Pittsfield Prospers

We Foster Community Pride in Pittsfield, MA

The primary goal of Pittsfield Prospers is to promote positive stories about Pittsfield and share a new perspective on the future of our city. We’ve struggled to find sustainable sources of hope since General Electric departed the Berkshires several decades ago.

We were ranked #6 of the "30 Best Places to Retire"

Posted: 06/10/2019

Mentioned in Self-Made, a widely spread online publication.

There are so many stories to tell about Pittsfield's natural beauty, creative arts and strength of community. We are committed to fostering pride in Pittsfield by sharing the things we treasure with family, friends and visitors.

Virginia (Fisher) O’Leary

Founder, Pittsfield Prospers

Message From the Founder