Setting the Berkshire Stage Trail

Renowned as an artistic playground for creatives of all kinds, Berkshire stages present some of the best of American theater. See Shakespeare under the stars, participate in new play development, tap along to crowd-pleasing musicals, or be swept away by a star-studded play. Whether you desire comedy or drama, you’re guaranteed all the feels when you traverse the stages along this performing arts trail in the Berkshires.

Williamstown Theatre Festival

Williamstown, MA | wtfestival.org
Williamstown Theatre Festival has a long history of star-studded stages as well as script-focused reading series and local collaborations. Take in a play and then enjoy a stroll and dinner in the quaint, walkable town of the theater’s namesake.

West Side Story at Barrington Stage Company. Photo by Daniel Rader.

Barrington Stage Company

Pittsfield, MA | Barringtonstageco.org
Located in the heart of downtown Pittsfield, Barrington Stage Company produces top-notch, compelling plays and musicals in two separate theaters. The company also engages with the local community through inclusive educational outreach programs.

Berkshire Theatre Group

Pittsfield, MA | Berkshiretheatregroup.org
Catch theater, dance performances, concerts, comedy shows, and more on Berkshire Theatre Group’s gorgeous stage at the Colonial Theatre. If you visit during winter, don’t miss their holiday performances!

WAM Theatre

Lenox, MA | wamtheatre.com
This mission-driven theater company donates a portion of all proceeds to organizations that benefit women and girls. See new plays in development  as well as polished productions of all varieties.

Shakespeare & Company

Lenox, MA | www.shakespeare.org
Shakespeare & Company boasts 5 stages – 2 indoor and 3 set in the stunning Berkshire landscape – on which to see plays by the Bard as well as new scripts and classics. This historic campus is walking distance from the center of Lenox.

42nd Street at Mac-Haydn Theatre. Photo by Ann Kielbasa.

Mac-Haydn Theatre, Inc.

Chatham, NY | Machaydntheatre.org
Enjoy musical theater in the round at Mac-Haydn Theatre in Chatham, New York. You’ll see performers from all over the country all summer long on their charming stage.

Chester Theatre Company

Chester, MA | Chestertheatre.org 
See plays that celebrate humanity, tell diverse stories, and tackle vital issues on Chester Theatre Company’s intimate stage. The theater sits in the center of Chester, a delightful small town just outside of Berkshire County.

Great Barrington Public Theater

Great Barrington, MA | greatbarringtonpublictheater.org
This new theater company focuses on offering affordable tickets to new works with the help of local talent. Visit the Daniel Arts Center on the campus of Bard College at Simon’s Rock to enjoy compelling stories for the stage.

Find more ways to eat, play and stay with our Guide to the Berkshires and other planning tools.

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