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

Ragnar Road Bourbon Chase 2026

Lexington, KY 2 Oct 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

VIVA MEXICO FESTIVAL

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

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

Masterson Station, Lexington Lexington, Ky 25 Sep 2026

The Kentucky BASH

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

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

Kentucky Horse Park Alltech Arena 7 Jan 2027

2026 Liberty Festival

Kentucky Horse Park Alltech Arena 9 Oct 2026

Lexington Renaissance Faire

Masterson Station Park 22 Aug 2026

2026 DiverCity Festival Lexington

615 De Roode St 29 Aug 2026

Beth Burden @ Woodland Art Fair

Woodland Park 16 Aug 2026

Burl County Fair 🎡 (Outdoor Show)

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

Kentucky Book Festival 2026

Joseph-Beth Booksellers 7 Nov 2026

Woodland Triangle Witchfest

Poppy & Pomelo 17 Oct 2026

The Salsa Center @ DiverCity Festival

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

Kentucky Music Hall of Fame Induction Ceremony

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

2026 Liberty Festival

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

Will Abeles Live at The Spot: Lex (Live comedy Show)

The Spot: Lex 15 Aug 2026

KHPF Fall Trail Ride

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

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

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

Roots & Heritage Festival 3K Powered by LAASHOF

The Historic Lyric 12 Sep 2026

Be Healthy Bash

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

Flower Power Dyes at The Waveland Art Fair

Waveland State Historic Site 12 Sep 2026

Cold Brew Coffee Festival 2026

Fifth Third Pavilion 22 Aug 2026

Get ready for LexWell Festival! 🎉

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

Hope Out Loud - Recovery Awareness Day Celebration

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

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

Oleika Shrine Temple 6 Dec 2026

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

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

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

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

2026 Rest Carnival

Harper Hall 22 Aug 2026

Wild and Scenic Film Festival - Kentucky 2026

140 E Main St 28 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

Frontrunners Lexington Pride Run 2026

Coldstream Park 19 Sep 2026

Family Fall Festival 2026

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

2026 Fall Battle

Shillito Park 19 Sep 2026

Keeneland Fall Race Meet at Keeneland

Keeneland 2 Oct 2026

OLE 60: OFF THE GRID TOUR

Gatton Park 21 Aug 2026

Singletary Center presents Eli Winter Trio

405 Rose St, Lexington, KY, United States, Kentucky 40508 17 Sep 2026

Mary Queen Fall Festival 2026

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

FESTIVAL DE LA HISPANIDAD

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

Kenwick PorchFest

Mentelle Park, Lexington 22 Aug 2026

Keeneland Fall Race Meet

Keeneland Race Course 4 Oct 2026

BLEND 2026

Lexington Public Library 18 Sep 2026