Week 3 | Berkshire Busk!

The Lineup

Week 3: July 17 & 18

Use the buttons below to see what each weekend has to offer!

Don't miss our free movie at sundown on July 18th!

Main Stage! Friday Night, July 17th: 6:30 - 10:00 PM

Haddad Subaru Stage: Upper Railroad Street, 6:30PM-7:15PM; 8PM-8:45PM
Warrior Trading Stage: Lower Railroad Street, 7:15PM-8PM; 8:45PM-9:15PM

Berkshire Money Management Stage & Fairview Kid's Zone: Triplex Cinema Courtyard, 6:30PM-8:30PM

Fairview Kid's Zone: Face Paint Deb!

I will paint anyone or anything at any time !

Kilted Colin: Warrior Trading Stage

Kilted Colin does more in a kilt than you thought possible… His funny dance moves and impressive tricks makes him a joy to watch. He will play his bagpipes into your ears and then your hearts all while climbing on top of his 10-foot unicycle. If there’s one thing this man knows, it’s how to dress and how to impress.

Raffi Baker: Berkshire Money Management Stage

Solo guitarist and singer/songwriter from Westchester County, NY.

TNT+: Haddad Subaru Stage

"TNT+ is reimagining live music for the Berkshires. Our unique blend of cool jazz, biting blues, heartfelt soul, and high-energy funk creates the perfect vibe for any occasion. Originally founded as “The New Trio” we have evolved to a powerful quintet of seasoned jazz and blues players focused on tight arrangements of beloved classics and deep tracks, all with great grooves. Fueled by Chris Ferrone (sax), Larry Kuchar (vocals/guitar), Peter Peirce (drums), Steve Dietemann (bass) , and Stu Gruskin (keys), TNT+ brings a sophisticated sound and infectious energy to every performance. Learn more about us at: www.tntplusmusic.com"

Friday Night, July 17th: 6:30 - 8:30 PM

All around downtown Great Barrington.

ViolinViiv: Rubiner's Alley

Classically trained electric violinist covering top 100 pop + hip-hop + dance songs / medleys

Autumn Phoenix Music: Castle Street Corner

Autumn Phoenix is an award-winning singer-songwriter blending Jazz Folk Indie Pop (JFIP) with intricate finger-picked melodies, heartfelt lyrics, and captivating storytelling that draws audiences into every emotion. Catch her live and be a part of an experience you won't forget! See examples of her work at Instagram.com/AutumnPhoenixMusic

Berkshire Resilience Brass Band: First Congregational Church

We are local musicians who are passing on the groove that we have inherited from many traditions around the world but particularly from the African polyrhythmic diaspora. We are grateful to the ancestors and the dancers!

Dani Nico: Coco's Candy

Dani Nico is a palmistry practitioner and multi-faceted artist and healer hailing from the Berkshire Mountains of Western Massachusetts. It was a serendipitous experience in her early life with a family member that introduced Dani to palm-reading and her passion and a deep-seated natural ability were instantly ignited. Ever curious, Dani brings her natural talent for research as well as her lifelong insight and intuition into her palmistry practice. She perfected her craft by plying, refining, and reflecting on her work with willing friends and family. Dani has now experienced and accumulated over a decade of professional connections with thousands of hands read. She excitedly brings her gifts back home to the Berkshires for everyone willing to open themselves up to discovering the story written in the lines of their own palms. Not one to be defined by a single outlet, Dani skillfully pursues numerous other creative endeavors. Among them are upcycled arts such as découpage and button creations, writing poetry, and soap- and perfume-making.

Chalk Gremlin Circus: First Congregational Church

Chalk Gremlin circus is a group of local circus artists that love to bring a little chaos with them where ever they go! They perform both aerial and ground acts and are always looking for new and unexpected places to bring circus.

Saturday Afternoon, July 18th

At the Great Barrington Farmers Market from 10AM-12:30PM &
Berkshire Mountain Distillers from 3PM-5PM

Warren Sieme: Great Barrington Farmers Market

Warren Sieme’s acoustic music celebrates American Adult Contemporary and popular music through both original compositions and interpretations of other artists’ songs. From iconic modern songwriters to classic songs from the Great American Songbook as well as his take on traditional folk music, he presents a style that is unadorned and introspective, thoughtful and moving.

