Professional Live Theatre in an Intimate New Performance Space.

331 Main Street Bennington, Vermont

Christmas Family Friendly Shows



on Main Street


A Christmas Carol

Carol Poster Image

December 5th at 7:30pm

Begin your holiday season with Shakespeare on Main Street

as they present this timeless holiday classic in intimate Readers Theatre style in Bennington.

For more information and to buy tickets click here



Radio Extravaganza!


December 19 at 7:30pm

This event sells out. Get your tickets early! Click Here for info and to purchase your tickets

What Else is Happening?

Help us support the arts in Bennington!


ACT101ACTING 101:  Class Schedule:

Next Session begins on December 28th and runs thru February 1st 2016.

The Session is 6 weeks long. Class time is 7pm-9pm held at Oldcastle Theatre.

Call Christine Decker at 802-447-1267 to join. Class size is limited!

Those interested in an Adult Acting Class, whether young or old, experienced or newly interested, can join Oldcastle Theatre Company’s Acting 101 taught by veteran actress, improvisational artist, director and teacher, Christine Decker.

“These classes will show how to create characters, develop tricks for memorization and use improvisation to expand the imagination in a safe and fun environment. I’m eager to work with people of all levels of theatre experience as we can all learn and teach through our own life experience. Come and play, we’ll have a great time.” – Christine Decker




Actors Express

Every year Oldcastle’s Actors Express tours elementary schools in Vermont, New York, and Massachusetts with an original play for children. The Bank of Bennington has been helpful in making it possible for us to keep the cost to schools very low.

We work with teachers, principals, parents, and children to create shows that are relevant and entertaining for children in kindergarten through sixth grade. We have dealt with topics such as bullying, the environment, the importance of reading, the dangers of smoking, the joys of friendship, and children’s love of animals. Our shows teach valuable lessons while introducing children to the magic of live theatre. New to Oldcastle’s Actors’ Express are Saturday morning shows at the theatre in downtown Bennington. These shows are family friendly and also promote positive messages for kids to walk away with.




2015 Shows

                                    The Lion in Winter


                                             Black Comedy



tightshot2girls (640x427)

                                       Time Stands Still

                                              Talley’s Folly

Live Theatre. There's nothing quite like it. Get Tickets!
  • Calendar
  • Ticket Options
  • Policies
No events to display.
Full Schedule

5-Punch Flex Pass:

By far our most popular ticket, this 5-punch card grants you 5 admissions. You can use one punch per show for yourself for five performances. Or, bring your friends and use one punch for you and one for each friend. Flex passes are valid all season long. Save 15-20% versus box office prices. Adult 5-Punch Flex Pass: $140. Cannot be combined with any other discount.


5-Punch Matinee Flex Pass:

Our newest ticket option, this 5-punch card grants you 5 admissions to any matinee performance. You can use one punch per show for yourself for five performances. Or, bring your friends and use one punch for you and one for each friend. Flex passes are valid all season long. Adult 5-Punch Matinee Flex Pass: $130. Cannot be combine with any other discount.

Group Tickets:

Corporate events, bus tours and other groups of twelve or more are $25 a piece. Contact the box office to purchase blocks of tickets.

Individual Tickets:

Individual tickets can be purchased in advance online or by calling the box office. You can also buy tickets at the door for $37 a piece. If purchasing tickets the same day of the performance it is recommended that you arrive at least ½ hour before curtain time.


Youth tickets are always $10. Expose your kids to the wonders of live Theatre.

Buy-One Get-One:

The BOGO performance is the first Wednesday performance at 7:30PM, unless otherwise specified. Call the theatre for more information!

Special Needs..

Specific seating areas are available for patrons in wheelchairs. If you have these or other special needs, please let us know when you call to reserve your seats.

Cancellation Policy:

Oldcastle Theatre Company is pleased to extend a liberal cancellation exchange policy. If you are unable to attend a performance for which you have made reservations please give us 24 hours notice.

Photography/Recordings/Cell Phones:

The use of camera and audio or video recorders in the theatre is strictly forbidden. In addition, as a courtesy to the cast and your fellow audience members, please turn off all cell phones and other electronic devices.


Our theatre is a non-smoking facility.


Performances begin promptly. Latecomers will be seated at the discretion of the House Manager.

Lost & Found:

Articles found at the theatre can be kept at the Box Office. Please call (802) 447-0564 to inquire about any articles you may have left behind.

The extremely well chosen ensemble cast of Tim Dugan as Father Flynn, Christine Decker as Sister Aloysius, Meredith Meurs as Sister James, and Nehassiu deGannes as Mrs. Muller, delivers a near flawless performance


Marc Savitt-