“Where’s Winston?” Scavenger Hunt at First Fridays at Five
2025-09-05 17:00 - 20:00 (America/New_York) | Downtown Pittsfield, Pittsfield, MA, 01201, United States
Downtown Pittsfield, Inc. will present a one-night-only Back-to-School edition of “Where’s Winston?” during the September 5th First Fridays at Five. This Back-to-School themed scavenger hunt for images of Officer Winston, the Pittsfield Police Department’s comfort dog, will take place on Friday, September 5, from 5 to 7:45 pm. Game Cards will be available at the Downtown Pittsfield, Inc. tent in Dunham Mall at 100 North Street starting at 5 pm. The last Game Card will be redeemed at 7:55 pm. “Where’s Winston?” is for children aged 3 to 18 years old, and young children participating must be accompanied by a parent or guardian.
Every Winston will have a unique Back-to-School themed word with him. Find the hidden Winstons, write the words on the Where’s Winston? Game Card, and bring the Game Card to the Downtown Pittsfield, Inc. tent in Dunham Mall at 100 North Street to redeem for prizes.
All participants will get a Winston Sticker.
Children who find any 5 words will win a Winston Drawstring Bag while supplies last.
The first 10 children who find all 6 words and turn in their completed Game Card to the Downtown Pittsfield, Inc. tent in Dunham Mall will win a Winston plushie!

Clock Tower Artists Open Studios
2025-09-05 17:00 - 20:00 | Clock Tower Artists, 75 South Church Street, 3rd Floor, Pittsfield, MA, 01201, United States
September at the Clock Tower Artists
Friday, September 5, 5 to 8 pm
Saturday, September 13, 1 to 4 pm
A new month, a new season approaching, and endless new inspiration! Step into September with us for the first Friday and second Saturday of the month and explore the creativity that fills the historic Clock Tower.
Wander the third floor and meet over 20 professional artists working in a kaleidoscope of mediums. From fresh fall-inspired works to bold techniques, there’s something here to spark your imagination and warm your spirit.
Come discover original artwork in every style and size, inspiring conversations with artists in their studios, and a welcoming creative community in the heart of Pittsfield.
Let’s make this the perfect kickoff to September — filled with art, connection, and the first hints of autumn magic.

First Fridays at Five: Opal Raven Cirque
2025-09-05 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
New for September, enjoy an Entertainment Zone at the south end of North Street near Hot Harry’s featuring performances by WackyChad! and Opal Raven Cirque.
Opal Raven Cirque will perform a Scarf Routine at 5 pm and a Fire Show at 7:30 pm in the Entertainment Zone.
Opal Raven Cirque is a circus and sideshow performer based in Western Massachusetts. She’s known across New England and the Tri-State area for her “Danger Dame of the Flame” variety show. Also known as the Sword Queen of Gypsy Layne, Opal showcases masterful sword spinning and daring prop tricks.

September 5 First Fridays at Five
2025-09-05 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
The final First Fridays at Five of the 2025 season will be held on Friday, September 5th from 5 to 8 pm with an Afterparty from 8 to 11 pm. The event presented by the City of Pittsfield, Downtown Pittsfield, Inc., and Mill Town Foundation will feature live music, art, dance, family fun, shopping, food, a beer garden, and entertainment throughout downtown Pittsfield. Attendees are encouraged to bring their own chairs so they can sit and enjoy a variety of food, beverages, and entertainment.

Live Music at Persip Park, 175 North Street (5-8PM):

Live performance by The Wolves. Beer Garden with Hot Plate Brewing Co.

The Wolves bring you a nostalgic and eclectic mix of songs spanning genres – from the 80s, 90s, and beyond.

In the case of inclement weather, The Wolves will be at Price Memorial A.M.E. Zion Church, 27 East Street.

Entertainment Zone at the south end of North Street near Hot Harry’s (5-8PM):

Opal Raven Cirque will perform a Scarf Routine at 5 pm and a Fire Show at 7:30 pm in the Entertainment Zone.

Stunt Comedian WackyChad! will perform 45-minute shows at 5:30 pm and 6:30 pm in the Entertainment Zone.

Opal Raven Cirque is a circus and sideshow performer based in Western Massachusetts. She’s known across New England and the Tri-State area for her “Danger Dame of the Flame” variety show.

WackyChad!’s award-winning, action-packed, and interactive stunt comedy show will blow your mind. With his extreme pogo stick stunts and big tricks, WackyChad! delivers a delightful entertainment experience that will leave you roaring with laughter and applauding in amazement.

In the case of inclement weather, WackyChad! will be at Price Memorial A.M.E. Zion Church, 27 East Street.

In the case of inclement weather, Opal Raven Cirque’s Scarf Routine will be at the Lichtenstein Center for the Arts at 28 Renee Avenue.

Dance Party on Dunham Mall, 100 North Street (5-8PM):

Dunham Mall will feature a “Solid Gold” Dance Party with DJ Pup Daddy from 5 to 8 pm. DJ Pup Daddy will spin vinyl records of the 60s, 70s, and 80s, along with 90s party jams.

In the case of inclement weather, the Dance Party with DJ Pup Daddy will be at WANDER Berkshires, 34 Depot Street, Suite 101, from 5 to 7 pm.

Mural Unveilings at Dunham Mall, 100 North Street (6:15PM):

Downtown Pittsfield, Inc. will hold a Ribbon Cutting in Dunham Mall for Robert Markey’s Mosaic Mural and Emily Elizabeth Bunnell’s Map of Downtown Pittsfield at 6:15 pm.

“Art in the Park” at Palace Park, 122 North Street (5-8PM):

Carly Holmes and Sadiya Quetti-Goodson will be popped up in Palace Park inviting the community to watch them create art live!

In the case of inclement weather, “Art in the Park” with Carly Holmes and Sadiya Quetti-Goodson will be inside the Lichtenstein Center for the Arts at 28 Renee Avenue.

Pottery Demo at the Lichtenstein Center for the Arts, 28 Renee Avenue (5-8PM):

Jim Horsford will be in his studio at the Lichtenstein Center for the Arts hosting a free live pottery demonstration where he will be inviting individuals to help him make pots on the potter’s wheel.

Makers Market and Food Vendors, North Street (5-8PM):

The Makers Market at First Fridays at Five will feature over a dozen local vendors selling handmade products such as crafts, clothing and accessories, candles, art, custom gift items, self-care items, and packaged foods and sweets.

