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.

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Third Thursday Festival to Return to Pittsfield May – August!

This signature downtown event brings people from all over the county and beyond. Join us on the 3rd Thursday of the month for live music, food, vendors and more! June-August events will feature a Beer Garden with Wandering Star Brewery. (Photo credit Good Bites & Glass Pints)

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Apr 06

The Obscure and the Perfectly Obvious @ The Dot Gallery

With a trumpet and drum duet it is quite easy to tell which is which. But if the duet is an oboe, and a bassoon, or worse yet, a viola […]

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Jun 11

Drag Show at Dottie’s Coffee Lounge

Celebrate Berkshire Pride at Dottie’s. Presenting a special Drag Brunch, hosted by Bella Santarella, featuring Gemini Dabarbay and Vuronica Baked. FAMILY/KID FRIENDLY. $40 includes choice of brunch (see details below) […]

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$40

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Jun 11

Domingo Brunch w/Jason Ennis and Natalia Bernal

Welcome back local favorites, Jason Ennis and Natalia Bernal. Prepare to be enchanted by Jason’s skilled playing and Natalia’s beautiful voice. Stop by for their magical and soothing sounds (vocals […]

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Jun 15

Third Thursday Celebrates Summer with Jacob’s Pillow

Third Thursday in June celebrates summer with a special interactive performance with Jacob’s Pillow presenting The Hood Lockers sponsored by Guardian Life Insurance Company of America.

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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.”

Experience The Downtown Cultural District

Head downtown to North Street, a Massachusetts-designated Cultural District, boasting year-round live music, dance, performances, community celebrations, including two award-winning professional theaters and a dynamic visual arts scene.

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Find your happy place
outdoors!

Year-round outdoor beauty and adventures await! Enjoy hiking with breathtaking vistas, boating and water sports on pristine lakes, snowshoeing, downhill and cross-country skiing and more – all just minutes from downtown.

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