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 - 2 Day Pass at Keeneland

 Fri, 30 Oct at 10:59 am Keeneland

The Mountain Goats

 Wed, 27 May at 07:00 pm Manchester Music Hall

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

 Sun, 30 Aug at 07:00 pm Kroger Field

2026 Breeders Cup - Saturday at Keeneland

 Sat, 31 Oct at 11:59 pm Keeneland

Lil Wayne

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

Phil Wickham at Rupp Arena

 Sat, 16 May at 07:00 pm Rupp Arena

LSU Tigers at Kentucky Wildcats Football

 Sat, 10 Oct at 07:30 am Kroger Field

Kentucky Wildcats vs. Arkansas Razorbacks

 Wed, 13 May at 07:00 pm Kentucky Proud Park USD 21 to 311

Monster Jam

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

South Alabama Jaguars at Kentucky Wildcats Football at Kroger Field

 Sat, 26 Sep at 11:59 pm Kroger Field

Les Miserables

 Wed, 08 Jul Lexington Opera House

Arkansas Razorbacks at Kentucky Wildcats Baseball at Kentucky Proud Park

 Thu, 14 May at 06:30 pm Kentucky Proud Park

Phil Wickham

 Fri, 15 May at 07:00 pm Rupp Arena At Central Bank Center

Barry Manilow at Rupp Arena

 Tue, 04 Aug at 07:00 pm Rupp Arena

2026 Railbird Festival - Sunday at The Red Mile

 Sun, 07 Jun at 11:59 pm The Red Mile

Ragnar Road Bourbon Chase 2026

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

Parking Phil Wickham with Tauren Wells

 Sat, 16 May at 11:00 pm Rupp Arena

Blueys Big Play - Lexington

 Sat, 08 Aug Lexington Opera House

Les Miserables at Lexington Opera House

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

Five for Fighting and Edwin McCain at Lexington Opera House

 Sun, 07 Jun at 07:30 pm Lexington Opera House

Carly Pearce at Lexington Opera House

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

Kenny Wayne Shepherd at Lexington Opera House

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

Leslie Jones

 Thu, 10 Sep Lexington Opera House

Parking Arkansas Razorbacks at Kentucky Wildcats Baseball

 Thu, 14 May at 07:30 am Kentucky Proud Park

Buckcherry

 Sat, 16 May at 11:00 pm Manchester Music Hall

John Crist

 Fri, 11 Sep Singletary Center for the Arts

Monty Python Spamalot at Lexington Opera House

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

Lexington Halloween Bar Crawl 2026

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

South Alabama Jaguars at Kentucky Wildcats Football

 Sat, 26 Sep at 07:30 am Kroger Field

Lexington Theatre Company - Matilda at Lexington Opera House

 Sat, 01 Aug at 07:30 pm Lexington Opera House

Mushroomhead & Fear Factory

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

Whose Live Anyway at Lexington Opera House

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

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

Edwin McCain with Five For Fighting

 Sun, 07 Jun at 11:30 pm Lexington Opera House

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

Bluey's Big Play

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

Phoenix Rising FC at Lexington SC at Lexington Sporting Club Stadium

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

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

Derrick Stroup at Comedy Off Broadway

 Fri, 15 May Comedy Off Broadway

Lexington Philharmonic - Symphony of Sound at Lexington Opera House

 Fri, 15 May at 07:30 pm Lexington Opera House

CKY at Manchester Music Hall

 Sun, 17 May Manchester Music Hall

Jim Henson's Fraggle Rock Live

 Wed, 30 Sep Lexington Opera House

A Flock of Seagulls at Lexington Opera House

 Wed, 20 May at 07:30 pm Lexington Opera House

Tigers Jaw

 Thu, 28 May at 07:00 pm The Burl

Mac McAnally at Lexington Opera House

 Thu, 28 May at 08:00 pm Lexington Opera House

Josh Blue at Comedy Off Broadway

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

Fit For A King at Manchester Music Hall

 Sun, 31 May at 07:00 pm Manchester Music Hall

Whose Live Anyway?