Check out a variety of food vendors including BB’s Hot Spot, Cravins Ice Cream, D’s Island Food Truck, Just Kickin It Bar B Que, and Upstreet Smoke.

Family Fun Zone and Balloon Ben, North Street (5-8PM):

The Family Fun Zone at First Fridays at Five will feature free, interactive activities from local non-profit organizations including arts & crafts, games, and more.

The Berkshire County Sheriff’s Office will be offering the Child ID Project at the September 5 First Fridays at Five. This free service creates a digital ID with fingerprints, photo, physical description, and emergency contacts, which is stored in a secure national database. If a child ever goes missing, this information can help law enforcement respond quickly and effectively, nationwide. The process only takes a few minutes and gives families added peace of mind.

There will be lawn games in the center of North Street, and Balloon Ben will be crafting free balloon creations.

“Where’s Winston?” starts at Dunham Mall, 100 North Street (5-7:45PM):

Downtown Pittsfield, Inc. will present a one-night-only Back-to-School edition of “Where’s Winston?” during the September 5th First Fridays at Five. This Back-to-School themed scavenger hunt for images of Officer Winston, the Pittsfield Police Department’s comfort dog, will take place on Friday, September 5, from 5 to 7:45 pm. Game Cards will be available at the Downtown Pittsfield, Inc. tent in Dunham Mall at 100 North Street starting at 5 pm. The last Game Card will be redeemed at 7:55 pm. “Where’s Winston?” is for children aged 3 to 18 years old, and young children participating must be accompanied by a parent or guardian.

All participants will get a Winston Sticker. Children who find any 5 words will win a Winston Drawstring Bag while supplies last. The first ten children who find all 6 words and turn in their completed Game Card to the Downtown Pittsfield, Inc. tent in Dunham Mall will win a Winston plushie!

Reading with Rebel” at Witch Slapped, 78 North Street (5-7PM):

Drag queen, Miz Rebel Progress, has teamed up with Witch Slapped to promote literacy at this storytelling event. All children who attend will leave with a free book.

First Fridays Artswalk, Downtown Pittsfield (5-8PM):

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 North, Lichtenstein Center for the Arts, Marketplace Cafe, NUarts gallery + studios, Ralph Froio Senior Center, Roots and Dreams and Mustard Seeds, and the Soda Chef. Follow a virtual walking tour on the free Downtown Pittsfield App and enjoy opening receptions with the artists.

Free Drop-In Art Making at Berkshire Art Center, 141 North Street (5:30-7:30PM):

Enjoy a rotating set of art projects for individuals and families to participate in at their own pace with the guidance and support of a Faculty Artist. All children must be accompanied by an adult.

Original Concert Series with Job Creators at Hot Plate Brewing Co., 1 School Street (7PM):

Job Creators is a psychedelic math rock based out of Boston/Brooklyn. The dynamic pair consists of Blaise Lucey on bass guitar and audio samples and Tim Winslow on drums and synthesizer.

“Depot After Dark”: The Official First Fridays Afterparty (8-11PM):

Downtown Pittsfield, Inc., Tito’s Mexican Bar & Grill, and Wander Berkshires will present “Depot After Dark” outside on Liberty Street (the alleyway between Tito’s/Wander and Crawford Square).

The vibe for the evening will be a Glow Party! Who says you can’t wear white after Labor Day? Dress in white and be ready to dance! Joe Wheaton will be bringing BIG black lights and Missy VonBowtie will be doing neon and glow in the dark face paint. There will be neon markers and an interactive sheet “mural” for everyone to decorate.

The DJ for the evening is Brooklyn-born and East Coast-based, DJ Bengey, who brings over two decades of experience creating unforgettable musical moments. A veteran of New York City’s vibrant music scene, Bengey is known for his genre-defying mixes that perfectly match any event’s energy.

Beverages including beer, wine, and margaritas will be available from Tito’s, and non-alcoholic “zero proof” cocktails and other specialty drinks will be available from Wander. Attendees are invited to bring their own food or order takeout from Tito’s.

First Fridays at Five is led by the City of Pittsfield and Downtown Pittsfield, Inc. and will take place in downtown Pittsfield on May 2, June 6, August 1, and September 5. A portion of North Street will be closed during the event.

Season partners and sponsors include AccessPlus, Mill Town Foundation, MountainOne, and Guardian.

Thank you to Brick by Brick Markets for day-of vendor coordination.

For more information and a full event listing, visit https://lovepittsfield.com/first-fridays.

First Fridays at Five: Stunt Comedian WackyChad!
2025-09-05 17:30 - 19:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
New for September, enjoy an Entertainment Zone at the south end of North Street near Hot Harry’s featuring performances by WackyChad! and Opal Raven Cirque.
Stunt Comedian WackyChad! will perform 45-minute shows at 5:30 pm and 6:30 pm in the Entertainment Zone
WackyChad!’s award-winning, action-packed, and interactive stunt comedy show will blow your mind. With his extreme pogo stick stunts and big tricks, WackyChad! delivers a delightful entertainment experience that will leave you roaring with laughter and applauding in amazement. As his own witty master of ceremonies, WackyChad! improvises and banters with the audience, making the show even more engaging and interactive.
WackyChad!’s pogo stick skills, charmingly funny jokes, and wild antics have earned him appearances on America’s Got Talent (twice!), The Gong Show, Das SuperTalent (Germany), ESPN2 for PogoPalooza (World Championship of Pogo Competition), and even a performance at the Super Bowl. With his talent and experience, WackyChad! has wowed audiences in 26 different countries, making him a true global sensation. Be warned, if you don’t like laughing, this isn’t the show for you!

Free Drop-In Art Making at First Fridays at Five
2025-09-05 17:30 - 19:30 | Berkshire Art Center, 141 North Street, Pittsfield, MA, 01201, United States
The Berkshire Art Center (BAC), 141 North Street, will host Free Drop-In Art Making during First Fridays at Five on Friday, September 5 from 5:30 to 7:30 pm.
Enjoy a rotating set of art projects for individuals and families to participate in at their own pace with the guidance and support of a Faculty Artist. All children must be accompanied by an adult.

