top of page

Main Stage! Friday Night, August 29th
Haddad Subaru Stage: Upper Railroad Street, 6:30-7:15PM and then 8:00-8:45PM
Warrior Trading Stage: Lower Railroad Street, 7:15-8:00PM and then 8:45-9:15PM
Berkshire Money Management Stage: Triplex Cinema Courtyard, 6:30-8:30PM

Josh Driver: Berkshire Money Management Stage
Josh Driver aka electrifunk is a live loop musician, featuring keyboards, guitars, beatboxing and harmonies- he’s a one man band with a big sound. From folk to jazz, reggae to hip hop, Josh is full of energy and improvised ideas.

Jacob Shipley: Haddad Subaru Stage
Jacob Shipley writes not-so-sad-anymore acoustic folk-rock for those who forgave, but find some masochistic joy in remembering. With a voice that is raw, powerful, and emotive, he shares stories from his own emotionally complicated life with humor and a knowing smile that only hindsight can bring. Jacob gives his live audiences the space to commiserate and laugh through the pain, sorrow, and embarrassments they’ve experienced.

Cate Great: Warrior Trading Stage
Trained at The Quebec Circus School, Cate is a 20 year veteran of circus stage and street. She’s performed her award winning show in eleven different countries including: Australia, New Zealand, the United Kingdom, and Dubai as well as most of the United States and Canada.
She’s charming, she’s talented–she’s not just great, she’s Cate Great!
Friday Night, August 29th: 6:30 - 8:30 PM
All around downtown Great Barrington.

VonBowtie Face Painting: Matrushka Toys & Gifts
Melissa Twing, face painter/owner of VonBowtie Face Painting, adds color and creativity to any event with fun, unique designs for kids and kids at heart— in the Berkshires and beyond.

Chalk Gremlin Circus Company with Ms. Pretty Smart: First Congregational Church
Chalk Gremlin Circus is a group of local mildly chaotic, but always entertaining circus artists. They specialize in aerial arts, but also love creating ground and flow acts to enhance their act.

Rick and Marilyn: Carr Hardware
Rick and Marilyn perform Guitar-centric, edgy, acoustic rock music. Rick's intricate guitar solos support Marilyn's heartfelt vocals and driving rhythm guitar while they play originals and classic hippie/folk/rock songs.

Jacqueline Farrara: TP Saddleblanket
Jacqueline Farrara is a poet of image and form, weaving language and light into sculptural dreams. Based in Hudson, NY, with a satellite studio in Casstown, OH, she moves between worlds—photography, film, poetry, sculpture, and letterpress storytelling—blurring their edges into something intimate and timeless. Born in 1990 to a lineage of celebrated artists, Jacqueline penned her first poem at the age of eight, a spark that has since ignited a life devoted to artistic alchemy. Her work transforms photographs into immersive, tactile landscapes—greatly enlarged, abstracted prints that evolve into installations, sculptures, and living stories. In the warm months, she can be found busking poetry, offering verses to strangers like love letters to the fleeting moment. Deeply inspired by her grandmother, a renowned Ukrainian artist, Jacqueline’s work is a love affair with tradition and raw reality. She speaks in the language of impermanence, where longing, beauty, and the certainty of loss entwine. Nature and architecture become her co-conspirators, as her installations breathe, shift, and invite the world to step inside the poetry of the ephemeral.

Timbalanced: First Congregational Church
Timbalanced is a seasoned entertainer specializing in juggling and stiltwalking, based in Western Connecticut. Full of timeless, whimsical charm, his performances are fun for the whole family and feature an array of juggling and other circus skills!

Lily Lothrop: Castle Street Corner
Confessional jangle pop. The best of both the singer/songwriter and indie pop worlds, Lily Lothrop’s enchanting voice and lyrical honesty dares us to listen closer. Her debut record was recorded at Plaid Dog Recording in Waltham MA. Born and raised in the Berkshires, currently based out of Troy NY.

Scott Hsu: Rubiner's Alley/Lucy's Rendezvous
Scott Hsu is a Taiwanese-American singer-songwriter, livelooper and multi-instrumentalist from Amherst Massachusetts. His lyricism is personal, passionate, and heartfelt, rooted in authenticity, gravitating toward themes of love, loss, and belonging. His energetic English/Mandarin performances showcase his multi-instrumental wizardry, blending electronica rock beats with live looping synthesizers, electric guitar, and vocal effects.
bottom of page