| Sea Wolf Solo | 5-7-2025
Wednesday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| The Wildwoods | 5-8-2025
Thursday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Asher Roth | 5-9-2025
Friday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Jimmy Vivino | 5-14-2025
Wednesday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Denitia | 5-15-2025
Thursday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Ross Livermore | 5-17-2025
Saturday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Natalie Cressman & Ian Faquini | 5-18-2025
Sunday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Lauren Calve & Rachel Ana Dobken | 5-20-2025
Tuesday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Vanna Pacella & Yassin and Sean Terrio | 5-30-2025
Friday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Fellswater | 5-31-2025
Saturday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| California Guitar Trio | 6-2-2025
Monday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Max Muscato | 6-13-2025
Friday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Raynes | 6-21-2025
Saturday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Christian Johnson | 7-6-2025
Sunday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Lala Tamar & Duo Andalus | 7-8-2025
Tuesday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Nurses Night Out | 7-11-2025
Friday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Jed Harrelson | 7-12-2025
Saturday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| The Gunz Show: Who Wants To Be An Emo Millionaire | 7-18-2025
Friday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Abe Partridge & Jack Barksdale | 7-26-2025
Saturday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
| Sirsy | 8-31-2025
Sunday
7:30 PM | Haymarket Lounge At City Winery in Boston, MA | View Tickets |
