| Event | Venue | Date/Time | |
| Lexington Legends vs. Southern Maryland Blue Crabs | Legends Field - KY
Lexington, KY | Tuesday
9/16/2025
6:45 PM |  |
| Lexington Legends vs. Southern Maryland Blue Crabs | Legends Field - KY
Lexington, KY | Wednesday
9/17/2025
11:00 AM | |
| The Beach Boys | CommonSpirit Health Stage at Gatton Park
Lexington, KY | Wednesday
9/17/2025
7:30 PM | |
| Napoleon Dynamite Live! | Lexington Opera House
Lexington, KY | Wednesday
9/17/2025
8:00 PM | |
| Lexington Legends vs. Southern Maryland Blue Crabs | Legends Field - KY
Lexington, KY | Thursday
9/18/2025
6:45 PM | |
| Cole Swindell & Priscilla Block | Rupp Arena At Central Bank Center
Lexington, KY | Thursday
9/18/2025
7:00 PM | |
| Lee Kimbrell | Comedy Off Broadway
Lexington, KY | Thursday
9/18/2025
7:00 PM | |
| Jiaoying Summers | Comedy Off Broadway
Lexington, KY | Friday
9/19/2025
7:00 PM | |
| Dracula, A Comedy of Terrors | Carriage House Theatre - Lexington
Lexington, KY | Friday
9/19/2025
7:30 PM | |
| The Steeldrivers | Lexington Opera House
Lexington, KY | Friday
9/19/2025
8:00 PM | |
| Blake Whiten | The Burl
Lexington, KY | Friday
9/19/2025
8:00 PM | |
| Sabbath - Tribute to Black Sabbath | Manchester Music Hall
Lexington, KY | Friday
9/19/2025
8:00 PM | |
| Jiaoying Summers | Comedy Off Broadway
Lexington, KY | Friday
9/19/2025
9:30 PM | |
| Kentucky Wildcats Women's Volleyball vs. Washington Huskies | University of Kentucky - Memorial Coliseum
Lexington, KY | Saturday
9/20/2025
12:00 PM | |
| Jiaoying Summers | Comedy Off Broadway
Lexington, KY | Saturday
9/20/2025
6:30 PM | |
| Dracula, A Comedy of Terrors | Carriage House Theatre - Lexington
Lexington, KY | Saturday
9/20/2025
7:30 PM | |
| The Steeldrivers | Lexington Opera House
Lexington, KY | Saturday
9/20/2025
8:00 PM | |
| Allen Stone | Manchester Music Hall
Lexington, KY | Saturday
9/20/2025
8:00 PM | |
| Aidan Bissett | The Burl
Lexington, KY | Saturday
9/20/2025
8:00 PM | |
| Jiaoying Summers | Comedy Off Broadway
Lexington, KY | Saturday
9/20/2025
9:00 PM | |
| Dracula, A Comedy of Terrors | Carriage House Theatre - Lexington
Lexington, KY | Sunday
9/21/2025
2:30 PM | |
| Villalobos Brothers | Lexington Opera House
Lexington, KY | Sunday
9/21/2025
7:00 PM | |
| Toad The Wet Sprocket | Lexington Opera House
Lexington, KY | Tuesday
9/23/2025
8:00 PM | |
| Panda Bear | The Burl
Lexington, KY | Tuesday
9/23/2025
8:00 PM | |
| Kentucky Wildcats Women's Volleyball vs. South Carolina Gamecocks | University of Kentucky - Memorial Coliseum
Lexington, KY | Wednesday
9/24/2025
7:00 PM | |
| Home Free | Lexington Opera House
Lexington, KY | Wednesday
9/24/2025
7:30 PM | |
| John Craigie | The Burl
Lexington, KY | Wednesday
9/24/2025
8:00 PM | |
| Reed Timmer: Dominate The Storm | Lexington Opera House
Lexington, KY | Thursday
9/25/2025
7:30 PM | |
| Gareth | Manchester Music Hall
Lexington, KY | Thursday
9/25/2025
8:00 PM | |
| Kentucky Wildcats Women's Volleyball vs. Georgia Bulldogs | University of Kentucky - Memorial Coliseum
Lexington, KY | Friday
9/26/2025
7:00 PM | |
| Dracula, A Comedy of Terrors | Carriage House Theatre - Lexington
Lexington, KY | Friday
9/26/2025
7:30 PM | |
