Entertainment events in Lexington

Check out happening entertainment events all around Lexington, KY

2026 Breeders’ Cup World Championships - Friday

 Fri, 30 Oct at 01:00 pm Keeneland Race Course

Lil Wayne at Rupp Arena

 Thu, 22 Oct at 08:00 pm Rupp Arena

2026 Breeders Cup - 2 Day Pass at Keeneland

 Fri, 30 Oct at 10:59 am Keeneland

Lexington Pride Festival 2026

 Sat, 30 May at 12:00 pm Oliver Lewis Way , (South Broadway to High Street), Lexington, KY, United States, Kentucky 40507

2026 Breeders Cup - Saturday at Keeneland

 Sat, 31 Oct at 11:59 pm Keeneland

Alabama Crimson Tide at Kentucky Wildcats Football

 Sat, 12 Sep at 07:30 am Kroger Field

Monster Jam at Rupp Arena

 Sat, 20 Jun at 02:00 pm Rupp Arena

Monster Jam

 Fri, 19 Jun at 07:00 pm Rupp Arena At Central Bank Center USD 25 to 75

Flower Power Dyes at The Lexington Pride Festival

 Sat, 30 May at 12:00 pm Lexington Pride Festival

Monster Jam

 Sun, 21 Jun at 02:00 pm Rupp Arena

David Cross at Comedy Off Broadway

 Fri, 24 Jul at 07:00 pm Comedy Off Broadway

Ragnar Road Bourbon Chase 2026

 Fri, 02 Oct at 06:00 am Lexington, KY

Carly Pearce with Parmalee

 Tue, 16 Jun at 11:30 pm Lexington Opera House

Wilco

 Fri, 17 Jul at 11:00 pm The Burl

Marty Stuart and His Fabulous Superlatives

 Wed, 15 Jul at 07:00 pm Kentucky Theatre

Shakey Graves in Lexington

 Sat, 06 Jun at 05:00 pm The Red Mile

Lexington Comic & Toy Convention FALL 2026 - Official Event

 Fri, 04 Sep at 08:00 am Central Bank Center

Steve Hofstetter in Lexington, KY! (7:30 PM)

