Professional Live Theatre in an Intimate New Performance Space.

331 Main Street Bennington, Vermont

2015 Season

Oldcastle Celebrates 44 Years of Live Theatre

Talley’s Folly By Lanford Wilson

A Co-Production with the Bickford Theatre and Playwrights Theatre of New Jersey
The Pulitzer Prize winner from one of the our finest playwrights, is “a waltz…a no-holds-barred romantic story.” Yet it is much more. Set in 1944, Matt, a St. Louis accountant woos Sally Talley of Lebanon, Missouri. Wilson shows us, with compassion and humor two lively, lovable people opening up their interior worlds.

“This is a treasure.” New York Times
“tender, wisely funny” New York Magazine

May 1 – May 17

Click here for tickets!

Time Stands Still by Donald Margulies

Pulitzer Prize winner Donald Margulies has written a powerfully contemporary , searing story of an heroic female journalist wounded covering the war in Iraq.  Can you be a dispassionate, uninvolved observer of horrific events, recording them for posterity and still keep a sense of right and wrong? That is just one of the intriguing questions in this smart, timely, stylish and compelling play.

June 5 – June 21

Click here for tickets!


Book By Joe Masteroff, Music By John Kander, Lyrics By Fred Ebb

The great, classic music featuring a host of well loved songs including MAYBE THIS TIME,MONEY MONEY, DON’T TELL MAMA and the title tune.Set in Germany as the Second World War looms and the world is about to change.

July 10 – August 2

Click here for tickets!

Black Comedy By Peter Shaffer

In one hilarious act, the action supposedly in the dark is illuminated, when the lights are to be on, the stage is dark. Lovesick and desperate, Brindsley a young sculptor has embellished his apartment with furniture and objects d’arte “borrowed” from the absent antique dealer next door hoping to impress his fiancee’s pompous father and a wealthy art dealer. The neighbor returns just as a blown fuse plunges the apartment into total darkness and Brindsley is revealed teetering on a the verge of a very ripe farce. Unexpected guests, aging spinsters, errant phone cords, and other snares impede his increasingly frantic efforts to return the  stolen items. Shaffer has written a non-stop laugh riot!

“One of the funniest and most brilliant plays ”
London Times
“Laughter mounts steadily”
New York Times”

August 21 – September 6

Click here for tickets!

The Lion In Winter by James Goldman

King Henry II of England has three sons by Eleanor of Aquitaine. He wants the kingdom to stay united after his death, but all three sons want to rule and it is likely to be torn apart by revolution. A gigantic Broadway hit that became an Oscar winning film, this is a not to be missed, brilliantly written that is highly dramatic, suspenseful, witty and and gloriously funny simultaneously.

September 25 – October 11

Click here for tickets!