Oldcastle Theatre Company

Up Next

Roast of Eric Peterson

Roast of Eric Peterson - Oldcastle Fundraiser

March 2nd – 7:30pm

A fundraiser like no other.
With Matt Edwards, Amy Hayes, Peter Langstaff, Christine Decker and more, all sharing great stories and songs celebrating Eric Peterson

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Bennington Jewish Film Series

Bennington Jewish film series 2019

Oldcastle Theater is pleased to support the third annual Jewish Film Series by hosting the series in our wonderful facility. Below you will see the upcoming series. All are welcome to attend.

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Coming Soon

Family Drama Course

Sally Sugarman
Tues. Jan. 8, 2019 through Feb. 26th – 7 to 9 p.m.

Sally Sugarman, a long time professor at Bennington College, is joining with the Oldcastle Theatre Company to present a class entitled “The American Family Drama” for eight weekly sessions from Tuesday January 8, 2019 through February 26th from 7 to 9 p.m. at Oldcastle Theatre, 331 Main Street in Bennington.

Ms. Sugarman taught a similar class with other faculty members of Bennington College. The idea of the new class came about during a discussion with Oldcastle’s Producing Artistic Director, Eric Peterson. Ms. Sugarman and Peterson were talking about the breath and diversity of great American plays centered on the family. Several of the plays discussed during that conversation are included in the upcoming course.

Acting 101 Is Back

Acting 101 - January 7th
Starting January 7th

This class will meet for 8 weeks on Monday nights 7 – 9 pm. Instructor Christine Decker, actor and Director of Education at Oldcastle, will work students through scenes, monologues, and exercises, to culminate in a showcase of performances. Open to every level of experience, from the seasoned to the brand new.
Call Oldcastle at 802-447-0564 to reserve your spot, as space is limited.

Conversations From The Green Room


A five play theatrical season is a journey with ever changing scenery and new traveling companions. The trip is occasionally treacherous, often amusing, challenging, tension-filled, and ultimately, one hopes, gratifying. Our 47th excursion began during the Revolutionary War in the Berkshires, traveled to England and back again, then to the American south of the Civil War; before leaping to the early 21st century with a comedy featuring 20th century music by Cole Porter.