 Sat, 20 Jun at 07:30 pm Lyric Theatre & Cultural Arts Center USD 7 to 185

The Head and The Heart at CommonSpirit Health Stage at Gatton Park

 Thu, 23 Jul at 08:00 pm CommonSpirit Health Stage at Gatton Park

Anne Wilson: Faith, Freedom, & Fireworks Celebration

 Sat, 04 Jul at 08:00 pm 795 Manchester Street, 40507

Lavell Crawford at Comedy Off Broadway

 Fri, 22 May Comedy Off Broadway

The Steeldrivers in Lexington

 Sat, 13 Jun at 07:00 pm Kentucky Horse Park

Phil Wickham - Lexington, KY

 Sat, 16 May at 07:00 pm Rupp Arena

Jessica Kirson at Comedy Off Broadway

 Fri, 29 May at 07:00 pm Comedy Off Broadway

Nitro Circus

 Sat, 29 Aug Legends Field - KY

Lavell Crawford

 Thu, 21 May Comedy Off Broadway

Lavell Crawford

 Fri, 22 May at 11:00 pm Comedy Off Broadway

Shakey Graves in Lexington

 Sat, 06 Jun at 05:00 pm The Red Mile

John Crist

 Fri, 11 Sep Singletary Center for the Arts

Brit Floyd

 Sun, 27 Sep at 12:00 am CommonSpirit Health Stage at Gatton Park

Lexington Halloween Bar Crawl 2026

 Sat, 31 Oct at 03:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 24 to 31

five below band at Central Bank Thursday Night Live

 Thu, 21 May at 05:30 pm Central Bank Thursday Night Live

Little River Band in Lexington

 Sat, 13 Jun at 07:00 pm Gatton Park on the Town Branch

Candlelight: Tribute to Fleetwood Mac

 Sun, 12 Jul at 08:45 pm Manchester Music Hall USD 33 to 75

Candlelight: Tribute to ABBA & More

 Sun, 12 Jul at 06:30 pm Manchester Music Hall USD 30 to 65

Tigers Jaw in Lexington

 Fri, 29 May at 07:00 pm The Burl

Josh Blue

 Wed, 17 Jun at 07:00 pm Comedy Off Broadway USD 77 to 96

Whose Live Anyway at Lexington Opera House

 Tue, 19 May at 07:30 pm Lexington Opera House

Candlelight: Mozart vs. Beethoven

 Sun, 25 Oct at 06:30 pm Manchester Music Hall USD 30 to 65

Candlelight: Halloween Classics

 Sun, 25 Oct at 08:45 pm Manchester Music Hall USD 30 to 65

Magic for Adults: Lexington, KY

 Sun, 26 Jul at 07:30 pm Comedy Off Broadway

The Halloween Bar Crawl - Lexington

 Sat, 31 Oct at 04:00 pm Wild Cat Saloon USD 14 to 20

Central Bank Thursday Night Live Presents: Lauren Mink Band

 Thu, 28 May at 05:30 pm Central Bank Thursday Night Live

Lexington Porch Fest

 Sat, 06 Jun at 12:00 pm Lexington, KY

Bluey's Big Play at Lexington Opera House

 Sat, 08 Aug at 11:00 am Lexington Opera House

Tommy James and the Shondells at CommonSpirit Health Stage at Gatton Park

 Sat, 18 Jul at 07:30 pm CommonSpirit Health Stage at Gatton Park

Tahlsound Presents | The John Hartford Jamboree: Hancock & Shouse-The Tillers-JH Fiddle Tune Project

 Sun, 24 May at 05:00 pm 302 Southland Drive, Lexington, KY, United States, Kentucky

Do The Red, White, & Brew Pub Crawl in Lexington!

 Sat, 04 Jul at 04:30 pm Crossings Lexington USD 19 to 23

Johnny Blue Skies and the Dark Clouds at Rupp Arena

 Fri, 30 Oct at 08:00 pm Rupp Arena

Pride After Dark: Blue Stallion

 Sat, 30 May at 09:00 pm Blue Stallion Brewing Company

Bluey's Big Play

 Fri, 07 Aug at 07:00 pm Lexington Opera House USD 49 to 135

Kenny Wayne Shepherd Band

 Thu, 08 Oct at 07:00 pm Lexington Opera House

Leslie Jones at Lexington Opera House

 Fri, 11 Sep Lexington Opera House

WGE - Lexington Open XXVIII powered by Prodigy and Bomb Discs

 Fri, 15 May at 12:00 pm Jacobson Park, Lexington, KY 40509, United States

Brit Floyd

 Fri, 25 Sep at 07:00 pm CommonSpirit Health Stage at Gatton Park

Lexington Pride Bar Crawl

 Sat, 20 Jun at 04:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 0 to 31

Desi Banks at Lexington Opera House

 Sat, 03 Oct Lexington Opera House

Official Lexington Pride Festival Kick-Off Event

 Fri, 29 May at 06:00 pm Lexington Art League

Shuler King at Comedy Off Broadway

 Fri, 21 Aug Comedy Off Broadway

A Killer Good Drag Show

 Sun, 14 Jun at 01:00 pm The Willow - a blooming collective

May Drag Brunch with Helena Handbasket

 Sun, 17 May at 11:30 am 264 Walton Ave, Lexington, KY, United States, Kentucky 40502

