Fall Events in Lexington
Grehan Guide: Fall in Lexington
At Grehan Associates we want every business and event to have its moment to shine so here’s all things fall in Lexington, from wellness circles and creative workshops to haunted history walks and glowing lantern festivals. These are chances not just to attend, but to connect, grow, and celebrate what makes this city special. Whether you're a Grehan client, a student member, or just local and curious, this guide is for you!
Festivals & Community
● All for Betty Charity Ride
Oct 5, Registration 11 AM, Ride 11:30 AM | 📍Man O’ War Harley-Davidson
$20 riders / $10 passengers
Support breast cancer survivors with a scenic ride, then stay for food trucks, live music, a silent
auction, and a survivor celebration (2–4:30 PM). Proceeds benefit Betty’s Brave and Beautiful Hearts.
Register: https://docs.google.com/forms/d/e/1FAIpQLSczWogw4Fy0jUCztaF5UexyuBd3fYsGRg_VJZED9e28HKQl0A/viewform
● Thursday Night Live
Every Thursday through Oct 9, 5–8 PM | 📍Fifth Third Pavilion
Free to attend! Lexington’s weekly party with live bands, food trucks, and local vendors.
● South Elkhorn Fall Festival
Oct 11 | 📍4343 Harrodsburg Rd
Free admission — a classic fall fest with food, music, and family-friendly fun.
● Lexington Lavender Fall Festival
Oct 11, 9 AM – 3 PM | 📍1061 S Cleveland Rd
$12 adults, $7 youth (6–15), free under 6 *Pay when you arrive*
Lavender fields, artisan vendors, and food stalls plus proceeds support Paws 4 the Cause.
● Kentucky Book Festival
Nov 1 | 📍Joseph-Beth Booksellers
Free to attend! Meet authors, discover new books, and soak in Lexington’s biggest literary gathering.
Wellness & Creativity
● Flora and Bloom’s Paint & Sip Night
Sept 28, 2–4 PM | 📍 833 National Ave
$30 per person
Paint your own tote bag while enjoying mocktails and treats. A perfect cozy Saturday outing.
Tickets available in-store or via @floraandbloomnutrition on instagram.
● Yoga with Art
Every 2nd & 4th Saturday, 9–10 AM | 📍 21C Museum Hotel
$15–20 class fee
Flow through your practice surrounded by world-class art.
Register: https://wildfireyogaky.com/classes/
● Cacao Ceremony + Silent Disco
Sept 21, 1–3:30 PM | 📍 Wildfire Wellness Studio
$35–40
Start grounded with cacao, then dance with headphones on in a joyful silent disco.
Register: https://wildfireyogaky.comc/events-workshops/
● Full Moon Women’s Circle
Oct 5, 6–8 PM | 📍 Wildfire Yoga Studio
$25–30
An intimate evening of breathwork, meditation, and cacao under October’s full moon.
Spooky Season Specials
● Haunted Lexington Tours
All season | 📍 Kentucky Theatre, 214 E Main St, Lexington, KY 40507
$25 per ticket
Discover Lexington’s haunted history on a guided walking tour.
Register: https://usghostadventures.com/lexington-ghost-tour/
● Woodland Triangle Witchfest
Oct 11, 11 AM – 6 PM | 📍526 E High St, Lexington, KY
$15 craft reservation (applied to activity), drinks $5–12
Craft spell candles, potions, or book an aura reading. Witchy attire encouraged!
● Jack-o-lantern Trail
Oct 22–25, 6:30-10:00pm | 📍 McConnell Springs Park
$6 per person at the gate (children 12 and under free)
Stroll glowing pumpkin-lit trails in a magical fall setting.
Make the most of the season with these local events! At Grehan Associates, we’re proud to celebrate the creativity, businesses, and community spirit that bring this city to life. See you there!
Written by Mattie Cassetty