Beautiful "city" in the Berkshires. Amazing theatre scene. Lots of museums, gay men, restaurants, and Jerry Springer rejects. You know you're in Pittsfield when there are more scooter chairs on the road than cars.
by nightlyflyer May 22, 2011
Known for some as the city of heartbreak, Pittsfield expresses it's name to the fullest: it's the Pits. Money needs to be donated to this small city asap as the buildings are crumbling, as well as people's values and morals. There is a small Pittsfield scene which is worth checking out, a few spots of glory amongst the wreckage. But at least people care about each other -- not. Selfishness, greed, and lack are abundant here, due perhaps to lack of funds, but perhaps slowly but surely the city will have a turn around and accept it's small town, Brooklyn-esque nature. Artists thrive here, as the mental health problems in this city run the gamant and though people don't really care about anyone here, most are embraced for just being themselves.
by LilChickie23 January 28, 2019