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

Breeders' Cup Festival Week ft. Purple Experience: A Prince Tribute at The Burl Outdoors

375 Thompson Rd, Lexington, KY, United States, Kentucky 40508 29 Oct 2026

2nd Annual Day Of The Dead Festival 2026

The Loudoun House, Castlewood Drive, Lexington, KY, USA 1 Nov 2026

Woodland Triangle Witchfest

Poppy & Pomelo 17 Oct 2026

Kentucky Music Hall of Fame Induction Ceremony

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

Disney Fall Festival - Benchmark Family Services

160 Burt Rd., Lexington, KY, United States, Kentucky 40503 17 Oct 2026

Mary Queen Fall Festival 2026

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

Kentucky Book Festival 2026

Joseph-Beth Booksellers 7 Nov 2026

Dia de Muertos Festival

The Historic Lyric 24 Oct 2026

Trunk or Treat Fall Festival

Bethesda Tabernacle 24 Oct 2026

Cider Tasting + Festival

Wise Bird Cider Co. 8 Nov 2026

NCT presents: The Unsolved Mystery of Ms. Patsy Climbe

Institute 193 18 Oct 2026

Keeneland Fall Race Meet at Keeneland

Keeneland 14 Oct 2026

PAINT PARTY - SMUG and Wylie Caudill

139 W Short St, Lexington, KY 40507-1360, United States 12 Oct 2026

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

Kentucky Horse Park Alltech Arena 7 Jan 2027

Freak Fest Booney annual Halloween bash

1163 Centre Pkwy 31 Oct 2026

Lex Glow Ride 2026

Coolvinpark 7 Nov 2026

Picadome Fall Family Fun Fest

1642 Harrodsburg Road, Lexington, KY 16 Oct 2026

Road to the Horse 2027

Alltech Arena 18 Mar 2027

Bark Bash 2026

795 Manchester St, Lexington, KY 40508, United States 18 Oct 2026

PAINT PARTY - Emily Ding and Kacy Jackson

407 S Broadway, Lexington, KY 40508-2921, United States 13 Oct 2026

Heroes Day

Keeneland 18 Oct 2026

Howl-o-ween by Canine Club

224 Gold Rush Road, Lexington, KY, United States, Kentucky 40504 25 Oct 2026

Nirvana Grunge Fest at Manchester Music Hall

Manchester Music Hall 12 Dec 2026

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

Oleika Shrine Temple 6 Dec 2026

Growth-Fest🎃

152 N. Locust Hill Dr., Lexington, KY 27 Oct 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

CHIHUAHUA FEST

Alltech Arena 29 Nov 2026

SCFA Expansive Sounds Series #13 - SML

405 Rose St, Lexington, KY, United States, Kentucky 40508 27 Mar 2027

Keeneland Fall Race Meet

Keeneland Race Course 4 Oct 2026

The Lion of Freedom presented by Darius Wallace

Faith Lutheran Church 7 Feb 2027

PAINT PARTY - Kiptoe

331 E Short St, Lexington, KY 40507-1906, United States 15 Oct 2026