| Boozy Bingo with Kat De Lac | 6-2-2025
Monday
7:00 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 |
| Tupelo Honey - Van Morrison Tribute | 6-6-2025
Friday
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 |
| Pink Pony Western Brunch Match Gayme | 6-8-2025
Sunday
12:00 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 |
| Marsha Ambrosius | 6-11-2025
Wednesday
6:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Marsha Ambrosius | 6-11-2025
Wednesday
9:00 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 |
| Soul Brunch: Women of Neo-Soul | 6-14-2025
Saturday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Bob Schneider | 6-14-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Rock and Roll Playhouse - The Music of Grateful Dead for Kids | 6-15-2025
Sunday
12:00 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 |
| Hip Hop and R&B Bingo With Tom Swoope | 6-16-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Hip Hop and R&B Bingo With Tom Swoope | 6-17-2025
Tuesday
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 |
| Whiskey River | 6-19-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Don't Call Me White Girl Live | 6-20-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Tall Guy Tycoon | 6-21-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Latina Legends Brunch | 6-22-2025
Sunday
12:00 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 |
| R&B After Dark | 6-24-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Robert Glasper | 6-25-2025
Wednesday
6:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Robert Glasper | 6-25-2025
Wednesday
9:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Robert Glasper | 6-26-2025
Thursday
6:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Robert Glasper | 6-26-2025
Thursday
9:00 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 |
| Just Fine - Mary J. Blige Tribute Band | 6-28-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Pride & Prosecco | 6-29-2025
Sunday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Wheel of Drag | 6-29-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Floacist | 6-30-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| 4th of July Brunch | 7-4-2025
Friday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Double Duran: The Ultimate Duran Duran Experience | 7-5-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Double Duran: The Ultimate Duran Duran Experience Brunch Show | 7-6-2025
Sunday
12:00 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 |
| Boozy Bingo | 7-8-2025
Tuesday
7:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Maui The Writer | 7-9-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Big Bad Voodoo Daddy | 7-10-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Zachariah Porter | 7-11-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Soul Brunch | 7-12-2025
Saturday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Zachariah Porter | 7-12-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Men of Soul Tribute Brunch | 7-13-2025
Sunday
12:00 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 |
| The Dustbowl Revival | 7-15-2025
Tuesday
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 |
| Bandits on the Run | 7-17-2025
Thursday
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 |
| Mamma Mia! Abba Drag Brunch | 7-19-2025
Saturday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| AJ Ghent | 7-19-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Abe Partridge & Jack Barksdale | 7-22-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Let's Sing Taylor - A Live Band Celebrating Music of Taylor Swift | 7-23-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| 7Horse | 7-24-2025
Thursday
7:00 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 |
| Honky Tonk Brunch | 7-27-2025
Sunday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Lithium - Nirvana Tribute Band | 7-27-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Wheel of Drag | 7-28-2025
Monday
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 |
| Caligula Blushed | 8-1-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Dead Letter Office - A Tribute To R.E.M. | 8-2-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| From London With Love - Tribute to Amy Winehouse & Adele | 8-3-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Boozy Bingo | 8-4-2025
Monday
7:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Still Feel Like Your Band - A Tribute To John Mayer | 8-7-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Comedy & Song with Loni Love | 8-10-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Christi Show: Ms. Shirleen | 8-14-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Damon Darling | 8-16-2025
Saturday
7:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Elle Varner | 8-17-2025
Sunday
5:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Elle Varner | 8-17-2025
Sunday
8:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Crandall Creek | 8-22-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Pitt Floyd Brunch | 8-23-2025
Saturday
12:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Syleena Johnson | 8-24-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Ari Shapiro | 8-29-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Billy Price Band | 8-30-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Boozy Bingo | 9-8-2025
Monday
7:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Pitt Floyd - Tribute To Pink Floyd | 9-10-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Charles Esten | 9-13-2025
Saturday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Deja Vu | 9-14-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Lyfe Jennings | 9-19-2025
Friday
6:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Lyfe Jennings | 9-19-2025
Friday
9:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| John Violinist | 9-21-2025
Sunday
5:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Chrisette Michele | 10-3-2025
Friday
6:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Chrisette Michele | 10-3-2025
Friday
9:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Ami Taf Ra | 10-5-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Boozy Bingo | 10-6-2025
Monday
7:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| The Samples | 10-9-2025
Thursday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Garrison Keillor | 10-14-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Emily Ann Roberts | 10-16-2025
Thursday
7:30 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 |
| Joshua Radin | 10-27-2025
Monday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Abi Carter | 10-28-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Akron's Real Deal | 10-31-2025
Friday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Mary Fahl | 11-2-2025
Sunday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Boozy Bingo | 11-3-2025
Monday
7:00 PM | City Winery in Pittsburgh, PA | View Tickets |
| Rob Anderson | 11-4-2025
Tuesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Griffin House | 11-5-2025
Wednesday
7:30 PM | City Winery in Pittsburgh, PA | View Tickets |
| Boozy Bingo | 12-1-2025
Monday
7:00 PM | City Winery in Pittsburgh, PA | View Tickets |
