| Drag Brunch with Jasmine Kennedie | 4-18-2026
Saturday
12:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Organ Fairchild | 4-18-2026
Saturday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Songwriters Sunday: Cody Piper, Ursula Hansberry & Katelyn Fajardo | 4-19-2026
Sunday
1:30 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| theCAUSE: Steel Your Face | 4-24-2026
Friday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| SamJAMwich | 4-25-2026
Saturday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Duende | 4-26-2026
Sunday
6:30 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Walk On Mars | 5-1-2026
Friday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Colin James, Matt Anderson & Terra Lightfoot | 5-2-2026
Saturday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Mike Minda's Be Free | 5-8-2026
Friday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| An Evening with Joy Clark | 5-9-2026
Saturday
7:30 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Big Shrimp | 5-14-2026
Thursday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| The Holy Gift - Tribute to Tool | 5-22-2026
Friday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Kevin Nealon | 6-19-2026
Friday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Kevin Nealon | 6-20-2026
Saturday
7:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Kevin Nealon | 6-20-2026
Saturday
9:30 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Larry McCray | 7-17-2026
Friday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Buzz Poets | 8-7-2026
Friday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Aaron Rowe | 9-18-2026
Friday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
| Mike Dawes | 10-21-2026
Wednesday
8:00 PM | The Original Pittsburgh Winery in Pittsburgh, PA | View Tickets |