 Tue, 19 May at 11:30 pm Lexington Opera House

Monty Python's Spamalot

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

Tigers Jaw

 Sat, 30 May The Burl

The Fab Four - The Ultimate Tribute

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

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

Tampa Bay Sun FC at Lexington Womens SC at Lexington Sporting Club Stadium

 Sat, 18 Apr at 05:00 pm Lexington Sporting Club Stadium

Southern Maryland Blue Crabs at Lexington Legends at Legends Field - Lexington

 Tue, 19 May at 06:45 pm Legends Field - Lexington

Anne Wilson

 Fri, 03 Jul Gatton Park

Silverstein

 Thu, 16 Jul Manchester Music Hall

Veteran Suicide Awareness Bike Night (Fundraiser for 22 in 22)

 Fri, 22 May at 05:00 pm 2073 Bryant Road, Lexington, KY, United States, Kentucky 40509

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

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

Las Vegas Lights FC at Lexington SC at Lexington Sporting Club Stadium

 Sat, 22 Aug 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

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

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

Candlelight: Tribute to ABBA & More

 Sat, 11 Jul 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

The War and Treaty

 Tue, 23 Jun The Burl

Vicki Lawrence

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

Choir! Choir! Choir!

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

Charleston Dirty Birds at Lexington Legends at Legends Field - Lexington

 Fri, 24 Apr at 11:59 pm Legends Field - Lexington

Three Dog Night at Lexington Opera House

 Thu, 20 Aug Lexington Opera House

The Sixties Show

 Wed, 20 May Lexington Opera House

John Crist at Singletary Center of Arts

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

Lexington Murder Mystery 2: Crime on Date Night!

 Mon, 01 Jun at 12:00 am Phoenix Park USD 15

San Antonio FC at Lexington SC at Lexington Sporting Club Stadium

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

Future-Proof Your Body: 3 Priorities Every Woman Needs in Her 30s & 40s

 Fri, 05 Jun at 06:00 pm Enhancing Life Personal Training Free

Arabian Legacy Horse Show

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

Gastonia Ghost Peppers at Lexington Legends at Legends Field - Lexington

 Tue, 26 May Legends Field - Lexington

CKY

 Sat, 16 May at 07:00 pm Manchester Music Hall

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

Monterey Bay FC at Lexington SC at Lexington Sporting Club Stadium

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

Benjamin Tod at The Burl

 Sat, 01 Aug at 08:00 pm The Burl

FC Tulsa at Lexington SC at Lexington Sporting Club Stadium

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

Lexington Legends vs. Hagerstown Flying Boxcars

 Mon, 22 Jun Legends Field - KY

Oakland Roots SC at Lexington Sporting Club

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

Peter Antoniou (18+)

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

Lexington SC Women's Team vs. Tampa Bay Sun FC

 Fri, 17 Apr at 07:00 pm Lexington SC Stadium

Riding 22 States in 22 Days Veteran Suicide Awareness - State 2 - Man O'War Harley-Davidson

 Sat, 23 May at 10:00 am Man O'War Harley-Davidson of Lexington (Hamburgh)

Wilco

 Thu, 16 Jul at 07:00 pm The Burl

Mosaic Art Classes: Turkish Lamp Workshop in Lexington

 Sat, 16 May at 10:00 am Hyatt Regency Lexington USD 99 to 179

Gastonia Ghost Peppers at Lexington Legends

 Fri, 07 Aug Wild Health Field

2nd Annual Camp Hero Ride & Shooting Competition

 Fri, 15 May at 10:00 am 2073 Bryant Road, Lexington, KY, United States, Kentucky 40509

Lexington Legends vs. York Revolution

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

Yasmin Williams and Joseph Allred at Singletary Center of Arts

 Wed, 27 May at 07:30 pm Singletary Center of Arts

COLD

 Thu, 28 May at 07:00 pm Manchester Music Hall

Tophouse

 Wed, 03 Jun at 07:00 pm The Burl