Ribbon Cutting for Robert Markey’s Mosaic Mural in Dunham Mall
2025-09-05 18:00 - 18:30 | Dunham Mall, 100 North Street
Downtown Pittsfield, Inc. will hold a Ribbon Cutting for Robert Markey’s Mosaic Mural in Dunham Mall on Friday, September 5 at 6:15 pm during the September 5 First Fridays at Five. The three mosaic mural panels created by Markey are intended to beautify downtown as part of the Reimagine Dunham Mall effort.
Reimagine Dunham Mall aims to support area business, recreation, pedestrian networks, and parking accessibility for residents and visitors of downtown Pittsfield.
Reimagine Dunham Mall and this mural project are supported by a MassDevelopment grant with a funding match by Pittsfield Beautiful and community donations.
Based on public input, Downtown Pittsfield, Inc. added 8 large planters to Dunham Mall with Heritage Birch trees to provide shade and natural habitats, smaller planters filled with colorful annuals, seating, and a pop of color with Markey’s mosaic murals. These projects are to support the use and beautification of Dunham Mall.
The inspiration provided to Markey for his mosaic murals was that Pittsfield is where nature and city meet and that Dunham Mall where the murals would be located has become a hub of activity with events like Rhythmscape – a free, outdoor Summer Dance Series, The Pitt – a free, outdoor Summer Concert Series, and Dance on Dunham during the First Fridays at Five.
Robert Markey is an artist who has worked in many media over the years including painting, sculpture, installation, video, and mosaics. He has done public art projects in cities around the country including New York, Boston, Philadelphia, Houston, and Minneapolis. His first video was aired on PBS, and he received national media coverage for his public performance work on domestic violence.
Robert has done mosaic murals in Brazil, Chile, Mexico, Cambodia, Sri Lanka, Israel, India, Afghanistan, and the U.S. creating mosaic murals with youth in vulnerable situations. He has done painted murals with refugees in the U.S. and Greece, and with tribal painters in India.
His sculptures have been featured in various locations around the country, including The Norman Rockwell Museum and Chesterwood in Stockbridge, 3 Sisters Sanctuary in Goshen, and Sculpture Fest in Woodstock, VT.
“I was asked to do three mosaic mural panels about Pittsfield,” says Robert. “The city sent me many pictures of the city and people in the city, and I also took some photos of the city.”
“The first panel is about the river and the mountains around Pittsfield. The second panel is people dancing and a man in a wheelchair. The third panel is the center of the city with two tall buildings and some trees.”
“It was an interesting process to make these mosaic panels – one is a far view, one is a close up, and one is a medium distance view. Deciding on colors was also interesting – the colors of the river, the two different sky colors, and deciding to make the background color of the dancers white.”

Ribbon Cutting for Emily Elizabeth Bunnell’s Map of Downtown Pittsfield in Dunham Mall
2025-09-05 18:00 - 18:30 | Dunham Mall, 100 North Street
Downtown Pittsfield, Inc. will hold a Ribbon Cutting in Dunham Mall for Emily Elizabeth Bunnell’s Map of Downtown Pittsfield on Friday, September 5th at 6:15 pm during the September 5 First Fridays at Five. This map, created as part of the Reimagine Dunham Mall effort, is the first of several wayfinding efforts being introduced in the Downtown in partnership with Downtown Pittsfield, Inc., MassDevelopment’s Transformative Development Initiative (TDI), and the City of Pittsfield.
“My process for this map started with concepting several different approaches for the map and meeting with the Pittsfield team to select a style that best fit their needs and wants,” says Emily. “Upon a selection of an isometric map, I cross referenced images of downtown with historical and satellite images to create a complete pencil and ink drawing of all the streets and buildings of downtown Pittsfield. I then scanned, digitally fine-tuned, and colored that map and created landmark labels. The final product represents multiple rounds of drawings and internal feedback to best highlight the walkability and major sites of Downtown Pittsfield in an approachable and playful design, with a hope that this invites more people to enjoy the many sites, shops, and dining options the area has to offer on foot.”
Emily Elizabeth Bunnell is a painter and graphic designer living in Windsor, MA. She loves exploring the wild spaces, building community, and engaging with the art and music scene unique to Western MA and New England. She hopes to create work that connects people with each other and the larger world around them. Her design motto is “Good Design that Does Good” and her paintings focus on the beauty, inherent value, and interconnected nature of all of our wild community members.
Reimagine Dunham Mall aims to support area business, recreation, pedestrian networks, and parking accessibility for residents and visitors of downtown Pittsfield.
Reimagine Dunham Mall and this map project are supported by a MassDevelopment grant with a funding match by Pittsfield Beautiful and community donations.
For more information on Reimagine Dunham Mall, call Downtown Pittsfield, Inc. at 413-443-6501.

Job Creators at Hot Plate
2025-09-05 19:00 - 21:00 | Hot Plate Brewing Co., 1 School Street, Pittsfield, MA, 01201, United States
Hot Plate Brewing Co. and Potency will feature the Job Creators during the next installment of their Original Concert Series on Friday, September 5!
Job Creators is a psychedelic math rock based out of Boston/Brooklyn. The dynamic pair consists of Blaise Lucey on bass guitar and audio samples and Tim Winslow on drums and synthesizer. For 10 years they have been plying their own high-energy improvisational music across the Northeast. Releasing their 2nd full LP, Love Monster, in October of 2023 has made big waves for the band. Venerable online music magazine Fecking Bahamas has said they are, “Embedding new-wave texture and groove with math rock, indie, and psychedelic prog, it’s a ship on a current all its own.”

Depot After Dark: First Fridays Afterparty
2025-09-05 20:00 - 23:00 | Liberty Street, Liberty Street, Pittsfield, MA, 01201, United States
After the September 5 First Fridays at Five, Downtown Pittsfield, Inc., Tito’s Mexican Bar & Grill, and Wander Berkshires will present “Depot After Dark” outside on Liberty Street (the alleyway between Tito’s/Wander and Crawford Square). This event is free and from 8 to 11 pm.
The vibe for the evening will be a Glow Party! Who says you can’t wear white after Labor Day? Dress in white and be ready to dance! Joe Wheaton will be bringing BIG black lights and Missy VonBowtie will be doing neon and glow in the dark face paint. There will be neon markers and an interactive sheet “mural” for everyone to decorate.
The DJ for the evening is Brooklyn-born and East Coast-based, DJ Bengey, who brings over two decades of experience creating unforgettable musical moments. A veteran of New York City’s vibrant music scene, Bengey is known for his genre-defying mixes that perfectly match any event’s energy.
Beverages including beer, wine, and margaritas will be available from Tito’s, and non-alcoholic “zero proof” cocktails and other specialty drinks will be available from Wander. Attendees are invited to bring their own food or order takeout from Tito’s.