Daring Coyotes: Berkshire Mountain Distillers

Daring Coyotes is the vehicle by which David Clark Carroll's unique songwriting comes to life. He creates music steeped in traditional bluegrass with heavy doses of mandolin, but with modern twists and eccentric, even occasionally electrified instrumentation as can be heard on his latest album, Tales from Mount Tom. Based in Easthampton, MA, David writes about nature, society, politics and modern life, frequently collaborating in studio and on stage with Ryan Seiler on bass and accordion.

Main Stage! Saturday Night, July 18th: 6:30 - 10:00pm

Haddad Subaru Stage: Upper Railroad Street, 6:30PM-7:15PM; 8PM-8:45PM
Warrior Trading Stage: Lower Railroad Street, 7:15PM-8PM; 8:45PM-9:15PM

Berkshire Money Management Stage & Fairview Kid's Zone: Triplex Cinema Courtyard, 6:30PM-8:30PM

Chroma Chameleon Face Painting: Fairview Kid's Zone

Local Berkshires professional face painter. Vivid fun colorful faces for all ages!

The Red Trouser Show: Warrior Trading Stage

The Red Trouser Show: Precision Acrobatics, Comedy, Circus stunts, and Fire Juggling! Without a single dull moment and non-stop action, you will laugh while your heart is pounding with excitement. David and Tobin have known each other since 1st grade, and they hope you’ll come join them for some fun!

Katherine Winston: Berkshire Money Management Stage

Whether fronting a full band or captivating listeners with the intimacy of a solo acoustic set, Katherine Winston’s versatility shines through. Drawing from her deep connection to people and nature, she views songwriting as a way to leave the world a little brighter. Inspired by music spanning many genres and decades, her sound feels both modern and classic and showcases elements of country, pop, rock, and folk music. On stage, Katherine delivers performances that are unforgettable. Whether you discovered her on Season 14 of American Idol, in a club across the country, or in an intimate listening room, Katherine leaves a lasting impression with every melody and lyric. This past year, she released her debut full-length album, a collection that reflects both who she is as a person and as an artist. Something Special, Nothing Fancy is available everywhere now.

Firetown Road: Haddad Subaru Stage

Firetown Road is an alternative country-rock band featuring masterful Americana balladry and storytelling by singer-songwriter Grant Gritzmacher. The band will be releasing a second album, “The Deep End,” in June 2026.

Saturday Night, July 18th: 6:30 - 8:30 PM

All around downtown Great Barrington.

Seth the Jumper: First Congregational Church

Seth Ingram began his jump rope journey in kindergarten after joining the Proform Airborne Jump Rope Team. He went on to win multiple National and World titles, including an Individual World Title in 2019. Known for delivering a high energy performance, he combines powerful acrobatics with quick choreography to create something truly unique. He has had unforgettable experiences performing worldwide for Disney, Cirque Dreams, CirqueUS, the NBA, and countless schools!

L.W. Blue Water Watterson: Castle Street Corner

"Louis “Blue Water” Watterson is a singer-songwriter, musician, and modern-day troubadour, rooted in the rich American traditions of folk and Delta blues. Performing on resonator guitar and 6-string banjo, he blends toe-tapping fingerstyle blues, country, soul, and a touch of jazz—delivering both original songs and reimagined covers with smoky, emotive vocals and lyrics that are equal parts jubilant and melancholy. Based in Hudson, New York, “Blue Water” has spent the past decade performing throughout Columbia, Greene, Ulster, Schenectady, and Jefferson counties. From farmers markets and street fairs to distilleries, restaurants, and private parties, he brings depth, soul, and undeniable presence wherever he plays. "

Deb Cavanaugh: Carr Hardware

Deb Cavanaugh is an award-winning, seasoned singer-songwriter, multi-instrumentalist, and roots musician based in upstate New York. Her career spans decades and genres—from performing Duke Ellington’s sacred music as a teen to touring with her rock band General Eclectic. She’s played notable venues like Caffè Lena and The Linda in the Capital Region of New York, and contributed to historic musical projects including the re-creation of a women’s orchestra from Birkenau, performing at St. John the Divine (NY, NY), Berlin, Germany, and Ravensbrück. With six recordings and international teaching experience, Deb blends traditional folk, blues, and rock with a deep reverence for musical heritage. She often performs with Dandelion Wine, a rotating ensemble of talented collaborators. She also performs for families as Miss Deb, playing songs that appeal to parents as well as the children. Deb uses her music to enhance our human connection and bring an awareness of traditional American culture with the mountain dulcimer, limberjack and crankie.

