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mayor Peter Marchetti with first-prize winner Kayleigh Capitanio and her father on Wednesday at City Hall. Capitanio's artwork will be the poster for this year's Pittsfield CityJazz Festival.
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Marchetti with third-place winner Maso Casucci and his mother.
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Berkshires Jazz President Edward Bride holds up the jazz festival poster with Capitanio's artwork.
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Winning artworks: Capitanio, left, Sara Sofia Plazas Cortez (who did not attend) and Casucci.
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Marchetti and Bride with Pittsfield High art teachers and the winners.
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The artwork is on display on the first floor of Pittsfield City Hall.
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Pittsfield Celebrates Jazz Art Contest Winners

By Brittany PolitoiBerkshires Staff
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Mayor Marchetti with contest winners Maso Casucci and Kayleigh Capitanio. 

PITTSFIELD, Mass. — For the month of April, Pittsfield High School students' jazz-inspired works bring color and design to the corridors of City Hall.

Kayleigh Capitanio secured the first-place award for the Berkshires Jazz Student Art Contest with a vibrant work depicting a guitar, piano, and music notes. The piece was created in art teacher Lisa Ostellino's classroom while listening to the music that inspired it.

"I didn't think that idea was going to be good until I started drawing," Capitanio explained. "And then I think what really helped was that we were listening to jazz music and it just got me in the groove, I guess."

Each year, Berkshire Jazz Inc. sponsors the student art contest to engage the community. The winning entry becomes the graphic for the Pittsfield CityJazz Festival, which kicks off on April 24 and runs for 11 days.

"These are all over Berkshire County now, so you're famous, at least locally, soon internationally," Berkshires Jazz President Edward Bride said to the winner, noting that Pittsfield Community Television was recording the award.

Sara Sofia Plazas Cortez came in second with a black-and-white drawing of musical instruments and musicians, and Maso Casucci was voted third place for his warm-toned work, which included a curved piano and fretboard.

"I really like the colors," Casucci explained, adding that a drawing of a person singing was painted over in the bottom right corner, making that portion abstract.

"Every single one usually has a piano. I wanted to include guitar because I play guitar, so I thought that was a cool addition to it."

Mayor Peter Marchetti said it is "fantastic" to see when he comes out of his office.

"I've spent quite a bit of time, I think this year, in both art classrooms as I was making some rounds in PHS, and it's quite an energized group of folks," he said.


"So I'm happy to be able to present the awards to the winners."

The artwork will be displayed in City Hall for the duration of National Jazz Appreciation Month, an initiative of the Smithsonian Institution that was sanctioned by Congress in 2001. The Student Art Contest was created by Berkshires Jazz board member Art Niedeck nearly two decades ago.

PHS has participated for 16 years, overseen by art teachers Colleen Quinn with support from colleagues Ostellino, Michael Greenberg, and Alisa Mierzejewski. Small cash prizes are awarded to the top three works.

"I like what they do in class to be relevant to the community," Ostellino said.

"Jazz is alive in Pittsfield. I keep stressing that, and this is also where I like to try to explain some career options for them, so graphic arts, things that they're doing in class are very relevant to what happens outside in the world."

This year, the contest was judged by Karen Carmean, Erin Murphy, and Carolyn Newberger. Murphy, a graphic designer, said the winning drawing was bright and dynamic and works well as a poster.

The 19th annual Pittsfield CityJazz Festival kicks off with an open jam session on Thursday, April 24, and the 11-day fest includes free and ticketed events, including the "jazz crawl," jazz brunches, the jazz prodigy concert, and headline concerts featuring Dawning Holmes and the Legendary Count Basie Orchestra.  

Bridge pointed out that Berkshires Jazz All Star Youth Ensemble will open for the orchestra at the Colonial Theatre on May 3

"It's a tradition that's long-standing and we all look forward to that part of it," he said. "It's another way of integrating the youth into the jazz scene."


Tags: art contest,   jazz,   PHS,   

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Pittsfield Schools Finalizing Bus Routes for Fall

By Brittany PolitoiBerkshires Staff

PITTSFIELD, Mass. — The district currently has enough bus drivers for the upcoming school year, and families will know their child's transportation schedule in mid-August. 

With about five weeks left of summer vacation, Superintendent Latifah Phillips updated the School Committee on transportation for the 2026-2027 year with middle school restructuring and the closure of Morningside Community School. 

Busing is a question that has continuously been raised as the Pittsfield Public Schools approach an academic year with a couple of big changes. 

"The reason that the bus stops and times aren't shared until very close to the school year is that routes change based on every student that moves into the district and requires a bus, and so it's important for us to wait as late as possible to ensure that families are getting the most accurate timetable," Phillips explained during a meeting held at Reid Middle School on Thursday. 

"We are also continuing to explore after-school transportation for the four schools receiving Morningside, and a survey was given to students who attend the Summer Morningside 21st Century Program to assess transportation needs."

That survey found that transportation does not appear to be a big impediment to students participating in the after-school program, but funding is set aside to ensure students are able to access the same services as they were the previous year. 

The district is still planning to offer after-school programming for Morningside transfer students, and is working with the four receiving elementary schools (Allendale, Egremont, Williams, Capeless) to plan a practice bus ride. 

Phillips explained that, for someone who has never ridden a bus before, and especially a school bus, they want to ensure that students are poised for success and understand the rules and expectations before the first ride. Students will be able to get on the bus, ride the route, arrive at school, have a quick break, maybe play on the playground and have a popsicle, then return home on the bus. 

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