First Fridays at Five: Nate Martel and Band
2026-05-01 17:00 - 20:00 | Persip Park, 175 North Street, Pittsfield, MA, 01201, United States
Persip Park, 175 North Street, will feature a live performance by Nate Martel and his band from 5 to 8 pm. Enjoy a beer garden from Hot Plate Brewing Co. and local food vendors within the vicinity.
Powerhouse vocalist, songwriter, and guitarist, Nate Martel, currently resides in Easthampton, MA, but he was born and raised in Northern Berkshire County. His music is soulful, unique, and infectious, ranging from roots rock to funky soul to heartfelt ballads. Nate has been playing live shows since high school, and now twenty years later, he is honored to have shared the stage with a mighty and eclectic array of mainstream, national acts, including The Revivalists, Black Joe Lewis, Ryan Montbleau, Bernie Worrell, and even Ghost Face Killer/members of Wu Tang. Regionally, he has performed at some of the finest music venues the Northeast has to offer, including The Paradise in Boston, The Brooklyn Bowl, both of The Stone Church venues in Brattleboro, VT and Newmarket, NH, The Adams Theater in his hometown, and countless times at The Iron Horse in Northampton, MA.
Nate is joined by a stellar cast of musicians: Darby Wolf from the Reckoners, Matt Schofield on organ and keyboards, Zach Gregory from Lush Honey on bass, and Marcel Leclaire on drums.
In the case of inclement weather, Nate Martel will be at Price Memorial A.M.E. Zion Church, 27 East Street.
For a full event listing, visit https://lovepittsfield.com/first-fridays.

First Fridays at Five: Beer Garden and busker Micheal Aaron
2026-05-01 17:00 - 20:00 | School Street, Pittsfield MA
School Street will feature a Beer Garden with Hot Plate Brewing Co., lawn games, and busker, Micheal Aaron from 5 to 8 pm.
Michael Aaron is not just another singer-songwriter; he’s a musical craftsman whose eclectic blend of folk and indie rock reflects a lifetime of diverse experiences and influences. Drawing inspiration from a diverse array of artists, Michael infuses his music with raw emotion and introspective lyricism, capturing the essence of life’s joys and struggles. His sound is a tapestry woven with the threads of his influences, from the melodic sensibilities of The Beatles to the earnest storytelling of Wilco and the infectious energy of Guster.
In the case of inclement weather, music with Micheal Aaron will be inside Hot Plate Brewing Co. at 1 School Street from 5 to 7 pm.
For a full event listing, visit https://lovepittsfield.com/first-fridays.

First Fridays: “Art in the Park” with Peter Vacchina
2026-05-01 17:00 - 20:00 | Palace Park, 116 North Street, Pittsfield, MA, 01201, United States
Downtown Pittsfield, Inc. and First Fridays Artswalk will feature Peter Vacchina as the May “Art in the Park” artist.

Peter will be popped up in Palace Park (near 122 North Street) from 5 to 8 pm, inviting the community to add pieces to a “made-on-the-spot” mosaic and discussing his process with all who are interested.

Peter is a sculptor working primarily in marble, mosaic, and the occasional ice sculpture. His art reflects his personal life experiences, particularly his time living and traveling abroad. Before becoming a full-time artist in Pittsfield, Peter lived and taught science in Belgium, Brazil, Mexico, England, Italy, and California. “I appreciate the challenge of working in marble and its potential to last for centuries. In my marble sculptures, I seek to invoke memory in the way a scent or sound might, and in doing so inspire heartfelt stories in the viewer.”

“Art in the Park” is supported in part by the Feigenbaum Foundation.

“Art in the Park” is supported in part by a grant from the Mass Cultural Council, and a grant from the Pittsfield Cultural Council, a local agency which is supported by the Mass Cultural Council, a state agency.

Jim Horsford will also be popped up 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 the potter’s wheel. Jim spent 30 years as an art teacher at Herberg Middle School from 1978 to 2008. Currently, he teaches pottery on the wheel at the Lichtenstein Center for the Arts where he has been since 2000. His creations will be available for purchase.

In the case of inclement weather, “Art in the Park” with Peter Vacchina will be inside the Lichtenstein Center for the Arts at 28 Renee Avenue.

For a full event listing, visit https://lovepittsfield.com/first-fridays.

May 1 First Fridays Artswalk
2026-05-01 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
The First Fridays Artswalk in downtown Pittsfield begins its 5-month season (May through September) on Friday, May 1 from 5 to 8 pm as part of the City of Pittsfield’s First Fridays at Five.

Participating venues on Friday, May 1 include Clock Tower Artists, Framework by Downtown Pittsfield, Inc., Hotel on North, Indie Readery and Records, Lichtenstein Center for the Arts, Pittsfield’s City Hall, Sanctum Gallery, Solarium Plant Shop, and the Soda Chef.

Download the Downtown Pittsfield App in the App Store or on Google Play to follow a virtual walking tour of art on your cell phone.

Pittsfield’s City Hall, 70 Allen Street, will feature “How Shall We Live? – Berkshire Youth Artists Explore Their Relationship with the Earth in the Time of Climate Change,” May 1 through June 5, 2026.

Organized by Living the Change Berkshires, The Clark Art Institute, and Cooler Communities, this traveling show spotlights how local students experience climate change and share their resilience and love for the earth. 60+ Berkshire County High School Artists will be featured in the exhibit. There will be a reception on Friday, May 1, 5 to 8 pm, and Friday, June 5, 5 to 8 pm, with opportunities for the public to learn about and take climate action.

Berkshire Art Center (BAC) will host their summer Faculty Artist Show at Framework by Downtown Pittsfield, Inc. located at 437 North Street. This exhibition showcases the work of talented visual artists who also lead BAC classes and workshops, so you can be inspired and learn directly from the experts behind the art.

Explore a vibrant range of mediums, including collage, printmaking, watercolor, photography, pastel, and more. Featuring faculty artists Thad Kubis, Jody King Camarra, Thomas Libetti, Kim Waterman, Jill McLean, and Laura Thompson, this show is a celebration of the breadth of art! Come experience Berkshire Art Center’s talented Faculty Artists’ work and be inspired to take the next step in your own creative journey, wherever you might be starting.

There will be an opening reception with the artists during the May 1 First Fridays Artswalk from 5 to 8 pm, and there will be an opportunity to sign up for a class taught by one of BAC’s Faculty Artists.

