| Al Stewart & Livingston Taylor | 4-3-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Soul Brunch: Stevie Wonder's 75th Birthday Celebration | 4-5-2025
Saturday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Them Coulee Boys | 4-6-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Dave Hollister | 4-9-2025
Wednesday
5:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Dave Hollister | 4-9-2025
Wednesday
8:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Michael Yo | 4-10-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Kevin Ross | 4-11-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Billy Brunch: The Billy Price Band | 4-12-2025
Saturday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Match Gayme: Totally 80s Edition | 4-12-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Stanley Clarke | 4-13-2025
Sunday
5:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Stanley Clarke | 4-13-2025
Sunday
8:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Raul Midon | 4-14-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Alejandro Escovedo | 4-15-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Steve Forbert | 4-17-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Chante Moore | 4-18-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Chante Moore | 4-19-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Chante Moore | 4-20-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Carbon Leaf | 4-22-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| EXTC | 4-23-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| John Waters Devil's Advocate | 4-24-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Judy Gold | 4-25-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| John Waite | 4-26-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Coco Peru | 4-28-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Johnny & June Forever | 4-29-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Howie Day | 5-1-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Dancing Machine - Tribute to The Jacksons | 5-2-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Kaki King - California Guitar Trio | 5-3-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Micky Dolenz | 5-4-2025
Sunday
5:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Micky Dolenz | 5-4-2025
Sunday
8:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Nefesh Mountain | 5-6-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| bob. - Tribute to Bob Dylan | 5-7-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Boneshakers & Melinda and the Night Sky | 5-8-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Let's Groove Tonight - Earth, Wind and Fire Tribute | 5-9-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Brett Dennen & River Whyless | 5-10-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Elizabeth Brunot | 5-11-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Matt Andersen | 5-13-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Will Downing | 5-14-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Will Downing | 5-15-2025
Thursday
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 |
| Five for Fighting | 5-17-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Simrit | 5-18-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Asher Roth | 5-19-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Darrell Scott | 5-20-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Scott Thompson | 5-22-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Motown Murder Mystery - A Killer Tribute Show | 5-25-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Matteo Mancuso | 5-27-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Nurse's Night Out | 5-28-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Waiting Room - Genesis Tribute | 5-29-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Garrison Keillor | 5-30-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Bill Toms - Album Release | 5-31-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Nikka Costa | 6-1-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Two Jews Comedy | 6-4-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| DARUMA | 6-5-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Pinky Patel | 6-7-2025
Saturday
1:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Jorma Kaukonen | 6-7-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Napoleon Dynamite Live! | 6-8-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Eric Gales | 6-9-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Rudick Siblings | 6-10-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| American Tune: Simon, Croce and Taylor | 6-12-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| A Night In Athens - The Music of R.E.M. and The B-52s | 6-13-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Bob Schneider | 6-14-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Hell's Belles | 6-15-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Mohanad Elshieky | 6-18-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Pure Gold | 6-22-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Larry Campbell & Teresa Williams | 6-23-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Babatunde HipHopera | 6-27-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Tony Campbell | 6-28-2025
Saturday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Floacist | 6-30-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Kasey Chambers | 7-6-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Paul Green Rock Academy | 7-7-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Tyler Hilton | 7-13-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Mekons | 7-14-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Liz Longley | 7-16-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Omar - Artist | 7-18-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| AJ Ghent | 7-19-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Back and Forth - Foo Fighters Tribute | 7-25-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Joe Grushecky and The Houserockers | 7-26-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Goapele | 7-31-2025
Thursday
5:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Goapele | 7-31-2025
Thursday
8:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| My Cousin Tiera | 10-18-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
