
Friday, September 1st: 6:30 - 8:30 PM

Kevin Devaney
Upper Railroad Street
Kevin Devaney is passionate about individuals experiencing the arts as part of their daily life without gatekeepers or ivory towers. Devaney has been traveling the world with a typewriter and all the words he can fit in his head since 2016, though his study of poetry precedes that wild jump by over two decades.

Bruce Bowey & Magic Brushes
Robin's Candy
Bruce Bowey is an award winning family entertainer that had been wowing audiences of all ages for decades with his comical blend of magic, ventriloquism and balloon twisting.

Katherine Winston
Triplex Courtyard
Katherine Winston is a Singer/Songwriter from Massachusetts. Inspired by the likes of Stevie Nicks, Kacey Musgraves, and Brandi Carlile, she will pull you right in with her honest, relatable lyrics and her emotional, powerful voice.

Poppy
Upper Railroad Street
Hi! I’m Poppy! I’m a traveling artist, with a passion for body adornment. When I travel I set up on the street and offer henna, and at home in Arizona I’m a tattooist.

Kung Fu Comedy Magic
Lower Railroad Street
Darren’s Kungfu Comedy Magic show will have you laughing with lots of high energy interactive mind boggling magic. His wit and jokes are off the cuff with improv and his skills are unparalled as it has been honed over 15 years of performing. Come be apart of this fun, jaw dropping performance.

Michael Aaron
Rob's Records
Inspired by music icons from past decades, Aaron projects a familiar, but new sound, while bringing back the lyrical tellings of the classic American singer-songwriter. He is originally from Long Island, NY, but currently resides in the Berkshires.

Electrifunk
The Vault Gallery
Josh Driver, aka Electrifunk, is a live loop musician featuring music that is influenced by jazz, edm, lounge, hip hop and electro step. He uses his skills to improvise and build songs on the spot, so an audience has a look at all the steps to create a fun upbeat song right before their eyes! Some have called him a “mugician”.

Dav!d Reed
Rubiner's Cheesemongers
A well-traveled songster with a songbag full of Caribe-vibe folkrock and cigar box blues, Dav!d Reed will keep you entertained with his skillful fingerpicked guitars, foot percussion, harmonicas and inspired vocals. He'll make you feel glad you stopped by!
Saturday Afternoon, September 2nd: 2:00 - 4:00 PM

Bruce Bowey & Magic Brushes
Robin's Candy
Bruce Bowey is an award winning family entertainer that had been wowing audiences of all ages for decades with his comical blend of magic, ventriloquism and balloon twisting.

Poppy
Railroad Street
Hi! I’m Poppy! I’m a traveling artist, with a passion for body adornment. When I travel I set up on the street and offer henna, and at home in Arizona I’m a tattooist.

Katherine Winston
Berkshire Mountain Distillers
Katherine Winston is a Singer/Songwriter from Massachusetts. Inspired by the likes of Stevie Nicks, Kacey Musgraves, and Brandi Carlile, she will pull you right in with her honest, relatable lyrics and her emotional, powerful voice.

Kevin Devaney
Railroad Street
Kevin Devaney is passionate about individuals experiencing the arts as part of their daily life without gatekeepers or ivory towers. Devaney has been traveling the world with a typewriter and all the words he can fit in his head since 2016, though his study of poetry precedes that wild jump by over two decades.
Main Stage! Saturday, September 2nd: 6:30 - 10:00pm

Cate Great!
Lower Railroad Street
Cate is a 20 year veteran of circus, stage, and street. She's brought her unique combination of high-skill and original comedy to 11 different countries including: Australia, New Zealand, England, Ireland, Kuwait, Dubai and most of Canada.

Sample The Cat
Upper Railroad Street
Sample the Cat is a rising soulful rock band from Berkshire County, MA. Their original music captures audiences with a fusion of familiar sounds from blues, funk, and soul while producing a fresh rock vibe that grooves. If you were to "put the cat in the box," their sound could be described as if Alicia Keys sang for Foo Fighters.
Saturday Night, September 2nd: 6:30 - 8:30 PM

Poppy
The Well
Hi! I’m Poppy! I’m a traveling artist, with a passion for body adornment. When I travel I set up on the street and offer henna, and at home in Arizona I’m a tattooist.

Benjamin Levy
TP Saddleblanket
Benjamin Levy is delighted to be performing on the street once again; some of his first performances were several decades(!) ago outside the Crafts Fair at Monument. Since then, he’s appeared everywhere from the Rainbow Room to the White House. But even the most established performers need to break in different material: Come see what's new!

Deb Ellsworth
Robin's Candy
Face Painter!

Lia Pearl
First Congregational Church
Lia practices aerial silks, an acrobatic art form that combines feats of strength and flexibility with creative choreography-all while suspended high above the ground.

Colby Lewis Music
Triplex Courtyard
Colby plays your favorites from the 70's and 80's... Come tap your feet and sing along.

Dav!d Reed
The Vault Gallery
A well-traveled songster with a songbag full of Caribe-vibe folkrock and cigar box blues, Dav!d Reed will keep you entertained with his skillful fingerpicked guitars, foot percussion, harmonicas and inspired vocals. He'll make you feel glad you stopped by!

Kevin Devaney
The Well
Kevin Devaney is passionate about individuals experiencing the arts as part of their daily life without gatekeepers or ivory towers. Devaney has been traveling the world with a typewriter and all the words he can fit in his head since 2016, though his study of poetry precedes that wild jump by over two decades.

Timbalanced
Rubiner's Cheesemongers
Timbalanced is a variety performer hailing from the hometown of P.T. Barnum. Hats will flip, cans will flop, and beanbags will fly as he displays his fun and creative juggling skills.