Trips & Adventurous Activities in Lexington

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

Railbird Festival: The Lumineers Caamp & Mt. Joy (Time: TBD) - Saturday

 Fri, 05 Jun at 07:00 pm The Red Mile

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

 Sun, 30 Aug at 07:00 pm Kroger Field

2026 Railbird Festival - 2 Day Pass at The Red Mile

 Sat, 06 Jun at 10:59 am The Red Mile

Theo Von at Lexington Opera House

 Fri, 01 May Lexington Opera House

Disney On Ice at Rupp Arena

 Fri, 01 May at 10:30 am Rupp Arena

Monster Jam at Rupp Arena

 Sat, 20 Jun at 02:00 pm Rupp Arena

Barry Manilow

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

Kentucky Wildcats vs. Arkansas Razorbacks

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

South Alabama Jaguars at Kentucky Wildcats Football at Kroger Field

 Sat, 26 Sep at 11:59 pm Kroger Field

Kentucky Wildcats vs. South Alabama Jaguars

 Fri, 25 Sep at 07:00 pm Kroger Field

The Mountain Goats at Manchester Music Hall

 Thu, 28 May at 08:00 pm Manchester Music Hall

Ragnar Road Bourbon Chase 2026

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

Disney On Ice: Jump In!

 Thu, 30 Apr at 07:00 pm Rupp Arena At Central Bank Center

2026 Railbird Festival - Saturday at The Red Mile

 Sat, 06 Jun at 11:59 pm The Red Mile

Les Miserables

 Wed, 08 Jul Lexington Opera House

2026 Defender Kentucky Three Day Event - Friday at Alltech Arena at Kentucky Horse Park

 Fri, 24 Apr at 09:00 am Alltech Arena at Kentucky Horse Park

2026 National Horse Show - Sunday at Alltech Arena at Kentucky Horse Park

 Sun, 26 Apr at 09:00 am Alltech Arena at Kentucky Horse Park

Kentucky Three-Day Event - 3 Day Grounds Pass

 Thu, 23 Apr at 07:00 pm Rolex Stadium at Kentucky Horse Park

Barry Manilow at Rupp Arena

 Tue, 04 Aug at 07:00 pm Rupp Arena

Parking Disney On Ice presents Jump In! - Lexington

 Fri, 01 May at 02:30 pm Rupp Arena

Vanderbilt Commodores at Kentucky Wildcats Football at Kroger Field

 Fri, 04 Sep at 11:59 pm Kroger Field

The Mountain Goats

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

Parking Phil Wickham with Tauren Wells

 Sat, 16 May at 11:00 pm Rupp Arena

South Alabama Jaguars at Kentucky Wildcats Football

 Sat, 26 Sep at 07:30 am Kroger Field

Molly Tuttle at The Burl

 Sat, 16 May at 08:00 pm The Burl

Phil Wickham at Rupp Arena

 Sat, 16 May at 07:00 pm Rupp Arena

Phil Wickham

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

Marty Stuart and His Fabulous Superlatives

 Wed, 15 Jul at 07:00 pm Kentucky Theatre

Sevendust at Manchester Music Hall

 Tue, 21 Apr at 06:50 pm Manchester Music Hall

Les Miserables at Lexington Opera House

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

Kentucky Wildcats vs. Texas Longhorns

 Thu, 23 Apr at 07:00 pm John Cropp Stadium

Kentucky Three-Day Event - Thursday

 Wed, 22 Apr at 07:00 pm Rolex Stadium at Kentucky Horse Park

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 Lexington Opera House

SEC Softball Tournament - Session 2 at John Cropp Stadium

 Wed, 06 May at 11:00 am John Cropp Stadium

Patrick Warburton

 Sun, 10 May Comedy Off Broadway

SEC Softball Tournament - Session 3 at John Cropp Stadium

 Wed, 06 May at 05:00 pm John Cropp Stadium

New Found Glory at Manchester Music Hall

 Mon, 11 May at 07:30 pm Manchester Music Hall

An Evening with Bernadette Peters at Lexington Opera House

 Sun, 10 May at 07:30 pm Lexington Opera House

Lavell Crawford - May 22-24, 2026

 Fri, 22 May at 07:00 pm Comedy Off Broadway

Shovels and Rope

 Wed, 22 Apr at 07:00 pm The Burl

Steel Panther

 Thu, 23 Apr at 12:00 am Manchester Music Hall

Greek Sing at Rupp Arena

 Sat, 25 Apr at 05:00 pm Rupp Arena

Patrick Warburton

 Mon, 11 May at 11:00 pm Comedy Off Broadway

Last Podcast on The Left

 Sat, 25 Apr at 07:00 pm Manchester Music Hall

49 Winchester at The Burl

 Fri, 24 Apr The Burl

Kenny Wayne Shepherd at Lexington Opera House

 Fri, 09 Oct Lexington Opera House

The Wailers

 Tue, 28 Apr at 07:00 pm The Burl

Rafi Bastos

 Wed, 29 Apr at 07:00 pm Comedy Off Broadway

Parking Arkansas Razorbacks at Kentucky Wildcats Baseball

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

Flatland Cavalry at CommonSpirit Health Stage at Gatton Park

