| Gauri B | 11-15-2026
Sunday
5:00 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Gauri B | 11-15-2026
Sunday
8:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Jack O'Neill | 11-17-2026
Tuesday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Ryan Demaray | 11-19-2026
Thursday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| R&B Sing-Along: Sing Your Soul Out with Rey Royale | 11-20-2026
Friday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Music Bingo | 11-21-2026
Saturday
12:00 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Mason Jennings | 11-21-2026
Saturday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Corey Staggers | 11-22-2026
Sunday
3:00 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Sarah Potenza Christmas | 11-27-2026
Friday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Sirsy | 11-28-2026
Saturday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| BertCcomedy | 11-29-2026
Sunday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Doobie Powell | 11-30-2026
Monday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Kate Voegele | 12-6-2026
Sunday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Trae Sheehan & Diana Daniels | 12-8-2026
Tuesday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Possessed by Paul James | 12-11-2026
Friday
9:00 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Tom Hearn | 12-13-2026
Sunday
8:00 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| The Victrola Experience | 12-14-2026
Monday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Safiya (Safiya Leslie) | 12-15-2026
Tuesday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Shakedown Citi | 12-17-2026
Thursday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Music Bingo | 12-19-2026
Saturday
12:00 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| The Boston R&B Xmas Party: Ugly Sweater Edition | 12-20-2026
Sunday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Simone Green | 1-22-2027
Friday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Dustin Lowman and His Back Pages | 2-6-2027
Saturday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Jon Regen with His All-Star Band | 3-4-2027
Thursday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Josh Joplin Group | 4-8-2027
Thursday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
