| Stella Cole | 9-4-2025
Thursday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Dominique Fils-Aime | 9-5-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Taj Farrant | 9-6-2025
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Becca Stevens | 9-7-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Reverend Peytons Big Damn Band | 9-9-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Grant-Lee Phillips | 9-11-2025
Thursday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Yacht Lobsters | 9-14-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Anthony Rapp | 9-16-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| T.S. Party With DJ Swiftie | 9-18-2025
Thursday
8:00 PM | City Winery in Boston, MA | View Tickets |
| Gunhild Carling | 9-19-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Major. | 9-21-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Jonathan Coulton | 9-23-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Lari Basilio | 9-24-2025
Wednesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Reckless Kelly | 9-25-2025
Thursday
7:00 PM | City Winery in Boston, MA | View Tickets |
| Marc Ribot | 9-26-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Challenge Mania Live | 9-27-2025
Saturday
6:00 PM | City Winery in Boston, MA | View Tickets |
| Zainab Johnson | 9-28-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Drake Bell | 9-29-2025
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Murray Hill | 9-30-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Micky and The Motorcars | 10-2-2025
Thursday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Still Feel Like Your Band - A Tribute To John Mayer | 10-5-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Ami Taf Ra | 10-6-2025
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Think: X - An Exploration of the Music of Pink Floyd | 10-7-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Nate Smith - Jazz | 10-8-2025
Wednesday
6:30 PM | City Winery in Boston, MA | View Tickets |
| Nate Smith - Jazz | 10-8-2025
Wednesday
9:30 PM | City Winery in Boston, MA | View Tickets |
| Chief Adjuah (Christian Scott) | 10-9-2025
Thursday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Musical Bingo Brunch | 10-11-2025
Saturday
12:00 PM | City Winery in Boston, MA | View Tickets |
| Zebra | 10-11-2025
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Phony PPL | 10-14-2025
Tuesday
8:30 PM | City Winery in Boston, MA | View Tickets |
| Idan Raichel | 10-15-2025
Wednesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Juan Fernando Velasco | 10-19-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Carminho | 10-20-2025
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Lachy Doley | 10-21-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| GeGe Telesforo & Spajazzy | 10-24-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Rufus Wainwright | 10-25-2025
Saturday
6:30 PM | City Winery in Boston, MA | View Tickets |
| Rufus Wainwright | 10-25-2025
Saturday
9:30 PM | City Winery in Boston, MA | View Tickets |
| Herman's Hermits & Peter Noone | 10-26-2025
Sunday
5:00 PM | City Winery in Boston, MA | View Tickets |
| Herman's Hermits & Peter Noone | 10-26-2025
Sunday
8:00 PM | City Winery in Boston, MA | View Tickets |
| Cold | 10-27-2025
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Claudio Simonetti's Goblin | 10-29-2025
Wednesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Aynur Dogan | 10-31-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Claudio Simonetti's Goblin | 11-1-2025
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Boney James | 11-7-2025
Friday
6:30 PM | City Winery in Boston, MA | View Tickets |
| Boney James | 11-7-2025
Friday
9:30 PM | City Winery in Boston, MA | View Tickets |
| Kelsey Blackstone | 11-9-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| DARGZ | 11-10-2025
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Micky Dolenz | 11-11-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Micky Dolenz | 11-12-2025
Wednesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Esther Povitsky | 11-13-2025
Thursday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Musical Bingo Brunch | 11-15-2025
Saturday
12:00 PM | City Winery in Boston, MA | View Tickets |
| Braxton Cook | 11-16-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Hayley Reardon & Judit Neddermann | 11-21-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Gospel Melodies Day Party & Brunch | 11-22-2025
Saturday
12:00 PM | City Winery in Boston, MA | View Tickets |
| The English Beat | 11-25-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| The English Beat | 11-26-2025
Wednesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| CusCampbell | 11-28-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Tyler Hilton & Kate Voegele | 12-9-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Musical Bingo Brunch | 12-13-2025
Saturday
12:00 PM | City Winery in Boston, MA | View Tickets |
| Maggie's Wake | 12-14-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Sons of Serendip | 12-22-2025
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| No Static | 1-2-2026
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| No Static | 1-3-2026
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Leon and The Peoples | 1-11-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
