| Date | Time | Event Name | Type | Genre | Venue | Address | Age | Price | |
|---|---|---|---|---|---|---|---|---|---|
 | MonDec 22 | 6:00 PM | Virginia Cavaliers Mens Basketball vs. A... | Sports | Basketball | John Paul Jones Arena | 295 Massie Rd, Charlottesville VA | All Ages | Free |
 | TueDec 23 | 2:00 PM | Met Live in HD Holiday Encore: The Magic... | Art & Theatre | Opera | Paramount Theater - VA | 215 East Main Street | All Ages | Free |
 | SatDec 27 | 8:00 PM | "You Shouldn't Have" Holiday Comedy Show | Art & Theatre | Comedy | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | SunDec 28 | 7:30 PM | Rebirth Brass Band | Music | Jazz | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | TueDec 30 | 8:00 PM | Railroad Earth | Music | Rock | Jefferson Theater | 110 E. Main St. | All Ages | Free |
 | FriJan 2 | 7:30 PM | Vaden Cox & Friends | Music | Blues | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | SatJan 3 | 8:30 PM | 100 Proof (21 & Up!) | Music | R&B | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | SunJan 4 | 4:00 PM | Grand Kyiv Ballet Presents Snow White | Art & Theatre | Paramount Theater - VA | 215 East Main Street | All Ages | Free | |
| WedJan 7 | 9:00 PM | Virginia Cavaliers Mens Basketball vs. C... | Sports | Basketball | John Paul Jones Arena | 295 Massie Rd, Charlottesville VA | All Ages | Free |
 | FriJan 9 | 8:00 PM | We Are Star Children | Music | Pop | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
| SatJan 10 | 2:15 PM | Virginia Cavaliers Mens Basketball vs. S... | Sports | Basketball | John Paul Jones Arena | 295 Massie Rd, Charlottesville VA | All Ages | Free |
 | SatJan 17 | 8:00 PM | The Psycodelics | Music | Rock | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
TueJan 20 | 8:00 PM | Congress the Band | Music | Rock | Jefferson Theater | 110 E. Main St. | All Ages | Free | |
 | ThuJan 22 | 8:00 PM | Jon Spencer | Music | Country | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | FriJan 23 | 8:00 PM | Gia Ray / Silas Frayser - Co Bill | Music | Country | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
MonJan 26 | 7:00 PM | Big Time Rush: In Real Life Worldwide | Music | Rock | John Paul Jones Arena | 295 Massie Rd. | All Ages | Free | |
 | TueJan 27 | 8:00 PM | Josh Ritter | Music | Rock | Jefferson Theater | 110 E. Main St. | All Ages | Free |
 | ThuJan 29 | 8:00 PM | Susto Stringband 2026 Winter Tour | Music | Folk | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | FriJan 30 | 8:00 PM | Cumberland Road | Music | Country | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | FriJan 30 | 8:00 PM | Loudon Wainwright III / Chris Smither (C... | Music | Blues | Jefferson Theater | 110 E. Main St. | All Ages | Free |
 | SatJan 31 | 8:00 PM | Phil Hanley | Art & Theatre | Comedy | Jefferson Theater | 110 E. Main St. | All Ages | Free |
 | SatJan 31 | 9:00 PM | The Southern Drag Show! | Art & Theatre | Performance Art | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | SunFeb 1 | 8:00 PM | Tobacco Road | Music | Rock | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | TueFeb 3 | 8:00 PM | Lettuce | Music | Rock | Jefferson Theater | 110 E. Main St. | All Ages | Free |
| TueFeb 3 | 9:00 PM | Virginia Cavaliers Mens Basketball vs. P... | Sports | Basketball | John Paul Jones Arena | 295 Massie Rd, Charlottesville VA | All Ages | Free |
 | ThuFeb 5 | 8:00 PM | Joe Jordan | Music | Rock | The Southern Café & Music Hall | 103 South 1st St. | All Ages | Free |
 | FriFeb 6 | 9:00 PM | Gasolina Party | Music | Latin | Jefferson Theater | 110 E. Main St. | All Ages | Free |