Trips & Adventurous Activities in Lexington

Check out happening trips & adventurous activities events all around Lexington, KY

2026 Breeders Cup - Friday at Keeneland

 Fri, 30 Oct at 11:59 pm Keeneland

2026 Breeders’ Cup World Championships - Friday

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

2026 Breeders' Cup World Championship - Saturday

 Sat, 31 Oct Keeneland Race Course

2026 Breeders Cup - 2 Day Pass at Keeneland

 Fri, 30 Oct at 10:59 am Keeneland

LSU Tigers at Kentucky Wildcats Football

 Sat, 10 Oct at 07:30 am Kroger Field

2026 Kentucky Wildcats Football Season Tickets (Includes Tickets To All Regular Season Home Games)

 Sun, 30 Aug at 07:00 pm Kroger Field

Lil Wayne

 Wed, 21 Oct at 07:00 pm Rupp Arena At Central Bank Center

2026 Breeders Cup - Saturday at Keeneland

 Sat, 31 Oct at 11:59 pm Keeneland

Kentucky Wildcats vs. South Alabama Jaguars

 Fri, 25 Sep at 07:00 pm Kroger Field

Barry Manilow

 Mon, 03 Aug at 07:00 pm Rupp Arena At Central Bank Center

Les Miserables

 Wed, 08 Jul Lexington Opera House

South Alabama Jaguars at Kentucky Wildcats Football at Kroger Field

 Sat, 26 Sep at 11:59 pm Kroger Field

Vanderbilt Commodores at Kentucky Wildcats Football at Kroger Field

 Fri, 04 Sep at 11:59 pm Kroger Field

Kenny G

 Thu, 27 Aug Lexington Opera House

Monster Jam

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

Lexington Comic and Toy Convention

 Thu, 03 Sep at 07:00 pm Central Bank Center

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

Barry Manilow at Rupp Arena

 Tue, 04 Aug at 07:00 pm Rupp Arena

South Alabama Jaguars at Kentucky Wildcats Football

 Sat, 26 Sep at 07:30 am Kroger Field

Les Miserables at Lexington Opera House

 Thu, 09 Jul at 07:30 pm Lexington Opera House

Graham Nash

 Mon, 05 Oct at 07:00 pm Kentucky Theatre

Carly Pearce at Lexington Opera House

 Tue, 16 Jun at 07:30 pm Lexington Opera House

Leslie Jones

 Thu, 10 Sep Lexington Opera House

Blueys Big Play - Lexington

 Sat, 08 Aug Lexington Opera House

Bluey's Big Play

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

John Crist

 Fri, 11 Sep at 11:00 pm Singletary Center for the Arts

The Basketball Tournament: La Familia vs. The Ville

 Fri, 17 Jul at 07:00 pm University of Kentucky - Memorial Coliseum

Scott Bradlee's Postmodern Jukebox

 Wed, 07 Oct at 12:00 am Lexington Opera House

Josh Blue at Comedy Off Broadway

 Thu, 18 Jun at 07:00 pm Comedy Off Broadway

Silverstein

 Thu, 16 Jul at 07:00 pm Manchester Music Hall

Mission Trail: Wild West VBS

 Mon, 06 Jul at 06:00 pm 483 W Reynolds Rd, Lexington, KY, United States, Kentucky 40503

Kenny Wayne Shepherd at Lexington Opera House

 Fri, 09 Oct at 08:00 pm Lexington Opera House

Matilda at Lexington Opera House

 Thu, 30 Jul at 07:30 pm Lexington Opera House

Vicki Lawrence and Mama

 Thu, 16 Jul Lexington Opera House

Lexington Halloween Bar Crawl

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

Mushroomhead & Fear Factory

 Mon, 02 Nov at 07:00 pm Manchester Music Hall

Monty Python Spamalot at Lexington Opera House

 Fri, 19 Jun at 07:30 pm Lexington Opera House

Mushroomhead with Fear Factory, Nine Treasures

 Wed, 04 Nov at 12:00 am Manchester Music Hall

Lexington Halloween Bar Crawl 2026

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

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

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

Parking Monty Python's Spamalot - Lexington

 Sat, 20 Jun at 05:00 pm Lexington Opera House

Vicki Lawrence and Mama at Lexington Opera House

 Fri, 17 Jul at 07:00 pm Lexington Opera House

John Crist at Singletary Center of Arts

 Fri, 11 Sep at 07:00 pm Singletary Center of Arts

The Fab Four - The Ultimate Tribute

 Fri, 11 Sep at 07:00 pm Lexington Opera House

Irving Berlin's White Christmas

 Wed, 18 Nov at 07:00 pm Lexington Opera House

Shuler King at Comedy Off Broadway

 Fri, 21 Aug at 06:30 pm Comedy Off Broadway

Jamie Lissow

 Wed, 30 Sep at 07:00 pm Comedy Off Broadway

Tahlsound Presents | Back to Our Roots w/ 10 Foot Pole, Maggie Lander, Idiot Glee

 Sun, 28 Jun at 09:00 pm 302 Southland Drive, Lexington, KY, United States, Kentucky

