Jonatha Brooke 🎸 Where: The Iron Horse Music Hall, 18 Center Street, Northampton, MA When: Tuesday, February 24, 2026, 7:00 PM EDT Why Go: Soulful singer-songwriter performance with captivating lyrics—intimate live music in a historic Pioneer Valley venue for fans 25-80 seeking emotional depth. Contact Info: https://ironhorse.org/calendar

Dead Night: Grateful Dead Cover Bands 🎸 Where: Haze, 24 Main Street, Northampton, MA When: Tuesday, February 24, 2026, 9:00 PM – 12:00 AM EDT Why Go: Weekly tribute with rotating local bands jamming Grateful Dead classics—nostalgic, improvisational live rock for enthusiasts 25-80. Contact Info: https://northampton.live/arts-entertainment

Wednesday Karaoke 🎤 Where: Haze, 24 Main Street, Northampton, MA When: Wednesday, February 25, 2026, 8:00 PM – 12:00 AM EDT Why Go: Hosted karaoke with themed nights—fun, participatory live music for singers and spectators 25-80 unwinding midweek. Contact Info: https://northampton.live/arts-entertainment

Tyler Henry - The Hollywood Medium: An Evening of Hope and Healing 🎤 Where: Springfield Symphony Hall, 34 Court Street, Springfield, MA When: Thursday, February 26, 2026, 7:30 PM EDT Why Go: Celebrity medium Tyler Henry offers readings and messages—spiritual/inspirational talk with emotional resonance for adults 25-80. Contact Info: https://www.symphonyhallspringfield.com/events

CJ Chenier 🎶 Where: The Iron Horse Music Hall, 18 Center Street, Northampton, MA When: Thursday, February 26, 2026, 7:00 PM EDT Why Go: Zydeco legend born into Louisiana/Texas tradition—high-energy live roots music blending blues and dance rhythms for fans 25-80. Contact Info: https://ironhorse.org/calendar

LaMP (ft. Russ Lawton, Scott Metzger, Ray Paczkowski) 🎸 Where: The Drake, 44 North Pleasant St, Amherst, MA When: Thursday, February 26, 2026, 8:00 PM EDT Why Go: Instrumental rock/jam supergroup—dynamic live music for progressive rock enthusiasts in Pioneer Valley. Contact Info: https://thedrake.org/

The Mallett Brothers Band Trio 🎶 Where: The Parlor Room, 32 Masonic St, Northampton, MA When: Thursday, February 26, 2026, 7:30 PM EDT Why Go: Roots/rock trio performance—intimate live music in a cozy listening room for ages 25-80. Contact Info: https://parlorroom.org/calendar

Skye Consort & Emma Björling 🎶 Where: The Parlor Room, 32 Masonic St, Northampton, MA When: Thursday, February 26, 2026, 7:30 PM EDT Why Go: Folk/world music duo—elegant, melodic live performance for folk enthusiasts. Contact Info: https://parlorroom.org/calendar

Merry Me by Hansol Jung 🎭 Where: Hallie Flanagan Studio Theatre, Smith College, 122 Green St, Northampton, MA When: Thursday–Saturday, February 26–28, 2026, 7:30 PM EDT Why Go: Contemporary play exploring relationships and identity—thought-provoking theater for adults 25-80. Contact Info: https://www.artshubwma.org/events

Opera House Players presents Chess 🎭 Where: Opera House Players venue, Northampton area When: Friday–Sunday, February 27–March 1, 2026 (multiple shows) Why Go: Musical theater production of Chess—dramatic live performance with songs and story for theater lovers. Contact Info: https://www.artshubwma.org/events

The Machine Performs Pink Floyd 🎸 Where: Academy of Music Theatre, 274 Main Street, Northampton, MA When: Saturday, February 28, 2026, 8:00 PM EDT Why Go: Tribute band recreating Pink Floyd classics—immersive live rock for prog/psychedelic fans 25-80. Contact Info: https://aomtheatre.com/

Black Belt Eagle Scout and Mato Wayuhi with Ailani 🎶 Where: The Parlor Room, 32 Masonic St, Northampton, MA When: Saturday, February 28, 2026, Evening Why Go: Indigenous indie/rock performance—powerful live music with cultural depth for alternative fans. Contact Info: https://northampton.live/arts-entertainment