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Hazle Weatherfield Art (Recent works by Michael McKay)

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Marketplace Cafe 53 North Street, Pittsfield

The Marketplace Cafe will feature Hazle Weatherfield (Recent works by Michael McKay) for the month of May. View acrylic gouache works on paper by Hazle Weatherfield, (a pseudonym adopted by […]

PHS Senior Show Opening Reception

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Lichtenstein Center For the Arts 28 Renne Ave, Pittsfield

Portfolios created by the Advanced Placement students from Pittsfield High School will be on display at the Lichtenstein Center for the Arts. These dedicated AP students have honed their skills, […]

Futon Lasagna Punk Ska Band

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Persip Park 175 North Street, Pittsfield

Futon Lasagna is Punk SKA comfort food made with love since 2021. Hailing from Boston, this high-energy, female-fronted LGBTQ+ band blends the melodic vocals of pop punk with the infectious […]

Dance on Dunham with Luana & Prashad

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Dunham Mall 100 North Street, Pittsfield

The Dance Zone at Dunham Mall will feature Latin Dance Lessons from Luana Dias David and Prashad Abeysinghe. Luana and Prashad will host two 30-minute dance lessons at 5:30 pm […]

DJ Bengey spinning on North Street

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7 North Street

DJ Bengey will be the featured First Fridays at Five DJ for May and will be stationed on North Street closer to Park Square along with the Makers Market. Brooklyn-born […]

Live Pottery with Jim Horsford

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Palace Park 116 North Street, Pittsfield

Jim Horsford will be in Palace Park hosting a free live pottery demonstration from 5 to 8 pm where he will be inviting individuals to help him make pots on […]

Art in the Park with Shelsy Rodriguez

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Palace Park 116 North Street, Pittsfield

Downtown Pittsfield, Inc. and First Fridays Artswalk are pleased to announce our first “Art in the Park” artist of the 2025 First Fridays at Five Season! Shelsy Rodriguez will be […]

Big Air Bike Jam

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Palace Park 116 North Street, Pittsfield

The Big Air Bike Jam is coming to North Street for the May First Fridays at Five! Berkshire Bike & Board & Bombshack will bring local cyclists showing off the […]

May Artswalk & Art Bus!

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Around Downtown

First Fridays Artswalk will showcase artists at venues throughout downtown Pittsfield from 5 to 8 pm including Berkshire Art Center, Clock Tower Artists, Framework by Downtown Pittsfield, Inc., Hotel on […]

The Art Bus Shuttle

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Downtown Pittsfield

A free ART BUS provided and operated by RSVP Volunteers will take you to a half dozen locations throughout downtown during the First Fridays Artswalk/First Fridays at Five on May […]

Animal Scavenger Hunt

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North Street

I have a bushy tail, and I love to eat acorns! Who am I? Discover the identity of this animal and others on a self-guided Animal Scavenger Hunt presented by […]

Family Fun Zone for May!

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North Street

The Family Fun Zone at First Fridays at Five will expand onto North Street this year and will feature free, interactive activities from local non-profit organizations including face-painting, arts & […]

Makers Market for May!

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North Street

The Makers’ Market at First Fridays at Five will feature a dozen local vendors selling handmade products such as crafts, clothing and accessories, candles, art, custom gift items, self-care items, […]

Food Truck Fun at First Fridays!

North Street

We are so excited to kick off the summer First Friday at Five events on May 2nd with the return of Food Trucks and fabulous food vendors on North Street […]

Spring Into Art at the Clock Tower

Featured Spring Into Art at the Clocktower
Clock Tower Artists 75 South Church Street, 3 Floor, Pittsfield

🌸 Spring Into Art with the Clock Tower Artists! 🎨✨ The wait is over! As the Berkshires awaken with the colors of spring, the Clock Tower Artists are thrilled to […]

Free

Free Drop-In Art Making

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Berkshire Art Center 141 North Street, Pittsfield

Join BAC at our Pittsfield location for creative family fun! Each month during the First Fridays at Five season, we will offer a rotating set of projects for individuals and […]

Reception: Photography exhibition of Southwest America by Allan Seppa

Framework by Downtown Pittsfield, Inc. 437 North Street, Pittsfield

Downtown Pittsfield, Inc. and Framework will feature a brand-new photography exhibition by Allan Seppa, April 6 through May 22, 2025, at Framework by Downtown Pittsfield, Inc. (437 North Street). There […]

