Neighborhoods near Lanesborough Elementary School in Lanesborough, MA

Hidden within the northwest corner of Massachusetts, Williamstown is a small town surrounded by the Berkshires expansive mountain ranges and just miles from the borders of Vermont and New York. Williamstown is nearly inseparable from Williams College, an elite, private liberal arts school that anchors the community. Williamstown was founded in the

New Ashford is a small Berkshire County town that lines U.S. Route 7 along a flat pass between the Greylock and Taconic Mountain ranges. And “small” might be an understatement to describe the size of New Ashford; according to the U.S. Census Bureau, the town reported a population of only 250 residents in 2020. But what it lacks in size and

It’s not uncommon for people to spend childhood vacations at Lanesborough’s ski slopes and apple farms, only to return to the small Western Massachusetts town as adults. For example, Lisa Wellspeak grew up visiting her cousins in Lanesborough, and she remembers summers of ponies, dirt bikes and blueberry picking at Mount Greylock. As an adult, she

In the 1700s, Dalton was settled as a mill town in the rolling Berkshire Hills of western Massachusetts. More than 200 years later, residents now have indoor plumbing and electricity, but the town atmosphere is largely the same. “We’re a very close-knit and family-oriented community, basically a suburb of Pittsfield. But the unique thing about

Cheshire is a small town near Pittsfield in the mountainous Berkshires region of northwestern Massachusetts. Settled in the 1700s as a dairy farming community, its claim to fame is a “Mammoth Cheese” weighing 1,235 pounds, made by Baptist minister John Leland to celebrate his friend Thomas Jefferson’s victory in the 1800 presidential election. An

Pittsfield serves as the county seat and business hub for all of The Berkshire villages. This predominantly rural, mountainous region houses a host of prototypical New England towns, and Pittsfield is the most densely populated area for miles. With a major role in the county government, the largest nearby hospital and big-box shopping, Pittsfield

Hancock’s mountainous landscape influences many aspects of the small Massachusetts town, from jobs to simply getting around. For example, Jiminy Peak Mountain Resort, one of the largest attractions and employers, welcomes thousands of people to its ski slopes every year. Meanwhile, the area is so mountainous that it’s impossible to go straight

Known as the gateway to Vermont, Pownal borders New York and Massachusetts. The rural town is 37 miles from Albany and offers a bucolic landscape and outdoor recreation. “There’s a variety of different reasons people move there,” says Jenifer Hoffman, the principal broker and owner of Hoffman Real Estate. Hoffman has been working in the industry

The Town of Clarksburg is a rural community in the Northern Berkshires region of western Massachusetts. Once farmland, then a mill town, Clarksburg has maintained its rustic New England atmosphere for more than 250 years. Today, proximity to two state parks and easy access to some of the biggest <span style="font-size: 1rem;">centers for

About 10 miles south of the Massachusetts-Vermont border lies Adams, a Berkshires community infused with history and nature. Miles from any metropolitan center, “Adams is at the foot of Mount Greylock, the tallest peak in Massachusetts,” says Elizabeth Nelson, Director of Marketing for 1Berkshire, a business and lifestyle resource for the area.

A self-proclaimed community of artists and outdoor enthusiasts, North Adams is a former mill town with a semi-rural lifestyle. “I think people are attracted to North Adams because you’re within 20 minutes of the Berkshires, but the housing price points are extremely affordable,” says Dick Lee, a Realtor with eXp Realty who has sold many homes