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The Lineup

Week 10: September 1st & 2nd
Sept 2 is " Last Night at the Circus!"
Friday, September 1st: 6:30  - 8:30 PM
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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.

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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.

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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.

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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.

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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.

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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.

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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”.

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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
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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.

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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.

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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.

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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
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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.

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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
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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.

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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!

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Deb Ellsworth

Robin's Candy

Face Painter!

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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.

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Colby Lewis Music

Triplex Courtyard

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

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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!

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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.

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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.

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