Lexington Festivals Events

Lexington Comic & Toy Convention FALL 2026 - Official Event

Central Bank Center 4 Sep 2026

Expansion: Lexington’s Psychedelic Experience and Music Festival

375 Thompson Rd, Lexington, KY, United States, Kentucky 40508 5 Sep 2026

Lexington Roots & Heritage Festival

Lexington, Kentucky 11 Sep 2026

VIVA MEXICO FESTIVAL

Legends Ln, Lexington, KY 40505, United States 15 Sep 2026

The Kentucky BASH

1900 Richmond Rd, Lexington, KY, United States, Kentucky 40502 4 Sep 2026

Ragnar Road Bourbon Chase 2026

Lexington, KY 2 Oct 2026

2026 Breeders Cup - Friday at Keeneland

Keeneland 30 Oct 2026

2026 Breeders' Cup World Championship - Saturday

Keeneland Race Course 31 Oct 2026

VINTAGE PICKIN IN THE BLUEGRASS, OCT 25, LEXINGTON, KY

Masterson Station, Lexington Lexington, Ky 25 Sep 2026

2026 Wiener Dog Races & Doggie Dash

1200 Red Mile Rd, Lexington, KY, United States, Kentucky 40504 27 Sep 2026

Blue City Ball ft. Tee Dee Young & more! (Outdoor Show)

375 Thompson Rd, Lexington, KY, United States, Kentucky 40508 4 Sep 2026

KHPF Fall Trail Ride

4075 Iron Works Parkway, Lexington, KY, United States, Kentucky 40511 12 Sep 2026

Flower Power Dyes at The Waveland Art Fair

Waveland State Historic Site 12 Sep 2026

Roots & Heritage Festival 3K Powered by LAASHOF

The Historic Lyric 12 Sep 2026

2026 Liberty Festival

Kentucky Horse Park Alltech Arena 9 Oct 2026

Frontrunners Lexington Pride Run 2026

Coldstream Park 19 Sep 2026

2026 Liberty Festival

4089 Iron Works Pkwy, Lexington, KY 40511-8483, United States 9 Oct 2026

Be Healthy Bash

1140 Harry Sykes Way, Lexington, KY 40504-1172, United States 19 Sep 2026

Hope Out Loud - Recovery Awareness Day Celebration

795 Manchester St, Lexington, KY 40508-2489, United States 5 Sep 2026

Fall Festival

Kecshelby Vineyards and Winery 26 Sep 2026

Singletary Center Expansive Sounds #10: Joe McPhee, Ken Vandermark, Chris Corsano

405 Rose St, Lexington, KY, United States, Kentucky 40508 3 Sep 2026

50FEST - Celebrating 50 Years of St. Luke Church

2351 Alumni Dr, Lexington, KY, United States, Kentucky 40517 19 Sep 2026

South Elkhorn Fall Festival

4343 Harrodsburg Rd, Lexington, KY, United States, Kentucky 40513 10 Oct 2026

Woodland Triangle Witchfest

Poppy & Pomelo 17 Oct 2026

Kentucky Book Festival 2026

Joseph-Beth Booksellers 7 Nov 2026

Mary Queen Fall Festival 2026

605 Hill N Dale Road, Lexington, KY, United States, Kentucky 40503 16 Oct 2026

Kentucky Music Hall of Fame Induction Ceremony

The Campbell House Lexington, Curio Collection by Hilton 24 Oct 2026

Fall Festival

3775 Belleau Wood Dr, Lexington, KY, United States, Kentucky 40517 17 Sep 2026

René Vaca - September 25-26, 2026

Comedy Off Broadway 25 Sep 2026

Keeneland Fall Race Meet at Keeneland

Keeneland 2 Oct 2026

2026 Fall Battle

Shillito Park 19 Sep 2026

15th Annual Kentucky Invitational Truck & Tractor Pull - Session 1

Kentucky Horse Park Alltech Arena 7 Jan 2027

Family Fall Festival 2026

1070 Lane Allen Rd, Lexington, KY, United States, Kentucky 40504 10 Oct 2026

Trunk or Treat Fall Festival

Bethesda Tabernacle 24 Oct 2026

Streetfest

Lexington, Ky 3 Oct 2026

Nirvana Grungefest

Manchester Music Hall 12 Dec 2026

Kentucky Collectors Fest - Lexington, KY (DECEMBER 6th)

Oleika Shrine Temple 6 Dec 2026

Cirque Musica Holiday Wonderland

Lexington Opera House 9 Dec 2026

Sacred Journey Market - Yule Market KY

Clarion Hotel Conference Center - North (1950 Newtown Pike, Lexington, KY) 12 Dec 2026

FESTIVAL DE LA HISPANIDAD

601 Hill N Dale Rd, Lexington, KY, United States, Kentucky 40503 26 Sep 2026

Keeneland Fall Race Meet

Keeneland Race Course 4 Oct 2026

Lexington Pizza Week 2026

Lexington, Kentucky 21 Sep 2026

BLEND 2026

Lexington Public Library 18 Sep 2026