Downtown Pittsfield, Inc.

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Downtown Pittsfield, Inc.

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Downtown Pittsfield: walk-able mile of food, theatre, music, festivals, art, shops and modern living. Since 1983, Downtown Pittsfield, Inc.

(DPI) has been the recognized leader, facilitator and principal advocate for downtown. DPI has developed strategies and programs, mobilizing resources resulting in a creative, lively, sustainable environment. DPI is a membership organization consisting of property owners, businesses, residents, cultural & entertainment venues, restaurants, and non-profit organizations who have joined forces to increase economic activity by promoting downtown as a great place to live, work, and play. DPI works in partnership with the various city departments which has led to major streetscape projects, parking improvements, and marketing initiatives. Contact Downtown Pittsfield, Inc. at 413-443-6501

Purchase and Send a Downtown Pittsfield Digital Gift Card: https://app.yiftee.com/gift-card/downtown-pittsfield

11/02/2026

First Floor Level Locations on North and South Street are invited to compete for the title of “Best Decorated Windows for the Holidays” in this free contest sponsored by RSI Signs and Downtown Pittsfield, Inc. entitled the “Winter Window-land Decorating Contest”.

To participate, you must be a First Floor Level Location on North and South Street between West Housatonic Street and Wahconah Street. Side streets directly off of North and South Street are eligible to participate.

The public will be the judge! Online voting will be conducted from Friday, December 11 through Sunday, December 20. Voting will be via a Google Form.

Participating locations will receive a flyer to put in their window with the QR code for voting.

RSI Signs is excited to offer a $500 Store Credit as the prize for the winner of the “Best Decorated Windows for the Holidays” – think custom A-frame signs, business cards, stickers, vehicle graphics, flyers, posters, and more!

Please let us know if you would like to be involved by filling out the Google Form below by Tuesday, December 2, 2026.

https://forms.gle/DKZwGtoqdHJ7aPT78

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11/01/2026

Congratulations to the Literacy Network on the Grand Opening of their new Learning Center in Crawford Square in Downtown Pittsfield!

10/31/2026

Happy Halloween!!

The Dragonology Department at the Pittsfield Works of General Electric created a “Monstrous Monster” for the annual Pittsfield Halloween Parade on October 31, 1952!

10/31/2026

Congratulations to Truffles by Tarah LLC on their Grand Opening on North Street in Pittsfield!

10/31/2026

This Week's "News from the Heart of the Berkshires" https://mailchi.mp/downtownpittsfield.com/news-from-the-heart-of-the-berkshires-november-2-2026

ThunderBeard photo by Kelly Skinner

10/30/2026

Yesterday Berkshire Innovation Center celebrated the groundbreaking of the BIC Tech Hub, an important step toward developing a regional innovation cluster in the Berkshires. The project will add approximately 12,000 square feet of specialized manufacturing and laboratory space at the William Stanley Business Park in Pittsfield.

10/30/2026

Berkshire Art Association's Comic and Cartoon Art Exhibition opens on Saturday, November 7th from 4 to 7 pm!

Come see our newest Comic and Cartoon Art Exhibition!
Opening reception is November 7th from 4-7pm. If you can’t make it to the opening reception the exhibition will be open Wednesday-Friday 11am to 3pm from November 6th to the 20th at the Litchenstein Center for the Arts!

10/29/2026

Wandering Dance Festival is back for its 4th year!

10/28/2026

Westside Legends will unveil the permanent mural “Pride of the Westside” at 1:30 pm on Wednesday, November 11, at Durant Park, 30 John Street in Pittsfield. Designed by artist N. Carlos Jefferson, the mural depicts members of the 54th Massachusetts Infantry Regiment, including its chaplain, the Rev. Samuel Harrison. Harrison later became the first pastor of Second Congregational Church, Berkshire County’s first Black church. The 54th included 81 men from Berkshire County, 14 of them from Pittsfield, and saw significant action at Fort Wagner, a battle depicted in the film “Glory.”

Holding the unveiling on November 11, Veterans Day, allows us to honor the past while recognizing today’s veterans.

Westside Legends, Inc. is a 501(c)(3) nonprofit dedicated to improving quality of life across the community, city, and county through education, local events, and fundraising. Learn more at www.westsidelegends.org.

Address

431 North Street
Pittsfield, MA
01201

Telephone

(413) 443-6501

Website

https://downtownpittsfield.com/

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