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The building at 100-116 Fenn St. is on the market. The building is owned by the Arace family and housed the popular Highland Restaurant until its closure in August.

Former Highland Building in Pittsfield on Market for $975K

By Brittany PolitoiBerkshires Staff
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PITTSFIELD, Mass. — A Pittsfield property that has fed many over the past century is on the market. 

Last week, 100-116 Fenn St., which housed the former Highland Restaurant, was listed for $975,000. 

The multi-level building next to City Hall is more than 12,700 square feet and built in 1900. It is listed by Jim Thurston of Lamacchia Realty Inc.  

The Highland Restaurant, on the first floor, closed at the end of August after 90 years of serving pasta, seafood, and other Italian favorites. 

"With a distinguished history as a longtime gathering place for the community, this prominent property offers exceptional potential for restaurant, hospitality, retail, residential, or mixed-use redevelopment," the real estate listing reads. 

"Opportunities of this caliber are rarely available in Berkshire County."

The Highland owners are not selling the restaurant business, just the furnished space, and the building has leases in its other units, which include a dance studio and the Pittsfield Retirement Board. Yearly property tax is around $13,200, according to the listing. 


The building is in Pittsfield's Downtown Creative District and Housing Development Incentive Program (HDIP) Overlay. 

The creative district, ordained in 2021, aims to support a vibrant, mixed-use, pedestrian-friendly urban downtown and determine the best way for the city, through its land-use boards, to control the appearance of future development in the downtown. 

HDIP, administered by the state Executive Office of Housing and Livable Communities, provides tax credits to advance market-rate rental and homeownership projects in Gateway Cities that strengthen downtowns, reuse vacant or underutilized buildings and help communities expand their housing supply.

The Highland owners, Pasquale, Gerardo and Dario Arace, announced the restaurant's closure in early August, and its final day of business was Aug. 27.  

During that time, lines were regularly out the door. 

"Over the last month, we have been filled with love and appreciation from each and every person who has come to dine with us, share their remembrances, and express their sentiments on how The Highland has impacted their lives. We never could have anticipated the rapturous response that we have received, and it’s a testament to the loyalty of the community and beyond," the owners wrote on Facebook on Aug. 28. 

"We are eternally grateful for everyone who has been a part of our story. This legacy will live on in our hearts forever. What a blessing."


Tags: commercial buildings,   downtown,   Real Estate,   

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Adams Community Bank and Pittsfield Cooperative Bank Officially Become Trailmark Bank

Staff Reports

PITTSFIELD, Mass. — Adams Community Bank and Pittsfield Cooperative Bank announced the successful legal closing of their merger, marking a milestone in the formation of Trailmark Bank. 

The merger officially took effect on Nov. 1, 2026, bringing the two longstanding community banks together as one financial institution under the Trailmark Bank name.

The legal closing follows receipt of all required regulatory and governance approvals, including approvals from the Federal Deposit Insurance Corporation (FDIC) and the Massachusetts Division of Banks.

"Today marks an exciting new chapter for our employees, customers and communities," said Julie Fallon Hughes, Chief Executive Officer of Trailmark Bank. "Trailmark Bank brings together two community banks with deep roots in the Berkshires, shared values and a longstanding commitment to the people and communities we serve. We are proud of what each bank brings to this partnership and excited about what we can accomplish together."

Trailmark Bank is an independent, community-focused bank with approximately $1.5 billion in assets, nearly 200 employees and full-service banking locations across Berkshire County. The merger combines the resources, expertise, and capabilities of two established community banks while preserving the personalized service, strong relationships and local decision-making customers have long valued, stated a press release.

Beginning Nov. 1, Adams Community Bank and Pittsfield Cooperative Bank will operate as divisions of Trailmark Bank. The combined bank will officially open for business as Trailmark Bank on Monday, Dec. 7, with customers gaining access to all branch locations across Berkshire County.

Until then, customers should continue banking as usual through their existing Adams Community Bank or Pittsfield Cooperative Bank locations and systems, using their current checks, debit and ATM cards, online and mobile banking, and other banking services. Late fall, customers will receive detailed information outlining important dates, what to expect and any actions they may need to take.

"The legal merger is an important milestone, but it is also another step in a carefully planned transition," said Gregg Levante, President of Trailmark Bank. "Our focus throughout this process has been making the transition as smooth as possible for our customers while building a stronger community bank for the future. Trailmark Bank gives us greater resources and capabilities while preserving something that matters tremendously to us—the ability to make decisions locally and remain deeply connected to the Berkshires."

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