The exhibition will be on view Monday through Thursday, 10 am to 2 pm, April 27 through May 28, by visiting the Downtown Pittsfield, Inc. offices at 431 North Street, or by appointment.

Indie Readery and Records, 314 North Street, will feature “Reduction Prints and Felted Landscapes” by Joan Rooks through May 2, 2026. Stop by during the May 1 First Fridays Artswalk from 5 to 8 pm to take a look!

The reduction woodblock printing that Joan uses involves carving away sections of a single block to produce multi-color images. At the end of a series the block is completely carved away. The dry felting process involves layering various colors of wool using specialized barbed needles to combine loose wool fibers.

Sanctum Gallery, 148 North Street, will present the art of award-winning Navajo painter Walter Dan during the First Fridays Artswalk on Friday, May 1 from 5 to 8 pm.

Monica White will be showcasing the celebrated work of her father, Walter Dan, a renowned Navajo artist. The exhibition offers visitors a rare chance to experience the depth, tradition, and storytelling of Navajo painting through Walter Dan’s powerful artwork. Monica will share the powerful stories of her father’s art with us.

“Sharing my father’s work is a way to honor our family and culture,” said White. “Each piece carries the history, spirit, and creativity of our heritage.”

Walter’s paintings consist of serene southwestern life with landscapes, animals, and portraits most influenced by his Diné and cowboy culture. Walter focuses on using acrylic, oil, pencil, and ink. He was an art student at the Institute of American Indian Arts-IAIA in Santa Fe, New Mexico, in the early 1970’s. Walter’s most prominent influence and mentor is Allen Houser, a highly regarded Native American artist, and his IAIA instructor.

Pittsfield High School will present its Senior Show and AP Placement Portfolios for the month of May at the Lichtenstein Center for the Arts, 28 Renne Avenue. These dedicated students have spent years developing their artistic voices, often taking multiple art classes throughout their high school journey. As a culminating experience, they have thoughtfully planned and curated a collection that represents their growth and creativity.

The exhibition features a diverse range of work in a salon-style display, including pieces from Drawing & Painting, Ceramics, and Photography. Adding to the energy of the show, posters from the Pittsfield City Jazz competition will also be on view, creating a vibrant and dynamic celebration of student art.

There will be an opening reception on Friday, May 1 from 5 to 7 pm. Don’t miss this wonderful opportunity to experience the innovative work of our young artists!

New for 2026, the Clock Tower Artists at 75 South Church Street are excited to introduce rotating 2 to 3-person pop-up exhibits in their West Studios Lobby — alongside their regularly scheduled open studios — bringing even more variety and creative energy to every visit!

Join the Clock Tower Artists on Friday, May 1, 5 to 8 pm, to explore fresh artwork, meet the makers, and celebrate the start of an inspiring spring season.

Stroll the historic third floor and connect with over 20 professional artists working across a wide range of mediums. Whether you’re an art lover, collector, or curious newcomer, you’re sure to find something that sparks your imagination. Enjoy original artwork, creative conversations, and a warm, welcoming community of artists in the heart of Pittsfield.

Artists include Charles Baum, Karen Carmean, Deborah H Carter, Lucie Castaldo, Joan Palano Ciolfi, Randy Foulds, Marion Grant, Caroline Kelley, Mollie Kellogg, Eric Korenman, Bruce Laird, Lisa Loustaunau, Mark Mellinger, Linda Petrocine, Sally Tiska Rice, Ilene Richard, Audrey Shachnow, Stanley Singer, Ariel Smith, Sharon Walthew, Stefanie Weber, and Carmel Wilson.

Solarium Plant Shop, 46 West Street, will feature “What Lies Beneath” by Melissa Matsuki Lillie and Lucie Castaldo at a reception on Friday, May 1, 5 to 8 pm.

Melissa Matsuki Lillie is painter whose artwork references natural forms using a personal visual language of vibrant colors and complex layers to reflect on the macroscopic and microscopic world. Her paintings evoke a sense of space that has been flattened and layered, revealing strands and structures of line and color interacting fluidly with hidden landscapes. In addition to painting, she frequently works sculpturally, creating forms that celebrate both line and color. Born in Maryland, Melissa attended the Maryland Institute College of Art where she earned a Bachelor of Fine Arts degree. She currently lives and works in the Berkshire Hills of Massachusetts.

Lucie Castaldo is a visual artist based in the beautiful Berkshires. Her work is characterized by a blend of artistic techniques – combining printmaking, cut paper, collage, and photography. She holds a BA in Art History and Education from Mount Holyoke College, which informs her interdisciplinary approach to art.

Hotel on North, 297 North Street, will feature “Tree of Life Series” – acrylic paintings by Mary Davidson, May 1 through June 30, 2026.

There will be an opening reception with the artist on Friday, May 1 from 5 to 8 pm during the First Fridays Artswalk.

Downtown Pittsfield, Inc. and First Fridays Artswalk will feature Peter Vacchina as the May “Art in the Park” artist.

Peter will be popped up in Palace Park (near 122 North Street) from 5 to 8 pm, inviting the community to add pieces to a “made-on-the-spot” mosaic and discussing his process with all who are interested.

Peter is a sculptor working primarily in marble, mosaic, and the occasional ice sculpture. His art reflects his personal life experiences, particularly his time living and traveling abroad. Before becoming a full-time artist in Pittsfield, Peter lived and taught science in Belgium, Brazil, Mexico, England, Italy, and California. “I appreciate the challenge of working in marble and its potential to last for centuries. In my marble sculptures, I seek to invoke memory in the way a scent or sound might, and in doing so inspire heartfelt stories in the viewer.”

In the case of inclement weather, “Art in the Park” with Peter Vacchina will be inside the Lichtenstein Center for the Arts at 28 Renee Avenue.

Download the Downtown Pittsfield app in the App Store or on Google Play to follow a virtual walking tour of art on your cell phone. Direct link: https://downtownpittsfield.stqry.app/list/60461

First Fridays Artswalk and “Art in the Park” are supported in part by a grant from the Mass Cultural Council, and a grant from the Pittsfield Cultural Council, a local agency which is supported by the Mass Cultural Council, a state agency.

First Fridays Artswalk and “Art in the Park” are also supported in part by The Feigenbaum Foundation.

Check out all of the May 1 First Fridays at Five events at lovepittsfield.com/first-fridays.

