PITTSFIELD, Mass. — Dropping the speed limit on North Street to 25 mph may not seem like a big deal on its own. But, that is just one of many initiatives Downtown Pittsfield Inc. has taken on to improve the downtown.
The speed reduction was approved by the City Council on Tuesday night in an effort to improve vehicle and pedestrian safety. But Tuesday was also the same night Downtown Pittsfield Inc. provided an annual report, outlining its initiatives.
"The biggest priority in that plan was to do everything we could for public safety," said DPI President Jesse Cook-Dubin of a strategic planning process the non-profit undertook a few years earlier.
The organization had been a supporter of Mayor Linda Tyer's push to add police officers and had previously advocated for downtown foot patrols. The organization is in constant communication with the Police Department and provides merchants with updated "see something, say something" campaign materials. It launched a downtown ambassador program and pushed for businesses to invest in security.
"We encourage merchants to put security cameras in, and technology has been upgraded in a number of places," Cook-Dubin said.
And it ushered in the lowering of the speed limit.
Beyond that, the merchants' group has sponsored mental health and drug addiction forums to help raise awareness. The public safety focus ties into the organization's goal of improving quality of life on North Street to help businesses succeed.
Other plans include working on making downtown as smoke-free as possible and providing merchants with signage to move smokers away from entrances. And considering a project to artistically paint the crosswalks.
The group is a liaison between downtown businesses and the city when it comes to trash, noise, pedestrian issues, and snow removal. The group also played that communication role during the North Street reconstruction project, helping alleviate business concerns.
"The streetscape project is another big one we play a role in. We are the communications folks," said Executive Director Kristine Hurley.
Part of helping to improve downtown is to promote the businesses, bringing customers onto the streets. Hurley outlined a number of marketing campaigns the group has run from brochures to books to email blasts. The group has advertising presence in maps and has combined efforts with 1Berkshire to reach even more people.
The marketing initiatives promote the downtown businesses and things to do. Hurley said those efforts have paid off and multiple merchants have said they've gotten additional customers because of it.
But there are still challenges and one of the largest ones is with Berkshire Juvenile Court, which is located on North Street.
"They are now pushing out retail and restaurant tenants. That is just not acceptable," Cook-Dubin said.
The streetscape project was funded by one department of state government while another department runs the Juvenile Court, which the group says is working against the goals of revitalizing the downtown. Cook-Dubin said he is in communication with state Sen. Adam Hinds about trying to find a new location. But that has not yet been fruitful.
"The location of the Juvenile Court is something the downtown businesses find very difficult," Cook-Dubin said.
The vision for North Street includes providing as many storefronts for high-traffic type businesses as possible, Cook-Dubin said. While the group works toward finding a new location for the court, other efforts are also ongoing. He said the organization has put together a committee to look at possible zoning changes and planning options for the future.
"It certainly sets a tone and expectation that there are no more first floor spaces available for officers or social services," Cook-Dubin said.
But there are still too many vacant storefronts currently existing, Cook-Dubin said. He said what is currently thriving are businesses with "high level of services you can't replicate at a box store" and restaurants and bars. But there is still more work to do to promote and fill the rest of the available spaces.
"We're a destination now. That is able to sustain a lot more restaurants, bars, and coffee shops," Cook-Dubin said.
The downtown did see a major shakeup this year with the rollout of metered parking. That has been a major change and has led to a variety of responses and a number of glitches. The organization says they continually play a role in helping companies deal with complaints and concerns.
"It's a real mix. There are businesses who say finally there are spaces in front of my business are open. And others who say they are losing customers because [customers] don't understand [the meters]," Cook-Dubin said. "We knew it would be a work in progress."
He said the rollout pre-marketing was done well but the signage was slow. Now it is the task of making sure residents understand them and making sure the meters are working properly. Now is the time to do that because traffic greatly increases in the summer.
One issue with the meters is that many people know the first 30 minutes are free but don't know they have to enter their license plate into the kiosks still. That has led to tickets. Then there are others who have had glitches to the system and have gotten tickets. And then others who can't figure out how the kiosks work and don't enter the license plate at all.
"It does take a little bit of practice, a little longer the first time, and then it gets easier," Hurley said.
Ward 5 Councilor Christopher Connell, however, is worried about those issues. He says "all it takes is a few individuals that have a bad experience with the kiosk system" and they'll never go back. He said a neighbor of his received a ticket and now says he won't go downtown.
Downtown Pittsfield officials say they try to alleviate any complaints businesses receive, report when meters aren't working properly, and that the tax collector's office has been lenient with forgiving tickets.
But overall, the plan has achieved its end goal — move employees off North Street and into side lots. Customer parking is now more available in front of the stores on North Street.
