| Maggie's Wake | 12-14-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| David Benoit's Christmas Tribute To Charlie Brown | 12-15-2025
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| A Very Motown Christmas | 12-16-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Tom Sandoval: Vanderpump Rules Trivia | 12-17-2025
Wednesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Az - Artist | 12-19-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| The Del Fuegos | 12-20-2025
Saturday
3:00 PM | City Winery in Boston, MA | View Tickets |
| The Del Fuegos | 12-20-2025
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Compaq Big Band | 12-21-2025
Sunday
3:00 PM | City Winery in Boston, MA | View Tickets |
| Compaq Big Band | 12-21-2025
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 |
| Holiday Jazz & Soul | 12-23-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Adam Ezra Group & Jeff Kazee | 12-26-2025
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Livingston Taylor | 12-27-2025
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| The Neon Queen: Mamma Mia Brunch | 12-28-2025
Sunday
12:00 PM | City Winery in Boston, MA | View Tickets |
| Club D'Elf | 12-28-2025
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Kindred the Family Soul | 12-29-2025
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Purple Madness - A Tribute To Prince | 12-30-2025
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| The Walrus | 1-1-2026
Thursday
6:30 PM | City Winery in Boston, MA | View Tickets |
| No Static | 1-2-2026
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Bad Bunny Brunch: DJ Rico Suave | 1-3-2026
Saturday
12:00 PM | City Winery in Boston, MA | View Tickets |
| No Static | 1-3-2026
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| SoleTies Live | 1-4-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| El DeBarge | 1-5-2026
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| El DeBarge | 1-6-2026
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Los Lonely Boys | 1-8-2026
Thursday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Los Lonely Boys | 1-9-2026
Friday
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 |
| Maysa | 1-15-2026
Thursday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Masood Boomgaard | 1-16-2026
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Jason Ladanye | 1-18-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Glenn Jones | 1-20-2026
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Rebirth Brass Band | 1-23-2026
Friday
6:30 PM | City Winery in Boston, MA | View Tickets |
| Rebirth Brass Band | 1-23-2026
Friday
9:30 PM | City Winery in Boston, MA | View Tickets |
| Najee | 1-24-2026
Saturday
6:00 PM | City Winery in Boston, MA | View Tickets |
| Najee | 1-24-2026
Saturday
9:30 PM | City Winery in Boston, MA | View Tickets |
| Fortune | 1-25-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Lee Dewyze | 1-26-2026
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Haus of Monsters - Lady Gaga Tribute | 1-30-2026
Friday
6:00 PM | City Winery in Boston, MA | View Tickets |
| Moondance - Van Morrison Tribute | 1-31-2026
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| LFO | 2-1-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Vapors Of Morphine | 2-6-2026
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Roomful of Blues | 2-7-2026
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Tatiana Eva-Marie | 2-8-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Young Dubliners | 2-14-2026
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Chrisette Michele | 2-21-2026
Saturday
6:00 PM | City Winery in Boston, MA | View Tickets |
| Chrisette Michele | 2-21-2026
Saturday
8:30 PM | City Winery in Boston, MA | View Tickets |
| Haggis X-1 | 2-22-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Rey Royale | 2-28-2026
Saturday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Glen Phillips | 3-3-2026
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Eric Hutchinson | 3-4-2026
Wednesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Chris Smither | 3-6-2026
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Gabi Hartmann | 3-10-2026
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Daniel Powter | 3-19-2026
Thursday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Charlie Hunter Trio | 3-24-2026
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| ZZ Ward | 3-29-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Gospel Melodies Day Party & Brunch | 4-4-2026
Saturday
12:00 PM | City Winery in Boston, MA | View Tickets |
| Jonathan Butler | 4-7-2026
Tuesday
6:00 PM | City Winery in Boston, MA | View Tickets |
| Jonathan Butler | 4-7-2026
Tuesday
9:30 PM | City Winery in Boston, MA | View Tickets |
| Will Downing | 5-1-2026
Friday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Steam Powered Giraffe | 5-3-2026
Sunday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Melissa Manchester | 5-4-2026
Monday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Vanessa Carlton | 5-12-2026
Tuesday
7:30 PM | City Winery in Boston, MA | View Tickets |
| Vanessa Carlton | 5-13-2026
Wednesday
7:30 PM | City Winery in Boston, MA | View Tickets |
