Lexington Festivals Events

2026 Breeders Cup - Friday at Keeneland

Keeneland 30 Oct 2026

2026 Breeders' Cup World Championship - Saturday

Keeneland Race Course 31 Oct 2026

Crave food + music festival

Gatton Park on the Town Branch 31 Jul 2026

Ragnar Road Bourbon Chase 2026

Lexington, KY 2 Oct 2026

The Head and the Heart with Wilderado

CommonSpirit Health Stage at Gatton Park 23 Jul 2026

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

World Bear Weekend 2026: Renaissance Faire

Spark by Hilton Lexington Hamburg 30 Jul 2026

Kentucky Horse Park Back to School Bash

4089 Iron Works Parkway, Lexington, KY, United States, Kentucky 40511 25 Jul 2026

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

Kentucky Horse Park Alltech Arena 7 Jan 2027

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

Masterson Station, Lexington Lexington, Ky 25 Sep 2026

Lexington Renaissance Faire

Masterson Station Park 22 Aug 2026

The Salsa Center @ DiverCity Festival

Barr St, Lexington, KY 40507, United States 29 Aug 2026

Kentucky Book Festival 2026

Joseph-Beth Booksellers 7 Nov 2026

Burl County Fair 🎡 (Outdoor Show)

375 Thompson Rd, Lexington, KY, United States, Kentucky 40508 22 Aug 2026

2026 Lexington Reggae Fest

302 Southland Drive, Lexington, KY, United States, Kentucky 26 Jul 2026

Flood with Love Music Festival (Outdoor Show)

375 Thompson Rd, Lexington, KY, United States, Kentucky 40508 25 Jul 2026

2026 Liberty Festival

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

Candy Paint & Curves 2

160 Moore Dr 2 Aug 2026

Kentucky Music Hall of Fame Induction Ceremony

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

Frontrunners Lexington Pride Run 2026

Coldstream Park 19 Sep 2026

IPA Fest at West Sixth Brewing - Lexington

West Sixth Brewing 8 Aug 2026

THE LEXINGTON HARMONY AND HANDMADE FESTIVAL

899 Manchester St 8 Aug 2026

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

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

Flood With Love Music Festival - Gatton Park

Lexington, KY 25 Jul 2026

Cold Brew Coffee Festival 2026

Fifth Third Pavilion 22 Aug 2026

Bluegrass State Games

Open Gates 24 Jul 2026

Flower Power Dyes at The Waveland Art Fair

Waveland State Historic Site 12 Sep 2026

2026 Woodland Art Fair

woodland park 15 Aug 2026

Get ready for LexWell Festival! 🎉

500 Newtown Pike, Lexington, KY 40508-1144, United States 29 Aug 2026

Oleika Motorfest

326 Southland Dr, Lexington, KY, United States, Kentucky 40503 9 Aug 2026

Hope Out Loud - Recovery Awareness Day Celebration

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

Phoenix Rising FC at Lexington Sporting Club

Lexington Sporting Club Stadium 8 Aug 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

2026 Rest Carnival

Harper Hall 22 Aug 2026

Wild and Scenic Film Festival - Kentucky 2026

140 E Main St 28 Aug 2026

Family Fall Festival 2026

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

Mountain Grass Unit at The Burl County Fair (Outdoor Show)

375 Thompson Rd, Lexington, KY, United States, Kentucky 40508 22 Aug 2026

💃 Cumbia Express 💃

Lexington Athletic Club 28 Jul 2026

Keeneland Fall Race Meet at Keeneland

Keeneland 2 Oct 2026

2026 Fall Battle

Shillito Park 19 Sep 2026

Be Healthy Bash

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

OLE 60: OFF THE GRID TOUR

Gatton Park 21 Aug 2026

Keeneland Fall Race Meet

Keeneland Race Course 4 Oct 2026

Kenwick PorchFest

Mentelle Park, Lexington 22 Aug 2026

BLEND 2026

Lexington Public Library 18 Sep 2026