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The Licensing Board is questioning the status of the alcohol license for Chili's, which closed a year ago.

Pittsfield Licensing Board Wants Movement on Chili's

By Brittany PolitoiBerkshires Staff
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PITTSFIELD, Mass. — The Licensing Board wants to see movement at the former Chili's. If not, it could be forced to revoke the liquor license. 

On Monday, the board continued an update from Chili's Grill and Bar on the status of its alcohol license after a year of closure. The company says there are interested buyers, and the board wants to hear more details at its October meeting. 

The current lease agreement goes out to 2029, and the company, Pepper Dining Inc., is looking for another business to carry it out.

"We do have this mandate from the Commonwealth of Massachusetts that says, if a licensee doesn't operate its business, or, in the alternative, doesn't sell it in a reasonable period of time, what we're supposed to do is cancel the license so that it'll go away and go away forever," Chair Thomas Campoli explained. 

"You guys don't want that to happen, obviously. The City of Pittsfield doesn't want that to happen either." 

Chili's closed abruptly in August 2024 after six years in business. 

In January, the company reported that there were multiple interested parties, but nothing solid. On Monday, representative Jacob August reported that they are "adamant" about selling the Berkshire Crossing location. 


"They did brief me and the team that handles real estate transactions; they were vague in the description, but they were adamant that they are in the process of finding a buyer and talking with them. To the details I can't speak," he said, explaining that the goal is to sell the restaurant and Annual All Alcohol 7-Day license as a package. 

Board member Kathy Amuso said she wanted more information about a time frame. 

"I know you're saying you don't know, but we've been told interested parties for quite a long time," she said. 

The board also discussed allowing wine and malt beverage license holders to trade in for an all-alcohol license, which new state legislation now allows.  

On June 30, Gov. Maura Healey signed an act that allows local boards to allow M.G.L. c. 138, § 12 in premise wines and malt beverages license holders to trade in their license for a non-transferable all alcoholic beverages license. 

"The law says that we can have this process if the local licensing board allows that to happen. We don't have to do this, but we can do this if we want to do it," Campoli explained. 

Because there were some unanswered questions about the number of wine and malt licenses in Pittsfield and the costs to obtain them, the conversation was continued to the next meeting.  


Tags: license board,   alcohol license,   

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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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