Event Highlights (South to North):

Artists at the Clock Tower, 75 South Church Street, Third Floor
Charles Baum, Karen Carmean, Deborah H Carter, Lucie Castaldo, Joan Palano Ciolfi, Randy Foulds, Marion Grant, Caroline Kelley, Mollie Kellogg, Eric Korenman, Bruce Laird, Lisa Loustaunau, Mark Mellinger, Linda Petrocine, Sally Tiska Rice, Ilene Richard, Audrey Shachnow, Stanley Singer, Ariel Smith, Sharon Walthew, Stefanie Weber, and Carmel Wilson
Open Studios: Friday, May 1, 5 to 8 pm

Solarium Plant Shop, 46 West Street
“What Lies Beneath”
Melissa Matsuki Lillie and Lucie Castaldo
Reception: Friday, May 1, 5 to 8 pm

Sanctum Gallery, 148 North Street
Monica White presents art of award-winning Navajo painter Walter Dan
Opening Reception: Friday, May 1, 5 to 8 pm

Pittsfield’s City Hall, 70 Allen Street
“How Shall We Live? – Berkshire Youth Artists Explore Their Relationship with the Earth in the Time of Climate Change”
Opening Reception: Friday, May 1, 5 to 8 pm

Lichtenstein Center for the Arts, 28 Renne Avenue
Pittsfield High School presents Senior Show and AP Placement Portfolios
Opening Reception: Friday, May 1, 5 to 7 pm

Palace Park, 122 North Street
“Art in the Park” with Peter Vacchina
Friday, May 1, 5 to 8 pm

Soda Chef, 161 North Street
Nicole March Art
Window Display

Hotel on North, 297 North Street
“Tree of Life Series”
Acrylic paintings by Mary Davidson
Opening Reception: Friday, May 1, 5 to 8 pm

Indie Readery and Records, 314 North Street
“Reduction Prints and Felted Landscapes”
Joan Rooks
On View: Friday, May 1, 5 to 8 pm

Framework by Downtown Pittsfield, Inc., 437 North Street
Berkshire Art Center (BAC) Summer Faculty Artist Show
Artists: Thad Kubis, Jody King Camarra, Thomas Libetti, Kim Waterman, Jill McLean, and Laura Thompson
Opening Reception: Friday, May 1, 5 to 8 pm

Artswalk Reception: Berkshire Art Center Faculty Artist Show at Framework by Downtown Pittsfield, Inc.
2026-05-01 17:00 - 20:00 | Framework by Downtown Pittsfield, Inc., 437 North Street, Pittsfield, MA, 01201, United States
Berkshire Art Center (BAC) will host their summer Faculty Artist Show at Framework by Downtown Pittsfield, Inc. located at 437 North Street. This exhibition showcases the work of talented visual artists who also lead BAC classes and workshops, so you can be inspired and learn directly from the experts behind the art.

Explore a vibrant range of mediums, including collage, printmaking, watercolor, photography, pastel, and more. Featuring faculty artists Thad Kubis, Jody King Camarra, Thomas Libetti, Kim Waterman, Jill McLean, and Laura Thompson, this show is a celebration of the breadth of art! Come experience Berkshire Art Center’s talented Faculty Artists’ work and be inspired to take the next step in your own creative journey, wherever you might be starting.

There will be an opening reception during the May 1 First Fridays Artswalk from 5 to 8 pm, and there will be an opportunity to sign up for a class taught by one of BAC’s Faculty Artists.

The exhibition will be on view Monday through Thursday, 10 am to 2 pm, April 27 through May 28, by visiting the Downtown Pittsfield, Inc. offices at 431 North Street, or by appointment.

First Fridays: Kids’ Bike Rodeo
2026-05-01 17:00 - 20:00 | Palace Park, 116 North Street, Pittsfield, MA, 01201, United States
There will be a Kids’ Bike Rodeo in the Palace Park Parking Lot on Friday, May 1, from 5 to 8 pm, presented by the Berkshire Bike Path Council, AAA, and Massachusetts Safe Routes to School in honor of Bike Month.

This event is open to young riders, elementary and middle school children, and their families and will feature bike check-ups, bike safety, and a place to practice riding skills. As bikes are not allowed within the First Fridays at Five footprint, we ask that you walk your bike through this area or ideally enter Palace Park via Renne Avenue off Fenn Street.

First Fridays: Busker Autumn Phoenix in Palace Park
2026-05-01 17:00 - 20:00 | Palace Park, 116 North Street, Pittsfield, MA, 01201, United States
Busker Autumn Phoenix will be popped up in Palace Park (near 122 North Street) from 5 to 8 pm on Friday, May 1. Autumn an award-winning singer-songwriter who will be performing original material and some covers. She is also a professional photographer!
In the case of inclement weather, music with Autumn Phoenix will be inside the Lichtenstein Center for the Arts at 28 Renee Avenue.

Family Fun Zone at First Fridays at Five
2026-05-01 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
The Family Fun Zone at First Fridays at Five will feature free, interactive activities from local non-profit organizations including arts & crafts, games, and more.
Participating organizations include ALZ.0rg, Barrington Stage Company, BART Charter Public School, Berkshire Art Center, Berkshire Athenaeum, Berkshire Coalition for Suicide Prevention, Berkshire County Head Start, Berkshire County Kids Place, Berkshire District Attorney’s Office, Berkshire Environmental Action Team, Berkshire Medical Center’s Behavioral Health Unit Council, Department Of Children and Families, Elizabeth Freeman Center, Girl Scout Troop 64834, Mental Health Support For Families, NBT Bank, and VFW Post 448.
Bowey the Clown will be crafting free balloon creations in front of Crawford Square at 137 North Street.

Makers Market at First Fridays at Five
2026-05-01 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
The Makers Market at First Fridays at Five will feature over a dozen local vendors selling handmade products such as crafts, clothing and accessories, candles, art, custom gift items, self-care items, and packaged foods and sweets.
Makers include ATK Customs, Auntie Kat’s Gift Shop, Bake My Day, Baked! Pastries & More, Berkshire Henna, BlossomBun, Braidy Bunch, Creative Creations, EllieB, Glimmerhold Artistry & Tiffs Trinkets, Hid In Gems, Hilltown Hemlock Studio, Lamaria, Leann’s Lovies, little country gifts, ManiSetGo, Pearls & Pillows, Plushy Pals, Sisterhood of the Traveling Crafts, Sunshine Jewelry, and Truffles by Tarah.

