Music

Organized by Monday of the Minds, featuring local talent! Family-friendly!

Presented in partnership with One Longfellow Square! *also serving as the rain location   The Portland Jazz Orchestra has been a staple at One Longfellow Square since 2006, bringing the …

Presented in partnership with One Longfellow Square! *also serving as the rain location   Based in Portland, Maine, Sunburned Sharks delivers sun-soaked indie-funk R&B distilled from 60s soul, 70s funk, 80s pop, …

Presented in partnership with One Longfellow Square! *also serving as the rain location Tricky Britches is a high-energy string band hailing from Portland, Maine. With their original songs and traditional roots, …

Presented in partnership with One Longfellow Square! *also serving as the rain location Sigrid Sibley is a singer-songwriter from Poland Spring, Maine, where she was raised on a small homestead surrounded …

Presented in partnership with One Longfellow Square! *also serving as the rain location A founding member of Sparks the Rescue, Maine native Toby McAllister has been making music since childhood. After years …

Enjoy some local and touring talent! Free and family-friendly!

Presented in partnership with One Longfellow Square! *also serving as the rain location Heather Lynn creates music that melds humor, nostalgia, and vulnerability. With a deep love of curiosity, Heather’s songs …

Enjoy some folk, Americana, bluegrass -- Old Time Music! Dancing encouraged!

Local and regional talent! Family-friendly!