"Those employees have now moved to the lots, which we wanted them to do," Hurley said.
The City Council praised the role Downtown Pittsfield has been playing as that communicator and advocate for downtown. Ward 3 Councilor said North Street is "leaps and bounds" better now than it was 15 years ago while Councilor at Large Peter White said he appreciates somebody taking on a lead role in downtown issues.
"It is nice to know when these issues comes up we have people willing to be the faces of downtown," White said.
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Friday Front Porch Feature: This Luxury Home Has Plenty of Amenities
By Breanna SteeleiBerkshires Staff
LENOX, Mass. — Are you looking for a big house to enjoy your days with a big movie theater, a sauna, and more? Then this is the house for you.
Built in 2004, this seven-bedroom, and nine-bathroom home is 7,073 square feet on more than an acre. The home comes with an elevator to the lower level to access a theater, sauna, gym, wine cellar, massage room, and its very own soda fountain.
The home also has a guest house with a saltwater pool. A multi-car garage greets you with heated floors.
The this home is listed for $4,950,000 and is located in the 125-acre, gated Pinecroft compound.
We spoke to Leslie Chesloff, the listing agent with William Pitt Sotheby's.
What do you think makes this property stand out in the current market?
Chesloff: This gated Berkshire stone estate truly redefines luxury living in the Berkshires. What sets it apart is the rare combination of resort-style amenities and complete privacy. The property offers Canyon Ranch-level wellness living with a full spa experience at home — including a sauna, massage room, and gym — plus an eight-seat hi-def theater with wine cellar for entertaining. The heated, gunite saltwater pool and spa are complemented by a fully equipped pool house with a guest suite and complete kitchen, perfect for extended family or guests.
What was your first impression when you walked into the home?
The moment you step inside, you're struck by the quality and craftsmanship — those 300-year-old reclaimed timber floors set an immediate tone of authenticity and warmth. The scale is impressive but never overwhelming; this is a home designed for gracious living, not just show. The natural light, cathedral ceilings, and thoughtful flow between spaces create an inviting atmosphere that balances grandeur with genuine comfort.
How would you describe the feel or atmosphere of this home?
This home feels like a private wellness retreat meets sophisticated family estate. There's a serene, spa-like quality throughout — enhanced by features like the sauna, steam shower, and massage room — but it never feels clinical or cold. The Berkshire stone exterior and reclaimed timber floors ground the home in a sense of place and permanence. It's designed for people who appreciate the finer things but want to actually live well — whether that's screening a film in the eight-seat theater with wine from your own cellar, hosting poolside gatherings, or simply unwinding in your own spa sanctuary.
What kind of buyer would this home be ideal for?
This is perfect for the discerning buyer who values wellness, privacy, and culture in equal measure. I envision someone who spends their days hiking or exploring the Berkshires, then comes home to unwind in the sauna or pool. They might entertain guests in the theater wine room, host multi-generational gatherings with family staying in the pool house guest suite (which has a full kitchen), and appreciate being minutes from Tanglewood, world-class dining, and Berkshire arts.
This could be an executive looking for a primary residence with work-from-home flexibility (there's an office/bedroom suite), a wellness-focused family, or empty nesters who want to host adult children and grandchildren in style and comfort.
What would you say to a buyer trying to imagine their life in this space?
Picture Saturday morning: you're sipping coffee on the terrace overlooking your heated saltwater pool, planning a day at Tanglewood. Your guests are making breakfast in the pool house kitchen — they have their own private retreat but are steps away when you're ready to gather. Evening arrives, and you screen a favorite film in your eight-seat theater, selecting a perfect bottle from your wine cellar. This isn't just a home; it's a lifestyle that brings resort-level wellness, entertainment, and hospitality to your doorstep — all within a secure, maintenance-free compound where nature meets luxury.
Are there any standout design features or recent renovations?
Absolutely. The home includes an elevator for multilevel accessibility, which is both practical and forward-thinking. The lower level is exceptionally well-conceived — a true entertainment and wellness wing featuring the eight-seat hi-def theater, wine cellar, sauna, gym, massage room, and even a charming soda fountain. The gourmet kitchen has been recently updated, customized wet bar, while outdoor living is elevated with the heated gunite saltwater pool/spa, firepit, and that incredible pool house with guest suite and full kitchen. Also, new HVAC system and heated driveway.
Thoughtful details like cedar closets, steam showers, central vacuum, and backup generator show this home was built to the highest standards.
You can find out more about this house on its listing here.
*Front Porch Feature brings you an exclusive to some of the houses listed on our real estate page every week. Here we take a bit of a deeper dive into a certain house for sale and ask questions so you don't have to.
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