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