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
Get ready for another unforgettable summer in downtown Pittsfield. Join us for First Fridays at Five, happening on May 1, June 5, August 7, and September 4 from 5pm – 8pm.
Welcome the arrival of Spring with our BABY ANIMALS FESTIVAL! Meet our newest farm babies – lambs, piglets, calves, chicks and kids (goats, that is)–and enjoy events and activities throughout the Village,[...]
Join our monthly Trans Art Workshop x Berkshire Art Center on Second Fridays in Pittsfield at the Brothership Building. Draw, sketch, paint. We're grateful to Berkshire Art Center for opening[...]
Paint your mom while mom paints you! A fun painting experience. NO EXPERIENCE NECESSARY. $75 covers all art supplies and a 10x14 canvas for you both. $135 enhanced package includes[...]
The Night of Dreams Gala is a celebration filled with purpose, elegance, and community—and we can’t wait to welcome you back! Walk the red carpet Enjoy live music & a special[...]
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.