Jim Henson's Fraggle Rock Live

 Wed, 30 Sep Lexington Opera House

Monty Python's Spamalot

 Thu, 18 Jun at 07:00 pm Lexington Opera House

Nick Shoulders at The Burl

 Thu, 18 Jun at 08:00 pm The Burl

Phoenix Rising FC at Lexington SC at Lexington Sporting Club Stadium

 Sat, 08 Aug at 11:59 pm Lexington Sporting Club Stadium

Girls Night - The Musical

 Wed, 15 Jul Lexington Opera House

USPC Festival Polocrosse Tournament and Education

 Mon, 13 Jul at 02:00 pm Kentucky Horse Park

Benjamin Tod at The Burl

 Sat, 01 Aug at 08:00 pm The Burl

Magic City Hippies at The Burl

 Thu, 06 Aug at 08:00 pm The Burl

Vicki Lawrence

 Fri, 17 Jul at 11:00 pm Lexington Opera House

Oakland Roots SC at Lexington Sporting Club

 Wed, 22 Jul at 11:00 pm Lexington Sporting Club Stadium

Jonah Kagen at The Burl

 Sat, 29 Aug The Burl

Keller Williams at The Burl

 Fri, 28 Aug at 08:00 pm The Burl

The War and Treaty

 Tue, 23 Jun at 11:00 pm The Burl

Nonpoint with Spineshank, Hed PE

 Tue, 11 Aug at 11:30 pm Manchester Music Hall

FC Tulsa at Lexington SC at Lexington Sporting Club Stadium

 Fri, 09 Oct at 11:59 pm Lexington Sporting Club Stadium

Johnny Blue Skies & The Dark Clouds

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

Sammy Kershaw with Neal McCoy

 Thu, 27 Aug at 11:30 pm CommonSpirit Health Stage at Gatton Park

San Antonio FC at Lexington SC at Lexington Sporting Club Stadium

 Sat, 13 Jun at 11:59 pm Lexington Sporting Club Stadium

Candlelight: Tribute to ABBA & More

 Sat, 11 Jul at 07:00 pm Manchester Music Hall

The Fab Four: Tribute to the Beatles' "Help!" and the Hits

 Sat, 12 Sep at 11:30 pm Lexington Opera House

Anne Wilson

 Fri, 03 Jul Gatton Park

Lexington Legends vs. Hagerstown Flying Boxcars

 Mon, 22 Jun Legends Field - KY

Choir! Choir! Choir!

 Mon, 15 Jun at 07:00 pm Manchester Music Hall

Colorado Springs Switchbacks FC at Lexington SC at Lexington Sporting Club Stadium

 Sat, 29 Aug at 11:59 pm Lexington Sporting Club Stadium

Charleston Dirty Birds at Lexington Legends at Legends Field - Lexington

 Tue, 04 Aug Legends Field - Lexington

The Dinner Detective True Crime Murder Mystery Dinner Show - Lexington, KY

 Sat, 18 Jul at 06:00 pm Hilton Lexington / Downtown

Lexington Murder Mystery 2: Crime on Date Night!

 Wed, 01 Jul at 12:00 am Phoenix Park USD 15

Arabian Legacy Horse Show

 Sat, 03 Oct at 08:00 am Kentucky Horse Park

BGJ at Talon Winery “Jazz On The Porch”

 Sun, 28 Jun at 03:00 pm Talon Winery

El Paso Locomotive FC at Lexington SC at Lexington Sporting Club Stadium

 Sat, 03 Oct at 11:59 pm Lexington Sporting Club Stadium

Hagerstown Flying Boxcars at Lexington Legends at Legends Field - Lexington

 Tue, 23 Jun at 06:45 pm Legends Field - Lexington

Gastonia Ghost Peppers at Lexington Legends at Legends Field - Lexington

 Tue, 26 May Legends Field - Lexington

Jeffrey Keller

 Thu, 15 Oct at 07:00 pm Comedy Off Broadway

Monterey Bay FC at Lexington SC at Lexington Sporting Club Stadium

 Sat, 01 Aug at 11:59 pm Lexington Sporting Club Stadium

Staten Island FerryHawks at Lexington Legends at Legends Field - Lexington

 Tue, 18 Aug at 06:45 pm Legends Field - Lexington

Owen Riegling

 Fri, 02 Oct at 07:00 pm The Burl

🐾Bark Night Bike Night 🏍

 Fri, 10 Jul at 09:30 pm 2073 Bryant Rd, Lexington, KY 40509-9427, United States

Lexington Legends vs. York Revolution

 Mon, 06 Jul at 07:00 pm Legends Field - KY

Gastonia Ghost Peppers at Lexington Legends

 Fri, 07 Aug Wild Health Field

White Christmas - Lexington

 Sat, 21 Nov at 12:30 am Lexington Opera House

Parking - Monty Python's Spamalot - Lexington

 Fri, 19 Jun at 11:30 pm Lexington Opera House

Peter Antoniou (18+)

 Fri, 11 Sep at 11:00 pm Comedy Off Broadway

Owen Riegling with Payton Smith

 Sun, 04 Oct at 12:00 am The Burl

The Browning at Manchester Music Hall

 Thu, 27 Aug at 07:00 pm Manchester Music Hall

Covered Bridge Ride

 Sat, 20 Jun at 01:00 pm Lexington, Kentucky

House Party. A sweaty love-letter to the 2010s rager

 Fri, 11 Sep Manchester Music Hall

Bourbon Tasting Experience

 Thu, 16 Jul at 12:30 pm Fresh Bourbon Distillery USD 60 to 85

Feeding and Fueling the World: a workshop for science teachers

 Mon, 20 Jul at 08:30 am 1976 Justice Dr Free

Wilco

 Thu, 16 Jul at 07:00 pm The Burl

2026 Entlefest and Regional & National Specialties

 Wed, 26 Aug at 03:00 pm Kentucky Horse Park and Jacobson Park, Lexington, KY

New Experience— Watercolor Painting-Choose Your Favorite

 Thu, 25 Jun at 06:30 pm 2573 Richmond Road, Lexington, KY, United States, Kentucky 40509