| Paul Wall | Manchester Music Hall
Lexington, KY | Friday
9/26/2025
8:00 PM | |
| Danae Hays | Lexington Opera House
Lexington, KY | Friday
9/26/2025
8:00 PM | |
| The Brook and The Bluff | The Burl
Lexington, KY | Friday
9/26/2025
8:00 PM | |
| George Janko | Lexington Opera House
Lexington, KY | Saturday
9/27/2025
7:00 PM | |
| Dracula, A Comedy of Terrors | Carriage House Theatre - Lexington
Lexington, KY | Saturday
9/27/2025
7:30 PM | |
| Taj Farrant | Manchester Music Hall
Lexington, KY | Saturday
9/27/2025
8:00 PM | |
| Hailey Whitters | The Burl
Lexington, KY | Saturday
9/27/2025
8:00 PM | |
| Dracula, A Comedy of Terrors | Carriage House Theatre - Lexington
Lexington, KY | Sunday
9/28/2025
2:30 PM | |
| Black Jacket Symphony: The Era of Yacht Rock | Lexington Opera House
Lexington, KY | Sunday
9/28/2025
4:00 PM | |
| American Aquarium | The Burl
Lexington, KY | Sunday
9/28/2025
8:00 PM | |
| Maddox Batson | Manchester Music Hall
Lexington, KY | Tuesday
9/30/2025
7:00 PM | |
| Archers - Artist | Manchester Music Hall
Lexington, KY | Wednesday
10/1/2025
7:00 PM | |
| Greg Hahn | Comedy Off Broadway
Lexington, KY | Thursday
10/2/2025
7:00 PM | |
| Drake White | Manchester Music Hall
Lexington, KY | Thursday
10/2/2025
8:00 PM | |
| Jurassic Quest (Multiple Dates and Times) | Central Bank Center
Lexington, KY | Friday
10/3/2025
TBD | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Friday
10/3/2025
11:00 AM | |
| Greg Hahn | Comedy Off Broadway
Lexington, KY | Friday
10/3/2025
6:30 PM | |
| Eric Church & Marcus King Band | Rupp Arena At Central Bank Center
Lexington, KY | Friday
10/3/2025
7:30 PM | |
| UK Opera: Hansel and Gretel | Lexington Opera House
Lexington, KY | Friday
10/3/2025
7:30 PM | |
| Jo Koy | Concert Hall at Singletary Center for the Arts
Lexington, KY | Friday
10/3/2025
8:00 PM | |
| Unknown Mortal Orchestra | The Burl
Lexington, KY | Friday
10/3/2025
8:00 PM | |
| Greg Hahn | Comedy Off Broadway
Lexington, KY | Friday
10/3/2025
9:00 PM | |
| Jurassic Quest (Multiple Dates and Times) | Central Bank Center
Lexington, KY | Saturday
10/4/2025
TBD | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Saturday
10/4/2025
11:00 AM | |
| UK Opera: Hansel and Gretel | Lexington Opera House
Lexington, KY | Saturday
10/4/2025
2:00 PM | |
| Greg Hahn | Comedy Off Broadway
Lexington, KY | Saturday
10/4/2025
6:00 PM | |
| Arlo McKinley | The Burl
Lexington, KY | Saturday
10/4/2025
8:00 PM | |
| Greg Hahn | Comedy Off Broadway
Lexington, KY | Saturday
10/4/2025
8:30 PM | |
| Jurassic Quest (Multiple Dates and Times) | Central Bank Center
Lexington, KY | Sunday
10/5/2025
TBD | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Sunday
10/5/2025
11:00 AM | |
| UK Opera: Hansel and Gretel | Lexington Opera House
Lexington, KY | Sunday
10/5/2025
2:00 PM | |
| Arlo McKinley | The Burl
Lexington, KY | Sunday
10/5/2025
8:00 PM | |
| Nurse Blake | Lexington Opera House
Lexington, KY | Tuesday
10/7/2025
7:00 PM | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Wednesday
10/8/2025
11:00 AM | |
| World Ballet Company: Cinderella | Lexington Opera House
Lexington, KY | Wednesday
10/8/2025
7:00 PM | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Thursday
