The play will run for two nights: October 31st and November 1st at 7:30 p.m. in Allen Theater 

Sheffield, Mass. (October 24, 2025) –  Berkshire School’s Theater Department is presenting its fall production, The Play That Goes Wrong, a comedy written by Henry Lewis, Jonathan Sayer, and Henry Shields.

The Play That Goes Wrong is about what happens when a group of people put on a production that is destined to fall apart in every possible way. A hilarious tour de force of slapstick, farce, and physical comedy, the show involves everything from forgotten lines, missed entrances, and missing props, to poorly timed blackouts, in-fighting among the cast, malfunctioning scenery, and multiple people vying for the same role as the play goes along.

Berkshire County “stage fight” coach Ryan Winkles has been working with the cast on the incredible amount of physical comedy in the show. There’s also a stage set full of unexpected gags by Dom Sayler, Berkshire School’s technical director. 

Theater Program Director Jesse Howard says, “Fun, exaggerated characters, performed by an incredible cast, are supported by a dedicated group of stage managers who find themselves drawn into the action because there are just so many things going wrong!”

The Play That Goes Wrong opens Friday, October 31 at 7:30 p.m. and runs through Saturday, November 1 at 7:30 p.m. in Berkshire School’s Allen Theater. There is a $2.00 suggested donation at the door. Follow the signs on campus to Allen Theater. No reservations are required, but arrive early for the best seats. The evening runs about 70 minutes.

For more information, please email Jesse Howard at jhoward@berkshireschool.org.

The Theater Department at Berkshire School produces two plays and one musical on the Allen Theater mainstage each year. The program is a hands-on, all-voices-heard, ensemble-first experience, as students not only perform in the shows, but also drive every aspect of the production, including props, costumes, cast blog, sets, lighting, publicity and more. Recent performances have included Mamma Mia!, Into the Woods, Legally BlondeRent, and High School Musical.

Berkshire School is a co-ed, college preparatory boarding and day school founded in 1907 with 420 ninth-12th graders and post-graduates, offering a forward-thinking curriculum on a 400-acre campus in Sheffield, Massachusetts. Students are encouraged to learn, in the words of the School motto: Pro Vita Non Pro Schola Discimus, “Learning, not just for school but for life.” 

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