Oct 09 Friday
Fall vibes in the Highlands! Join us Oct 9-10 at Douglass Loop for live music, local eats, art vendors & family fun.
Join us for a bewitchingly delightful evening of magic, mystery, and spirits at Witches Night Out – a cocktail stroll through the heart of Downtown Frankfort. Embrace the enchantment on the spookiest night of the year, Friday, October 9, 2026, from 6:30 PM to 10PM. Powered by Community Trust Bank.This is the ultimate "ladies night out" experience, perfect for those who seek a dash of spooky fun and friendship.Event Details📅 Date: Friday, October 9, 2026⏰ Time: 6:30 PM - 10 PM📍 Starting Point: Capital City Museum (325 Ann St, Frankfort, KY 40601) Event is throughout downtown with music on St. Clair Street until 10PM*Dressing in costume is encouragedWhat to Expect🔮 This is your chance to unleash your inner witch and celebrate the season with fellow Halloween enthusiasts.🍹 Halloween Themed Cocktails: Participating bars and restaurants will serve up an array of cocktails specially crafted for the occasion. Sip on concoctions like "Witch's Brew," "Elixir of Enchantment," and "Midnight Spell".🛍️ Spooky Shopping: Explore our charming downtown shops, each offering bewitching Halloween-themed items and unique finds. Whether you're hunting for the perfect costume accessory, décor for your haunted home, or a magical gift, our local boutiques have everything you need to make this Halloween unforgettable.🎶 Live Music: Enjoy enchanting tunes by Twist of Fate, setting the perfect spooky vibe on St. Clair Street.🃏 Intuitive Card/Psychic Readings: Peer into the future and uncover secrets as skilled intuitive readers offer throughout the evening on St. Clair Street.📍Make a stop in a few or all of the participating locations. Feel free to make a stop with the group, or break off into your own.This event is FREE to participate. All purchases will be made at participating venues.How to JoinGather Your Coven: Invite your friends, sisters, and fellow witches to join you on this magical cocktail stroll.Dress to Impress: While dressing in costume is encouraged, feel free to come as you are and soak in the enchantment.Explore and Enjoy: Join us at the event starting point at Capital City Museum to take photos. Then, embark on a whimsical journey through the participating bars, restaurants and shops. Feel free to walk around with the group or break off into your own.Thanks again to Presenting: Sponsor Community Trust BankCelebrate Together: Raise your glasses, share laughter, and make memories as you experience the charm of Downtown Frankfort under the spell of Witches Night Out.
Oct 11 Sunday
Experience racing in the Horse Capital of the World. G&G and VisitLEX celebrate the fifteenth year of the signature Southern brunch during Keeneland’s Fall Meet. This year’s gathering moves to the intimate Ivy Room in Keeneland’s brand new paddock building, allowing guests to overlook the Thoroughbreds with bourbon cocktails, Kentucky dishes, and good company. Tickets include access to a trackside viewing platform next to the Winner’s Circle.
11:00AM – 1:00PM: Brunch in the Ivy Room
1:00PM – End of Races: Trackside viewing + continued Ivy Room access
Oct 16 Friday
The tradition continues! This 3-day annual festival celebrates a local folk cuisine that sounds funny but tastes great! Burgoo! Live music, arts and crafts vendors, carnival rides and more all in historic downtown Lawrenceburg.
Oct 17 Saturday
Shop fine art and handcrafted work from Kentucky's premier artists and craftspeople. Enjoy a weekend of unique handmade creations, artist demonstrations, and the opportunity to meet the makers. Free admission. Located at Exit 77, I-75 (behind the Kentucky Artisan Center).
Join Good Shepherd Catholic School for its annual Fall Festival on Saturday, October 17, from 11 a.m. to 3 p.m. at Happy Jack's, 966 Hickman Hill Road, Frankfort.
The festival is open to the public and offers family-friendly fun for all ages. Admission is $15 per child or $40 for families with three or more children. Adults and children age 2 and under are admitted free.
Enjoy an afternoon of:
Games and activitiesCorn mazeFace paintingInflatablesHayride to the pumpkin patchOne pumpkin for each child to take homeFood trucks and local vendors will be on site with a variety of food, shopping, and handmade goods available for purchase.
For vendor information, contact Mindi Gathof at mindigathof@yahoo.com.
Bring the whole family and celebrate the fall season with us at Good Shepherd Catholic School's Fall Festival!
Benchmark Family Services is hosting a Trunk or Treat. This Trunk Or Treat will have many activities. We will be having booths, food trucks, fire trucks, games and LOTS OF CANDY!!! We are looking to support local community groups and grow a relationship with the community and recognize our program!
This safe and free trick or treating event is open to all in our community. We will be trunk or treating in the church parking lot located on the corner of Maxwell Street and MLK Drive. All are welcome to join!
Oct 18 Sunday
Oct 24 Saturday
GINKGO GALORE™ is a daylong arts and music festival celebrating creativity and community in Wilmore, Kentucky, the Ginkgo Capital of America. Held Saturday, October 24, 2026, the festival features live music, juried art exhibitions, artisan vendors, food, storytelling, family activities, and the Ginkgo GO! 5K. Through a unique network of community event partners, the town itself becomes the festival experience as visitors explore Wilmore beneath its iconic golden ginkgo canopy. GINKGO GALORE™ invites guests to slow down, discover something unexpected, and experience one of Kentucky's most distinctive fall celebrations. Learn more at GinkgoGalore.com.
Oct 25 Sunday
Thriller Performance, Trunk or Treating, Petting zoo and more!
Nov 07 Saturday
Church of the Savior Fall Craft and Vendor Fair is an annual event held on the first Saturday in November. We will have over 80 vendors selling a variety of handcrafted items or fine art. We also have several food trucks coming. Most importantly, 10% of vendor sales go to help struggling families at Christmas time. It is more than a craft fair; it's a ministry! Come do your Christmas shopping and help others at the same time!