 Sat, 25 Apr at 07:30 pm CommonSpirit Health Stage at Gatton Park

Zarna Garg at Comedy Off Broadway

 Fri, 05 Jun at 06:30 pm Comedy Off Broadway

Texas Longhorns at Kentucky Wildcats Softball

 Fri, 24 Apr at 10:00 pm John Cropp Stadium

49 Winchester

 Thu, 23 Apr at 07:00 pm The Burl

Lexington Porch Fest

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

Thee Sinseers & The Altons

 Wed, 29 Apr at 07:00 pm The Burl

Monty Python Spamalot at Lexington Opera House

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

Bluey's Big Play at Lexington Opera House

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

Whose Live Anyway at Lexington Opera House

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

The Head and The Heart

 Wed, 22 Jul at 07:00 pm CommonSpirit Health Stage at Gatton Park

Matilda at Lexington Opera House

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

UK Symphony Orchestra - Brahms Requiem with UK Choirs and Lexington Singers at Singletary Center of Arts

 Fri, 24 Apr at 07:30 pm Singletary Center of Arts

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

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

Forward Madison FC at Lexington SC at Lexington Sporting Club Stadium

 Sat, 25 Apr at 11:59 pm Lexington Sporting Club Stadium

Lexington Sporting Club vs. Forward Madison FC

 Fri, 24 Apr at 07:00 pm Lexington SC Stadium

Texas Longhorns at Kentucky Wildcats Softball at John Cropp Stadium

 Fri, 24 Apr at 06:00 pm John Cropp Stadium

Giovannie and The Hired Guns at Manchester Music Hall

 Sun, 03 May at 07:00 pm Manchester Music Hall

Lexington Cinco De Mayo Bar Crawl

 Tue, 05 May at 05:00 pm Belle's Cocktail House USD 8 to 32

Dr. Seuss's The Cat In The Hat

 Tue, 21 Apr at 07:00 pm Lexington Opera House

The Fab Four - The Ultimate Tribute

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

Saving Abel at Manchester Music Hall

 Thu, 14 May at 08:00 pm Manchester Music Hall

Parking Monty Python's Spamalot - Lexington

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

Fooz Fighters - Foo Fighters Tribute

 Fri, 24 Apr at 12:00 am Manchester Music Hall

Tigers Jaw

 Thu, 28 May at 07:00 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

Forward Madison FC at Lexington Sporting Club

 Sat, 25 Apr at 11:00 pm Lexington Sporting Club Stadium

Equestrian Events - 4 Day Pass

 Wed, 22 Apr at 07:00 pm Alltech Arena at Kentucky Horse Park

Golden Hour: $5 Friday

 Fri, 01 May at 05:00 pm Harkness Edwards Vineyards

Dr. Suess's The Cat In The Hat at Lexington Opera House

 Wed, 22 Apr Lexington Opera House

Fit For A King at Manchester Music Hall

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

Marc Broussard

 Wed, 29 Apr at 12:00 am Manchester Music Hall

Fit For A King

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

San Antonio FC at Lexington SC at Lexington Sporting Club Stadium

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

Derrick Stroup at Comedy Off Broadway

 Fri, 15 May Comedy Off Broadway

Pizza at the Peach House

 Fri, 01 May at 05:00 pm Harkness Edwards Vineyards

A Flock of Seagulls at Lexington Opera House

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

Tigers Jaw

 Sat, 30 May The Burl

S.G. Goodman

 Thu, 14 May at 07:00 pm The Burl

Dedrick Flynn

 Wed, 06 May at 07:00 pm Comedy Off Broadway

Dedrick Flynn at Comedy Off Broadway

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

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

 Tue, 19 May at 11:59 pm Legends Field - Lexington

Kiddie Kapers and Company Dance Recital at Lexington Opera House

 Fri, 08 May Lexington Opera House

CKY at Manchester Music Hall

 Sun, 17 May Manchester Music Hall

Sangria Sunday: Bottomless Sangria

 Sun, 03 May at 03:00 pm Harkness Edwards Vineyards

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

Mac McAnally at Lexington Opera House

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

The Still Not Okay Tour: A Tribute to My Chemical Romance and Paramore

 Fri, 01 May at 12:00 am Manchester Music Hall

Drake Milligan

 Fri, 08 May at 12:00 am The Burl

Brunch Boards & BOGO Mimosas

 Sat, 02 May at 12:00 pm Harkness Edwards Vineyards

Monty Python's Spamalot

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