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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
10×10 Upstreet Winter Festival – Feb. 12-22
The 10×10 Festival is a collaboration between more than a dozen arts and cultural organizations, bringing more than 10,000 people downtown for 10 days in the heart of the winter. Join us for restaurant week, theater, music, dance, art, outdoor activities and more!
Get cozy and crafty with fiber arts! Whether you are a master of yarn or looking to learn, you are invited to hang out and help yourself to our stash[...]
Protest Open Mic with host Robin OHerin Every Second Wednesday of the Month Bring Poems, Spoken Word, Songs and more…. FREE AND OPEN TO ALL PEOPLE ALL AGES COME ONE[...]
The Proprietor’s Lodge - Canvas Event$45 Per Person Includes All Painting Materials, & Canvas OnlyInstructed By Starr VolkmerNo Refund Unless Event Is CancelledTickets Are Available Online At Eventbrite.comFor More Information Call[...]
Ten Artists. One Exhibition. Endless Creativity. On View Feb 6-27, 2026 Opening Reception to kick off the 10×10 Festival on Thursday Feb 12th from 5-8pm Showcasing regional abstract artists who[...]
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.”








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