Massachusetts Logo


Top 5 Family Friendly Places in Berkshire County

Some of the best places to live for families include those with pristine schools, plenty of culture and a small town feel that is safe and secure. There are a number of place in the Berkshires that attract families in search of an excellent education for their children, fun things to see and do, or plenty of local parks to take part in outdoor activities.

Great Barrington

Named one of the best places to live in the entire country, Great Barringon is an artsy town full of culture and vibrancy. It's like a big city in many ways culturally but the small population of merely 6K residents makes Great Barrington very much a small town. Families appreciate the ethical mixture of people in the town and the lower than average crime rates.


Pittsfield is one of the best towns for families to live in due largely to the excellent high school in the area. Pittsfield High School is one of the better schools in the Berkshires ranking number 125th out of 305 in the state. Lower than average student to teacher ratios at this school are an attractive insight for families with children that are in high school grades 9-12.

New Marlborough

For families that love the outdoors, New Marlborough is an ideal place to live in that is dotted by rivers, peaks and plenty of flora and fauna. Part of the Southern Berkshire Regional School District, New Marlborough students attend high school at Mount Everett Regional High School. This area is ideal for families with school age children ranging from preschool through college age.


For estate style living with plenty of room for children to run and play in the yard, Richmond is the ideal location to live in. Here, families can appreciate a farm like appeal that is set apart from the city. Students of high school age attend one of three excellent Berkshire schools; Pittsfield High School, Monument Mountain Regional High School or Taconic High School.


Sharing a border with New York and Vermont, Williamstown is home to the prestigious Williams College and though the area attracts college students who are lucky enough to attend this highly prestigious university, the area is also ideal for families with school age children. Home to Mount Greylock Regional High School, Williamstown provides many public and private educational opportunities for students of all ages right through the college level.


Crime rates are much lower in Hancock than other areas of Massachusetts making this town of 1200 an attractive option for families with children. Housing in the area is mostly affordable and ranges from small farm house style homes up to major estates. Hancock is an affordable area of the Berkshires for families to live in and it's close proximity to major high schools affords students in upper grades the ability to choose between Mouth Greylock Regional High School in nearby Williamstown or Pittsfield High School when the time comes.

Share this:


Leave a comment:

* Login in order to leave a comment. Don't have an account? Join for Free

Become an Expert Contributor

Have some knowledge to share, and want easy and effective exposure to our audience? Get your articles or guides featured on Mass Realty today! Learn more about being an expert contributor.

Learn More