10/9/2025
11:00 AM | |
| Kansas - The Band | CommonSpirit Health Stage at Gatton Park
Lexington, KY | Thursday
10/9/2025
7:00 PM | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Friday
10/10/2025
11:00 AM | |
| John Caparulo | Comedy Off Broadway
Lexington, KY | Friday
10/10/2025
7:00 PM | |
| Mrs. Doubtfire - The Musical | Lexington Opera House
Lexington, KY | Friday
10/10/2025
7:30 PM | |
| Kiss Alive - A Tribute to Kiss | Manchester Music Hall
Lexington, KY | Friday
10/10/2025
8:00 PM | |
| John Caparulo | Comedy Off Broadway
Lexington, KY | Friday
10/10/2025
9:30 PM | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Saturday
10/11/2025
11:00 AM | |
| Mrs. Doubtfire - The Musical | Lexington Opera House
Lexington, KY | Saturday
10/11/2025
1:00 PM | |
| John Caparulo | Comedy Off Broadway
Lexington, KY | Saturday
10/11/2025
6:30 PM | |
| Lexington Sporting Club vs. El Paso Locomotive FC | Lexington SC Stadium
Lexington, KY | Saturday
10/11/2025
7:00 PM | |
| Mrs. Doubtfire - The Musical | Lexington Opera House
Lexington, KY | Saturday
10/11/2025
7:30 PM | |
| John Caparulo | Comedy Off Broadway
Lexington, KY | Saturday
10/11/2025
9:00 PM | |
| Hyperglow America's Largest Glow Party | Manchester Music Hall
Lexington, KY | Saturday
10/11/2025
10:00 PM | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Sunday
10/12/2025
11:00 AM | |
| Mrs. Doubtfire - The Musical | Lexington Opera House
Lexington, KY | Sunday
10/12/2025
1:00 PM | |
| Trish Suhr | Comedy Off Broadway
Lexington, KY | Sunday
10/12/2025
5:00 PM | |
| Mrs. Doubtfire - The Musical | Lexington Opera House
Lexington, KY | Sunday
10/12/2025
6:30 PM | |
| Kevin Gates | Rupp Arena At Central Bank Center
Lexington, KY | Sunday
10/12/2025
8:00 PM | |
| Deafheaven | Manchester Music Hall
Lexington, KY | Sunday
10/12/2025
8:00 PM | |
| Tommy Emmanuel | Kentucky Theatre
Lexington, KY | Tuesday
10/14/2025
7:30 PM | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Wednesday
10/15/2025
11:00 AM | |
| Kentucky Wildcats Women's Volleyball vs. Auburn Tigers | University of Kentucky - Memorial Coliseum
Lexington, KY | Wednesday
10/15/2025
7:00 PM | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Thursday
10/16/2025
11:00 AM | |
| Greg Warren | Comedy Off Broadway
Lexington, KY | Thursday
10/16/2025
7:00 PM | |
| Adam Sandler | Rupp Arena At Central Bank Center
Lexington, KY | Thursday
10/16/2025
7:30 PM | |
| UK Dept. of Theatre: Into The Woods | Guignol Theater
Lexington, KY | Thursday
10/16/2025
7:30 PM | |
| UpDating | Manchester Music Hall
Lexington, KY | Thursday
10/16/2025
8:00 PM | |
| Keeneland Fall Race Meet | Keeneland
Lexington, KY | Friday
10/17/2025
11:00 AM | |
| ScareFest Weekend | Central Bank Center
Lexington, KY | Friday
10/17/2025
4:00 PM | |
| Greg Warren | Comedy Off Broadway
Lexington, KY | Friday
10/17/2025
6:30 PM | |
| Lexington Sporting Club vs. Sacramento Republic FC | Lexington SC Stadium
Lexington, KY | Friday
10/17/2025
7:00 PM | |
| UK Dept. of Theatre: Into The Woods | Guignol Theater
Lexington, KY | Friday
10/17/2025
7:30 PM | |
| Cole Chaney | The Burl
Lexington, KY | Friday
10/17/2025
8:00 PM | |
