Oldcastle Theatre Company

This Season


June 7 – June 23rd

By John Logan

Playwright John Logan’s Tony Award winning Best Play, “Red”, about abstract expressionist Mark Rothko having just launched the biggest commission in the history of modern art, a series of murals for New York’s famed Four Seasons Restaurant. Rothko works feverishly with his young assistant, Ken, in his studio on the Bowery. But when Ken gains the confidence to challenge him Rothko faces the agonizing possibility that his crowning achievement could also be his undoing. The New York Times called the play: “Intense and exciting.” the New Yorker: “smart. eloquent entertainment.” The play will feature long time Oldcastle favorite Peter Langstaff and Brendan McGrady who made his Oldcastle debut in last season’s “Long Days’ Journey into Night.

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Brighton Beach Memoirs

July 12 – July 28

by Neil Simon

“Brighton Beach Memoirs” won the New York Drama Critics Award for Best Play. The New York Post called it Neil Simon’s “best play” saying “it will become a standard part of American dramatic literature.” It is the first of the playwright’s semi-autobiographical “B Plays.” Eugene is a 15 year old preoccupied with sex and the Yankees: a writer-to-be, an alternately perplexed and perceptive observer, and our guide to life with the Jerome family.

It is September 1937, late in the Depression, the Jeromes have relatives living with them, and life is by no means easy. There are troubles including illness, unemployment, poverty, deep resentments and foreboding signs of World War II. Yet the family meets challenges with enormous spirit, dignity, and vigor that life—at once humorous, and poignant—is something to celebrate.

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Bennington Community Theater at Oldcastle

The Dining Room

Dining Room - Oldcastle

May 3rd, 4th – 7:30pm

May 5th – 2pm

Bennington Community Theatre Presents: A. R. Gurney’s The Dining Room

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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.

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.