| Boozy Bingo | 10-7-2024
Monday
7:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| John Wesley Harding | 10-8-2024
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Eric Hutchinson | 10-9-2024
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Eliot Glazer | 10-10-2024
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Monkeys on a String - Dave Matthews Band Tribute | 10-11-2024
Friday
8:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Old School R&B Brunch Sing-Along: Tom Swoope | 10-12-2024
Saturday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Matt Friend | 10-12-2024
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Old School R&B Brunch Sing-Along: Tom Swoope | 10-13-2024
Sunday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Ann Hampton Callaway | 10-13-2024
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Lee Dewyze | 10-14-2024
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Anthony Robustiano | 10-15-2024
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Icons: The Show | 10-16-2024
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Puddles Pity Party | 10-17-2024
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| WrestleRex | 10-18-2024
Friday
8:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Pat McGann | 10-19-2024
Saturday
8:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| John Waite | 10-20-2024
Sunday
5:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| John Waite | 10-20-2024
Sunday
8:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Richard Lloyd Group | 10-21-2024
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Vertical Horizon | 10-22-2024
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Pat McGee | 10-23-2024
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Loudon Wainwright III | 10-24-2024
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Hello City - Tribute To Barenaked Ladies | 10-25-2024
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Jazz Brunch - Salutes The Music of Rick James, Teena Marie and The Isley Brothers | 10-26-2024
Saturday
12:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Dave Alvin & Jimmie Dale Gilmore and The Guilty Ones | 10-26-2024
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Lola LeCroix: Real Drag Brunch of Pittsburgh Halloween Special | 10-27-2024
Sunday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Mean Gays | 10-27-2024
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Sixpence None the Richer | 10-29-2024
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Match Gayme | 10-30-2024
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| All-4-One | 10-31-2024
Thursday
6:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Glenn Frey Birthday Celebration | 11-1-2024
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Najee | 11-2-2024
Saturday
6:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Najee | 11-2-2024
Saturday
9:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Luann De Lesseps | 11-3-2024
Sunday
1:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Luann De Lesseps | 11-3-2024
Sunday
6:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Jonathan Butler | 11-4-2024
Monday
6:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Jonathan Butler | 11-4-2024
Monday
9:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Karyn White | 11-6-2024
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Jonatha Brooke | 11-10-2024
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Eric Benet | 11-11-2024
Monday
6:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Eric Benet | 11-11-2024
Monday
9:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Eric Benet | 11-12-2024
Tuesday
6:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Eric Benet | 11-12-2024
Tuesday
9:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Deana Carter | 11-14-2024
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| O-Town | 11-15-2024
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Spill Canvas | 11-18-2024
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Seven Wonders - Fleetwood Mac Tribute | 11-19-2024
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Chris Knight | 11-20-2024
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Teedra Moses | 11-22-2024
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Jesse Cook | 11-23-2024
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Lola LeCroix | 11-24-2024
Sunday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Jonathan Coulton | 12-3-2024
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Jonathan Coulton | 12-4-2024
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Lunasa | 12-10-2024
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Lucy Kaplansky, Patty Larkin, John Gorka & Cliff Eberhardt | 1-23-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Martin Sexton | 1-26-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Bruce Cockburn | 5-16-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
