Nightlife+Arts
The Outdoors
Food+Drink
Shopping
PITTSFIELD, MA
So Much To Love!
There is truly something for everyone in Pittsfield – world class theaters, live music, art shows, museums, unique shopping and a vibrant restaurant scene – all just minutes from spectacular four-season recreation and scenic beauty.
Don’t Miss Events
First Fridays at Five Festival
Join us for an unforgettable summer in downtown Pittsfield – First Fridays at Five, happening on May 1, June 5, August 7 and September 4 from 5pm- 8pm.
A big-hearted comedy about identity, reinvention & finding family in unexpected places from Tony Award–winning playwright Matthew López
Well-known ghost tour guide Robert Oakes, author of Ghosts of the Berkshires, will discuss the supernatural influences on the imagination of author Herman Melville, as well as the ghostly writings of Melville’s[...]
A big-hearted comedy about identity, reinvention & finding family in unexpected places from Tony Award–winning playwright Matthew López
Dead Girl’s Quinceañera is a darkly hilarious take on true-crime obsession, teenage bravado, and what happens when girls decide to stop waiting for answers. When Maria goes missing from her quinceañera,[...]
The Buzz About Pittsfield
“As beautiful as I expected … Pittsfield is a walkable, former mill city with a lively music scene and a growing number of bars, coffee shops and restaurants.”
“Whether you’re looking for gourmet farm-to-table dining, boutique hotels, endless hiking trails, or world-class theater, Pittsfield offers it all just a short train right away from NYC.”
“Very recently, I’d heard that the city was experiencing a rebirth and drove in to see it for myself…this Western Massachusetts city has its own art scene.”
“Pittsfield creates ultimate vacation weekend. … an excellent escape for those of us living in New York City”
“It is truly remarkable all that Pittsfield has to offer. The incredible natural surroundings are just a small part of it. The showcase of culture is outstanding.”








Recent Instagram and TikTok Love
Click on a social image above to visit its post, video, or reel.