First Fridays at Five: Jan Rapisarda Mural
2026-05-01 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
On Friday, May 1, weather permitting, artist Jan Rapisarda will be at work on a new, large-scale mural at 7 North Street, and the public is invited to watch him create live during the First Fridays at Five.
The new mural is a celebration of the people, recreation, nature, and wildlife that make our region special. There will also be art making activities for families to engage with, and a busker drummer, Brian Colbert will be playing live.

First Fridays: Bowey the Clown
2026-05-01 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
Bowey the Clown will be crafting free balloon creations in front of Crawford Square at 137 North Street.

First Fridays at Five: The Housie Shakers
2026-06-05 17:00 - 20:00 | Persip Park, 175 North Street, Pittsfield, MA, 01201, United States
Persip Park, 175 North Street, will feature a live performance by The Housie Shakers from 5 to 8 pm. Enjoy a beer garden from Hot Plate Brewing Co. and local food vendors within the vicinity.
The Housie Shakers bring a variety of styles to the mix, with wide-ranging covers and original music spanning rock, blues, pop, bluegrass, reggae, Americana, and improvisational groove. They don’t take themselves too seriously and have no ambitions to go on the road (as if the 12 kids they have collectively would make that possible anyway)… they’re just out to play local gigs and give people a chance to hang out, let loose, dance, and have a good time! The band’s name is a nod to their home community and the people and places that have shaped their musical journeys.
The Housie Shakers are Simeon Bittman (drums & vocals), Noah Cook-Dubin (guitar, cavaquinho & vocals), Jonathan Denmark (guitar & vocals), and Colin Ovitsky (bass).
In the case of inclement weather, The Housie Shakers will be at Price Memorial A.M.E. Zion Church, 27 East Street.

First Fridays at Five: Busker Robin O'Herin
2026-06-05 17:00 - 20:00 | Palace Park, 116 North Street, Pittsfield, MA, 01201, United States
Busker Robin O’Herin will be popped up in Palace Park (near 122 North Street) from 5 to 8 pm. A three-time Boston Blues Finalist, and 2023 Albany Blues Challenge Finalist, Robin O’Herin, specializes in historically rich, often interactive concerts that include original and traditional American music, for small listening rooms, libraries, festivals, schools and more. She has been singing the blues in Europe and across America for over 20 years. As a songwriter, Robin has had music licensed to PBS and is currently diving deep into the realm of sync licensing.
In the case of inclement weather, music with Robin O’Herin will be inside the Lichtenstein Center for the Arts at 28 Renee Avenue.

First Fridays at Five: artistic face painting with Melissa Matsuki Lillie
2026-06-05 17:00 - 20:00 | Palace Park, 116 North Street, Pittsfield, MA, 01201, United States
Palace Park will feature free artistic face painting with Melissa Matsuki Lillie of Chroma Chameleon.
Melissa Matsuki Lillie is painter whose artwork references natural forms using a personal visual language of vibrant colors and complex layers to reflect on the macroscopic and microscopic world. Her paintings evoke a sense of space that has been flattened and layered, revealing strands and structures of line and color interacting fluidly with hidden landscapes. In addition to painting, she frequently works sculpturally, creating forms that celebrate both line and color.
Born in Maryland, Melissa attended the Maryland Institute College of Art where she earned a Bachelor of Fine Arts degree. She currently lives and works in the Berkshire Hills of Massachusetts.
In the case of inclement weather, facepainting with Melissa Matsuki Lillie will be inside the Lichtenstein Center for the Arts at 28 Renee Avenue.

Family Fun Zone at First Fridays at Five
2026-06-05 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
The Family Fun Zone at First Fridays at Five will feature free, interactive activities from local non-profit organizations including arts & crafts, games, and more.

Participating organizations include 914 LOCK INC, ALZ.0rg, Barrington Stage Company, BART Charter Public School, Berkshire Art Center, Berkshire Athenaeum, Berkshire Coalition for Suicide Prevention, Berkshire County Football Officials Association, Berkshire County Head Start, Berkshire County Kids Place, Berkshire District Attorney’s Office, Berkshire Environmental Action Team, Berkshire Medical Center’s Behavioral Health Unit Council, Berkshire Museum, Berkshire Woodworkers Guild, BRPC/ SPARK – BE3C Coalitions, Department of Children and Families, Elizabeth Freeman Center, Foster MA/Adopt MA, Girl Scout Troop 64834, Jacob’s Pillow Dance Festival, Mental Health Support For Families, NBT Bank, The Mount/Edith Wharton Cultural Center, and VFW Post 448.

Bowey the Clown will be crafting free balloon creations in front of Crawford Square at 137 North Street.

Makers Market at First Fridays at Five
2026-06-05 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
The Makers Market at First Fridays at Five will feature over a dozen local vendors selling handmade products such as crafts, clothing and accessories, candles, art, custom gift items, self-care items, and packaged foods and sweets.
Makers include ATK Customs, Auntie Kat’s Gift Shop, Baked! Pastries & More, BareBone Roots, Berkshire Henna, BerkshireSci Biscuits LLC, Black Bear 3D, Braidy Bunch, Cookie’s Cupcakes, Dragonfly Dreams, Glimmerhold Artistry & Tiffs Trinkets, Hilltown Hemlock Studio, LAMARÍA, Leann’s Lovies, Leo’s Bargain Boutique, little country gifts, ManiSetGo, Mountain Roots Artistry, Paparazzi Accessories, Pearls & Pillows, Sisterhood of the Traveling Crafts, and Truffles by Tarah.
Check out a variety of food vendors including Alchemy Events Mobile Bar, BB’s Hot Spot, Berkshire Kettle Creations and Lemonade, Best Damn Espresso, Cocineras Latinas LLC Coop, D’s Island Food Truck, Full Belly FEWD TRUCK, La Chalupa & La Enchilada, and Williams Street Market and Deli.

June First Fridays at Five
2026-06-05 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
The City of Pittsfield, Downtown Pittsfield, Inc. (DPI), and the Downtown Pittsfield Cultural Association (DPCA) have announced details for the second First Fridays at Five of the 2026 season. The event on Friday, June 5 presented by MountainOne, will feature live music and dance, art, family fun, shopping, food, and entertainment throughout downtown Pittsfield. Attendees are encouraged to bring their own chairs so they can sit and enjoy a variety of food, beverages, and entertainment.