It’s Chris… Circus Tricks & Comedic Stunts!: First Congregational Church

Chris Allison is a former Ringling Bros. clown and comedy performer whose high-energy circus antics and audience interaction have entertained crowds around the world. When not on the road, he can be seen performing in a duo juggling show at Disney's Hollywood Studios. He will be appearing in Circus & The Bard at Shakespeare & Company in Lenox July 16 through the 26th.

Dani Nico: Coco's Candy

Paul Mu-Sic: Robbie's Market

Paul Mu-Sic creates soundscapes inspired by the peace and serenity of the natural world’s offerings, reflecting through sound and groovy guitar licks the feelings the Cosmic Breeze inspires within “

Antonia Allegrone: Rubiner's Alley

Antonia Allegrone is a 16-year-old singer, songwriter, and pianist. She released her debut single, No Space, followed by her second single, I'll Always Remember, in 2025. She performs her original music of vocals and piano on local stages and has held several roles in full-length musical productions, allowing her to combine her passions of music, dance and theater on one stage. Antonia has grown up in the Berkshire hills in the Northeast within a large close Italian family. She aspires to perform her music widely, describing her style as a combination of pop, soul, and gospel.

Saturday Afternoon, July 18th

On Depot St in Housatonic, 2:30pm-4:30pm

The Red Trouser Show

Hack Monet

Hack Monet is a local performing original rock, blues and country band that has been playing together for over 10 years in the Berkshires, Western Mass and New York. Check out our music on all major streaming services and we look forward to seeing you at our shows!

Luna Faun

Luna Faun is a Berkshire County based fire dancer touched by the serpents kiss. She is thrilled to captivate and enchant you with her love for dance + elemental magick. When not wielding fire or snakes, Luna can be found making herbal potions and various kitchen witchery for her wellness practice. She encourages you to not only to spectate, but find some rhythm to dance along in the audience if you feel called to do so, we all speak the dialect of dance + it's always better together!

Chalk Gremlin Circus

Sunday Afternoon, July 19th: 12-2:15PM

Find our buskers performing at Tanglewood's Berkshire Day!

Kimberly's Pocket Circus

Kimberly's Pocket Circus brings you an adorable tent jammed full of circus surprises—Handstands, Hula Hoops, Comedy and even Dancing Chickens, oh my! It's serious circus stunts wrapped in charm and whimsy - perfect for audiences of all ages. This award-winning show proves you don't need a big top to create big joy.

Katherine Winston with Michael Aaron

Katherine Winston is a singer-songwriter blending Americana, country/pop, and folk into emotionally rich songs that have taken her from national television to touring stages across the country. Joined by local musician, Michael Aaron, the performance moves effortlessly between intimate, delicate moments and big, full-hearted arrangements that bring the music to life. Over the past year, the two musicians have produced and released Katherine’s album, ‘Something Special, Nothing Fancy’, which is available everywhere now.

ÉGO

Eganam “ÉGO” Segbefia is a NYC-based trumpeter who began busking at Grand Central in 2015 with MTA’s Music Under New York program and has since performed at venues including Madison Square Garden and Carnegie Hall. He won the New York Knicks’ inaugural That’s NY Talent halftime competition. Born in Lagos, Nigeria to Ghanaian parents, he immigrated to the U.S. at age ten and grew up in the Bronx, where music became his voice. He earned a Master’s in Classical Trumpet from the Manhattan School of Music and won the Eisenberg-Fried Concerto Competition. Now a member of the United Nations Orchestra, he performs and mentors young musicians, guided by his motto: “Inspiration Without Perspiration is Hallucination.”