!
👻 Downtown Thriller Parade & Trick-or-Treat — 24th | 5pm-8pm
Kids trick or treating, thriller parade and pumpkin display
🕷️ NEW Fright Nights at Bald K**b — 29th - 30th
Movie comes to life in the woods at Bald K**b! Check Facebook Events for more details and to sign up!
📍SHELBY COUNTY
🎸 Rodney Atkins — 10th Anniversary Show at Jeptha Creed — 4th
Live country music at Jeptha Creed Distillery.
🧁 Halloween Cupcake Decorating Class — 6th | 6pm - 7:30pm
At Gogh Crazy Art Studio by Allie Baked
👻 Black Orchard Haunted House — Fridays & Saturdays through Halloween
At Red Orchard Park in Shelbyville.
✴ Fall Jamboree at Outlet Shoppes of the Bluegrass — 17th | 1pm - 4pm
Fall family and community fun.
👻 Trunk or Treat at The Lot — Oct. 24 | 3pm - 7pm
Bring the whole family for an evening of costumes, candy, delicious food, and festive fun under the lights.
🎃 Downtown Trick or Treating — Oct. 24 | 12pm - 2pm
Trick or treat on Shelby Main Street
📍ANDERSON COUNTY
🍲 Anderson County Burgoo Festival — 16th–18th
Downtown Lawrenceburg / Century Bank Park
The big one! Live music, carnival rides, vendors and plenty of food. The festival is a three-day Anderson County tradition.
🎃 Halloween Mystical Market — 17th | 12pm - 5pm
Lawrenceburg — a Halloween-themed local market.
🤠 Boots & Bourbon Nashville Songwriter Festival — October 24 | 5pm - 11pm
The Woodford Event Center, Downtown Lawrenceburg
Must have a ticket. An evening centered around live music from, Kentucky's own, Lee Thomas Miller and more.
🍬 Trick or Treat — 24th | 4pm - 6pm
Kiddos trick or treat at Legion Park
📍WOODFORD COUNTY
🎃 Pumpkin Express — 3rd | 11am - 1pm
Family-friendly fall train experience in Versailles.
👻 Haunted Hayrides at Eckert's Orchard — All Fridays and Saturdays | 6:45pm - 10pm
🍇 Pumpkin Festival at Wildside Winery — 11th & 12th
Fall activities and pumpkins at Wildside Winery.
💫 Star Hollow in Downtown Versailles — 11th | 10am - 4pm
Step into the charm of everyone’s favorite small town and enjoy a weekend inspired by Gilmore Girls!
💗 Light Up Woodford County — 16th | 6–9 PM
Downtown Versailles at The District. Community event with music, vendors, activities and an Honor Walk.
🎃 Woodford Spooktacular — 26th | 4–8 PM
Downtown Versailles — THRILLER parade, face painting, bounce houses, food trucks, pumpkin painting, Trunk-or-Treat and more.
🏆 Haunted Breeders Cup and Block Party — 30th | 6pm - 10pm
Downtown Midway. Vendors, food, drink, live music and more!
Holy moly did you make to the end of this list?! Drop us a comment and tag who you want to bring along on some of these adventures! 👇👇👇
