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North Street, the Upstreet Cultural District and Beyond

Discover North Street and the Upstreet Cultural District, the lively arts & entertainment heart of the Berkshires of western Massachusetts. Enjoy live theatre, music, art, film, dining, shopping and more – all in downtown Pittsfield. From the gilded age Colonial Theatre and the newly-renovated Berkshire Museum to the highly acclaimed Barrington Stage Company and everywhere in between, Upstreet is packed with great things to do, see, and enjoy.

First Fridays at Five

You’ll love the live music, art, food, shopping and entertainment at Pittsfield’s First Friday at Five. Join us from 5 to 8 p.m. on May 3, June 7, July 5, Aug. 2 and Sept. 6.

North St.

Barrington Stage Company

Attracting more than 60,000 patrons each year, Barrington Stage Company continues to gain national recognition for its superior-quality productions and comprehensive educational programming. Co-founded by Artistic Director Julianne Boyd in 1995, BSC was the first theatre in the US to perform after the shutdown. Voted Best in the Berkshires 2017–2020 and BroadwayWorld’s Theatre of the Decade. Photo credit: Chester Bailey, photo by David Dashiell

30 Union St. | 413-236-8888 | barringtonstageco.org

Berkshire Museum

Get curious! The Berkshire Museum combines art, science, and history to create thought-provoking experiences for the whole family. Meet wildlife in the Aquarium, discover local artists and innovators, and more! New spaces and exhibits opening summer 2021.

39 South St. | 413-443-7171 | berkshiremuseum.org

Berkshire Theatre Group’s Colonial Theatre

Berkshire Theatre Group is a center for acclaimed and transformative work, featuring world-class theatre and musicals, legendary musicians, comedy, and family events on multiple stages and spaces, in Pittsfield and Stockbridge. The Colonial Theatre, where it performs in Pittsfield is a national treasure with its well-preserved ornate turn-of-the 20th century interior. Photo credit: Emma K. Rothenberg-Ware, Godspell

111 South St. | 413-997-4444 | berkshiretheatregroup.org

First Fridays Artswalk

First Fridays Artswalk is the largest year-round monthly visual arts event in the Berkshires. Every first Friday of each month from 5 to 8pm, downtown retailers, restaurants and businesses along North and South Streets, transform into art galleries. Stop into over a dozen locations to explore artwork and meet the artists during their opening receptions. New art is on display all month long. Photo credit: Emma K. Rothenberg-Ware

413-443-6501 | firstfridaysartswalk.com

Lichtenstein Center for the Arts

This city-owned community arts center boasts a first-floor gallery space, hosting changing art shows featuring local and regional artists, classes, performances, gatherings, readings, and more. The Lichtenstein also houses nine working artist studios, community space, a ceramics workshop, and a darkroom. Artwork and photo credit: Jesse Tobin McCauley

28 Renne Ave. | 413-499-9348 

Just a few minutes from Downtown

Hancock Shaker Village

A living history museum with so much to see and do! Explore the Round Stone Barn and the oldest working farm in the Berkshires. Discover thousands of Shaker artifacts and furniture throughout our 20 historic buildings. Cafe open daily for lunch and some dinners. Come be inspired by Shaker legacy.

1843 West Housatonic St. (Route 20) | 413-443-0188 | hancockshakervillage.org

Herman Melville’s Arrowhead

Arrowhead was author Herman Melville’s home from 1850 to 1862, where he wrote the great American novel Moby-Dick and other works. It is now home to the Berkshire County Historical Society, which offers tours, nature trails, exhibits, a museum shop, and special events and programs.

780 Holmes Rd. | 413-442-1793 | mobydick.org

More From Nightlife + Arts

Live Theater

June 9, 2021/by Regina Burgio

All things Art

June 9, 2021/by Regina Burgio

Festivals & Annual Events

June 9, 2021/by Regina Burgio

North Street & the Upstreet Cultural District

June 9, 2021/by Regina Burgio

Live Music

June 9, 2021/by Regina Burgio

Movies

June 9, 2021/by Regina Burgio

Museums & Education

June 4, 2021/by Roger Matus

Let’s go Shopping

Whether it’s exploring our popular farmers market or many of the downtown specialty stores, Pittsfield is a year round shopping destination.

Learn More

Cultural Development
City of Pittsfield

28 Renne Ave.
Pittsfield, MA 01201
1-413-499-9348

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