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
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!
We'll be showing the Winter Olympic games on both TVs for the duration of this year's games. Everything kicks off this Friday night!
They’re back—and it’s going to SELL OUT again.Join us for a powerhouse night of rock, rhythm, and lakeside energy. � Buffet Dinner Add‑On – $25Served 5–8PM in the Lower Level[...]
SANCTUM : MONTHLY GOTH NIGHT featuring DJ DENTALWORK FRIDAY | FEB 6th 9-Midnight DRESS CODE: Come dressed to impress, creativity encouraged minimum ALL BLACK REQUIRED and dance the night away[...]
Join us February 7th for an intimate, hands-on evening at our shop featuring candle making hosted by Jenna, owner of Berkshire Candle and a guided flower-making session with fresh, seasonal[...]
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.