Jim Henson's Fraggle Rock Live

 Wed, 30 Sep Lexington Opera House

Magic City Hippies in Lexington

 Thu, 06 Aug at 07:00 pm The Burl

Tigers Jaw

 Thu, 28 May at 07:00 pm The Burl

Derrick Stroup

 Thu, 14 May at 07:00 pm Comedy Off Broadway

Zarna Garg

 Thu, 04 Jun at 07:00 pm Comedy Off Broadway

Demon Hunter

 Fri, 15 May at 11:30 pm Manchester Music Hall

Brunch off Broadway a Musical Drag Brunch

 Sun, 17 May at 11:00 am 21c Museum Hotel Lexington USD 50

Braxton Keith in Lexington

 Sun, 07 Jun at 02:30 pm The Red Mile

Fit For A King

 Sun, 31 May at 11:00 pm Manchester Music Hall

Lexington Halloween Bar Crawl

 Sat, 24 Oct at 04:00 pm Tapster Lexington, KY – Self Pour Bar & Tasting Room USD 11 to 31

Becky Robinson at Lexington Opera House

 Sat, 10 Oct at 08:00 pm Lexington Opera House

Monster Jam

 Sat, 20 Jun at 02:00 pm Rupp Arena

Memphis May Fire in Lexington

 Sun, 19 Jul at 07:00 pm Headliners Music Hall

Corbin LeMaster Live at The Spot: Lex (Comedy Show)

 Fri, 15 May at 08:00 pm The Spot: Lex USD 7 to 13

Invent Animate in Lexington

 Sun, 31 May at 06:00 pm Manchester Music Hall

Scary Movie 6 Screening w/ Cast

 Fri, 05 Jun at 12:30 pm LexLive

Anne Wilson

 Fri, 03 Jul Gatton Park

Lexington Renaissance Faire

 Sat, 22 Aug at 10:00 am Masterson Station Park

Silverstein

 Thu, 16 Jul Manchester Music Hall

AMW SUMMERBASH 2026

 Sun, 14 Jun at 06:00 pm Lexington Ice Center & Sports Complex

Kentucky Punk Rock Flea Market

 Sat, 03 Oct at 12:00 pm Bluegrass Convention Center

Jerrel Beamon Live at The Spot: Lex (Live Comedy Show)

 Fri, 05 Jun at 08:00 pm The Spot: Lex USD 7 to 29

Johnny Blue Skies & The Dark Clouds

 Thu, 29 Oct at 07:00 pm Rupp Arena At Central Bank Center

Shapel Lacey at Comedy Off Broadway

 Thu, 21 May at 07:00 pm Comedy Off Broadway

2026 A Dancer’s Journey Gala Show: Echoes of the East

 Sat, 30 May at 06:00 pm Pam Miller Downtown Arts Center

Memorial Day Bash 🦅

 Sat, 23 May at 11:00 am 2073 Bryant Road, Lexington, KY, United States, Kentucky 40509

LexiCon Board Game & RPG Convention

 Fri, 15 May at 12:00 pm 1950 Newtown Pike, Lexington, KY, United States, Kentucky 40511

Magic City Hippies

 Fri, 07 Aug at 12:00 am The Burl

Golden! A K-Pop Kids Party

 Sat, 06 Jun at 07:00 pm Manchester Music Hall

Spotless: Clean Comedy Show Live at The Spot: Lex

 Sat, 23 May at 07:00 pm The Spot: Lex USD 7 to 29

Music at The Mansion with The Rewind Band

 Fri, 25 Sep at 07:00 pm 1800 Newtown Pike, Lexington, KY 40511

Get The Led Out - Tribute Band

 Wed, 08 Jul at 07:00 pm CommonSpirit Health Stage at Gatton Park

Laci Kaye Booth in Lexington

 Sat, 06 Jun The Red Mile

2K Talent

 Fri, 29 May at 10:30 pm Crossings Lexington

The Bourbon Ball, Coronation 45 a Night of Emerald Dreams

Thu, 04 Jun at 08:30 pm Lexington-Fayette, KY

Mushroomhead, Fear Factory in Lexington

 Tue, 03 Nov at 07:00 pm Manchester Music Hall

Wood Box Heroes

 Sat, 23 May at 12:00 am Manchester Music Hall

Magic City Hippies at The Burl

 Thu, 06 Aug at 08:00 pm The Burl

Keller Williams at The Burl

 Fri, 28 Aug at 08:00 pm The Burl