Ribbon-Cutting for “Flying and Flourishing” Mural

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Burback Place

The Pittsfield Let It Shine! Public Art Partnership, under the direction of Artist in Residence Huck Elling, worked with students at Pittsfield High School to paint a mural entitled “Flying […]

Boys & Girls Club Gala Fundraiser

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Tickets will be available for purchase online soon! Mark your calendar for a fun night out in support of the Boys & Girls Club of the Berkshires! Join us for […]

Roadhouse Gospel Revival with Misty Blues

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WANDER Berkshires 34 Depot Street, Pittsfield

Get ready for a soul-stirring night of gospel blues as Misty Blues brings their powerhouse sound to WANDER for Roadhouse Gospel Revival! With rich instrumentation and vocals that shake the […]

Howl at the Moon

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Country Club of Pittsfield 639 South Street, Pittsfield

On Friday, May 2nd UCP of Western Massachusetts brings a whole new level of fun to the fundraising scene in Berkshire County. HOWL 2GO Dueling Pianos presented by Bishop West […]

$35 – $400

GENTLE HENS & THE FAWNS

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Hot Plate Brewing Company 1 School Street, Pittsfield

Celebrating the return of First Fridays in Downtown Pittsfield, we have a two-band lineup featuring two Northampton-based bands making their first appearances in our taproom. We’ll have a set from […]

The BCC Players present Lucky Stiff

Featured The BCC Players present Lucky Stiff
Berkshire Community College 1350 West Street, Pittsfield

The BCC Players present Lucky Stiff by Lynn Ahrens and Stephen Flaherty Directed by Joseph Sicotte Robert Boland Theatre at Berkshire Community College Lucky Stiff is a musical farce in which a […]

$10 – $15

Henry Cho: The Empty Nest Tour 2025

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The Colonial Theatre 111 South Street, Pittsfield

Get ready to laugh the night away as Henry Cho brings The Empty Nest Tour 2025 to the Colonial! Recently inducted as the 229th member of The Grand Ole Opry, […]

$50

The BCC Players present Lucky Stiff

Featured The BCC Players present Lucky Stiff
Berkshire Community College 1350 West Street, Pittsfield

The BCC Players present Lucky Stiff by Lynn Ahrens and Stephen Flaherty Directed by Joseph Sicotte Robert Boland Theatre at Berkshire Community College Lucky Stiff is a musical farce in which a […]

$10 – $15

The BCC Players present Lucky Stiff

Featured The BCC Players present Lucky Stiff
Berkshire Community College 1350 West Street, Pittsfield

The BCC Players present Lucky Stiff by Lynn Ahrens and Stephen Flaherty Directed by Joseph Sicotte Robert Boland Theatre at Berkshire Community College Lucky Stiff is a musical farce in which a […]

$10 – $15

The BCC Players present Lucky Stiff

Featured The BCC Players present Lucky Stiff
Berkshire Community College 1350 West Street, Pittsfield

The BCC Players present Lucky Stiff by Lynn Ahrens and Stephen Flaherty Directed by Joseph Sicotte Robert Boland Theatre at Berkshire Community College Lucky Stiff is a musical farce in which a […]

$10 – $15

Spring Into Art at the Clock Tower

Featured Spring Into Art at the Clocktower
Clock Tower Artists 75 South Church Street, 3 Floor, Pittsfield

🌸 Spring Into Art with the Clock Tower Artists! 🎨✨ The wait is over! As the Berkshires awaken with the colors of spring, the Clock Tower Artists are thrilled to […]

Free

The BCC Players present Lucky Stiff

Featured The BCC Players present Lucky Stiff
Berkshire Community College 1350 West Street, Pittsfield

The BCC Players present Lucky Stiff by Lynn Ahrens and Stephen Flaherty Directed by Joseph Sicotte Robert Boland Theatre at Berkshire Community College Lucky Stiff is a musical farce in which a […]

$10 – $15

The BCC Players present Lucky Stiff

Featured The BCC Players present Lucky Stiff
Berkshire Community College 1350 West Street, Pittsfield

The BCC Players present Lucky Stiff by Lynn Ahrens and Stephen Flaherty Directed by Joseph Sicotte Robert Boland Theatre at Berkshire Community College Lucky Stiff is a musical farce in which a […]

$10 – $15