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.
3rd Thursdays Street Festival
Upstreet Pittsfield’s award-winning street festival, 3rd Thursdays, is celebrating its 15th anniversary. The street festival takes place May-October in downtown Pittsfield. The largest free outdoor event series in the Berkshires, 3rd Thursdays are family friendly and open to all. It features music, performance, food and community activities.
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
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
Pittsfield Suns baseball at Historic Wahconah Park
The Pittsfield Suns are a collegiate summer baseball team competing in the Future Collegiate Baseball League of New England. The league consists of 9 teams: six from Massachusetts, one from Connecticut, and two from New Hampshire.
Wahconah Park, 105 Wahconah St. | 413-445-7867 | pittsfieldsuns.com