Persip Park, 175 North Street, 5 to 8 pm

– The Housie Shakers
– Beer garden with Hot Plate Brewing Co.
– Local food vendors

Rain location: Price Memorial A.M.E. Zion Church, 27 East Street

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North Street at the South end of the road closure (near Park Square), 5 to 8 pm

– “Dance and Drum with the Berkshire Rhythm Keepers”

5:45 to 6:30 pm: Berkshire Rhythm Keepers performance
6:45 to 7:30 pm: Free dance class with Noel Staples-Freeman featuring live drumming by Aimée Gelinas, Dan Cohen, and the Berkshire Rhythm Keepers advanced drummers

Rain location: WANDER, 34 Depot Street

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28 North Street, 5 to 8 pm

– The “Resurrection Off-road Team” will host a “Touch an ATV” event in front of the Allegrone Building at 28 North Street.

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Dunham Mall, 100 North Street, 5 to 8 pm

– Community Paint Party!
Stop by Dunham Mall, pick up a brush, and help paint a mural that celebrates the best of Pittsfield. All ages and abilities are welcome. No experience is necessary!

Rain location: AdLib, 215 North Street

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Palace Park, 122 North Street, 5 to 8 pm

– Busker Robin O’Herin, singer-songwriter
– Free artistic face painting with Melissa Matsuki Lillie
– Live Pottery Demo with Jim Horsford

Rain Location: Lichtenstein Center for the Arts, 28 Renee Avenue

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North Street in front of Crawford Square, 137 North Street

– Bowey the Clown

Crafting free balloon creations!

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Hot Plate Brewing Co., 1 School Street

– “Sing Out Loud: Pride Karaoke Fundraiser”

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Brazzucas Market, 75 North Street

– Brazilian Style Barbecue Experience featuring Chef William Merelle.

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North Street

Makers Market:

The Makers Market at First Fridays at Five will feature over a dozen local vendors selling handmade products such as crafts, clothing and accessories, candles, art, custom gift items, self-care items, and packaged foods and sweets. Makers include ATK Customs, Auntie Kat’s Gift Shop, Baked! Pastries & More, BareBone Roots, Berkshire Henna, BerkshireSci Biscuits LLC, Black Bear 3D, Braidy Bunch, Cookie’s Cupcakes, Dragonfly Dreams, Glimmerhold Artistry & Tiffs Trinkets, Hilltown Hemlock Studio, LAMARÍA, Leann’s Lovies, Leo’s Bargain Boutique, little country gifts, ManiSetGo, Mountain Roots Artistry, Paparazzi Accessories, Pearls & Pillows, Sisterhood of the Traveling Crafts, and Truffles by Tarah.

Food Vendors:

Check out a variety of food vendors including Alchemy Events Mobile Bar, BB’s Hot Spot, Berkshire Kettle Creations and Lemonade, Best Damn Espresso, Cocineras Latinas LLC Coop, D’s Island Food Truck, Full Belly FEWD TRUCK, La Chalupa & La Enchilada, and Williams Street Market and Deli.

Family Fun Zone:

The Family Fun Zone at First Fridays at Five will feature free, interactive activities from local non-profit organizations including arts & crafts, games, and more.

Participating organizations include 914 LOCK INC, ALZ.0rg, Barrington Stage Company, BART Charter Public School, Berkshire Art Center, Berkshire Athenaeum, Berkshire Coalition for Suicide Prevention, Berkshire County Football Officials Association, Berkshire County Head Start, Berkshire County Kids Place, Berkshire District Attorney’s Office, Berkshire Environmental Action Team, Berkshire Medical Center’s Behavioral Health Unit Council, Berkshire Museum, Berkshire Woodworkers Guild, BRPC/ SPARK – BE3C Coalitions, Department of Children and Families, Elizabeth Freeman Center, Foster MA/Adopt MA, Girl Scout Troop 64834, Jacob’s Pillow Dance Festival, Mental Health Support For Families, NBT Bank, The Mount/Edith Wharton Cultural Center, and VFW Post 448.

First Fridays Artswalk:

First Fridays Artswalk will showcase artists at venues throughout downtown Pittsfield from 5 to 8 pm including Clock Tower Artists, Framework by Downtown Pittsfield, Inc., Hotel on North, Indie Readery and Records, Lichtenstein Center for the Arts, Pittsfield’s City Hall, Roots and Dreams and Mustard Seeds, Sanctum Gallery, Solarium Plant Shop, and the Soda Chef. Follow a virtual walking tour on the free Downtown Pittsfield App and enjoy opening receptions with the artists.

First Fridays at Five is led by the City of Pittsfield and Downtown Pittsfield, Inc. and will take place in downtown Pittsfield on May 1, June 5, August 7, and September 4, 2026. A portion of North Street will be closed during the event.

Season partners and sponsors include AccessPlus, MountainOne, Guardian, and Mill Town Foundation.

For more information and a full event listing, visit https://lovepittsfield.com/first-fridays.

North Street will be closed from Park Square to Columbus Avenue on Friday, June 5 from 3 to 8:30 pm. Drivers are asked to seek alternate routes during this timeframe and follow appropriate detours. In addition, a parking restriction will be in place on North Street between Park Square and Columbus Avenue starting at 2 pm on Friday.

First Fridays at Five: Bowey the Clown
2026-06-05 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States

First Fridays at Five: Community Paint Party
2026-06-05 17:00 - 20:00 | Dunham Mall, 100 North Street
There will be a Community Paint Party during the June 5th First Fridays at Five on Friday, June 5, 5 to 8 pm, at Dunham Mall (100 North Street)!
Everyone is invited to join the Community Paint Party for a new mural coming to the AdLib building in downtown Pittsfield this summer. Created through a collaboration between Common Wealth Murals, Mill Town Foundation, Let It Shine!, and the Pittsfield Public Schools, the mural is inspired by ideas and artwork from Pittsfield students and will be brought to life with your help.
Stop by Dunham Mall during the June First Fridays at Five, pick up a brush, and help paint a mural that celebrates the best of Pittsfield. All ages and abilities are welcome. No experience is necessary!
Please note, participants will be painting on large canvases on tables, not painting directly onto the wall. The rain location for the Community Paint Party is AdLib, 215 North Street.

First Fridays at Five: “Touch an ATV”
2026-06-05 17:00 - 20:00 | Downtown Pittsfield, Pittsfield, MA, 01201, United States
The “Resurrection Off-road Team” will host a “Touch an ATV” event in front of the Allegrone Building at 28 North Street.
