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THEATER

Explore your passion for theater at Cheshire Academy by auditioning for our diverse range of productions!

Cheshire Academy Theatre integrates both academic and extracurricular opportunities and provides students with a comprehensive understanding of all aspects of theatre production and performance. The programs create great emphasis on the importance of collaboration, creativity, and critical thinking while preparing students for both college level theatre and professional careers in the arts. Cheshire’s close proximity to New York City, Boston and world renowned regional theatres provides our student access through field trips and workshops with the world’s top artists. Cheshire Academy fosters a deep appreciation for theatre within its community.

Courses Available

Acting and Directing

Technical Theatre

Musical Theater

IB Theatre HL and SL

IB Literature Performance SL

Afternoon Program

The program offers a performance opportunity every season. The fall play, winter musical, and spring student-devised production allow students of all experience levels to explore all aspects of theatre creation on the CA stage.


Beyond the actors, singers, and dancers in front of the curtain, students also contribute behind the scenes through costume design, scenic design, run crew, lighting design, sound design, stage management, and student direction.

There are internship opportunities for experienced students looking to lead in the categories of directing, costuming, and technical design.

Costume Shop

Cheshire Academy’s costume department provides students with an exciting hands-on experience, blending creativity with collaboration. In this supportive and welcoming space, students explore the historical and thematic elements of each production, discovering how costumes play a crucial role in shaping characters, stories, and identity. With opportunities to develop technical skills like sewing and design, students are encouraged to express their individuality while working together to bring their ideas to life through the art of visual storytelling.

Performance & Field Opportunities

Regular trips to Broadway including attendance to Hamilton, School of Rock, Come From Away, Once on This Island and more, as well as trips to The Bushnell, Long Wharf Theater, and Yale Repertory Theater. 

Multiple Open Mics are held throughout the school year, as well as the popular Spring Talent Show, on-campus workshops including recent ones by the Sea Tea Improv Comedy Troupe and the Fourth Wall Ensemble and showcase performances by IB students.

Regular trips to Broadway including attendance to Hamilton, School of Rock, Come From Away, Once on This Island and more, as well as trips to The Bushnell, Long Wharf Theater, and Yale Repertory Theater. 

Multiple Open Mics are held throughout the school year, as well as the popular Spring Talent Show, on-campus workshops including recent ones by the Sea Tea Improv Comedy Troupe and the Fourth Wall Ensemble and showcase performances by IB students.

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Visit Cheshire Academy at a

fall open house

November 11