Professional Live Theatre in an Intimate New Performance Space.

331 Main Street Bennington, Vermont

Opens August 21st- Runs through September 6th

BlaComedyTitle Paul Lamar of The Daily Gazette says James Staudt  is simply the clown prince the part calls for.  A tour de force performance.” complete review click here


 J Peter Bergman of Berkshire Bright Focus says  “Laughter is not only the “best medicine” it is the perfect antidote to the end of summer and Oldcastle’s ‘Black Comedy’ is giving us all a chance to celebrate with amiable delights.” complete review here


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

Chosen by Berkshire on Stage and Screen as one of the Top 20 Productions to see this summer in the Berkshires and Southern Vermont.

Our next  show, Lion In Winter also made that list. Click here for the complete list

Tickets are selling fast for this show reserve your seat online or call the Box Office at 802-447-0564

Click here for tickets!

2015 Flex Passes Now Available! 

For more information, call The Box Office at (802)-447-0564

What Else is Happening?


Vermont Arts 2015_color FOR PRINT

These 2 productions listed in the top 20 Stage Performances to see  by Berkshire on Stage and Screen


 BLACK COMEDY, August 21-Sept 6


The Lion In Winter, September 25 – October 11


New 2015 Schedule

Wednesday –Saturday  Evenings at 7:30pm

Saturday Opening weekend Only  2pm Matinee

Wednesday Evening Following Opening Weekend is Buy One Get One Ticket Special

Thursday & Sunday Matinees 2pm


ACTING 101:  Class Scedule:  Session 1  begin September 21st through October 26th  and Session 2 begins on December 28th and runs thru February 1st 2016.

Each Session is 6 weeks long. Class time is 7pm-9pm held at Oldcastle Theatre. Cost is just 140.00

 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

2015 FlexPasses Now Available! 

5 punches for $140. Good for ANY performance.


5 punches for $130. Good for matinees ONLY. However, if you want to come to an evening performance, you can upgrade at the door for a nominal fee.

FlexPasses cannot be used in conjunction with any other special.

For more information, call The Box Office at (802)-447-0564



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

tightshot2girls (640x427)Cabaret

Time Stands Still

Talley’s Folly


2014 Shows

IMG_4522My Fair Lady

CAT6Cat On A Hot Tin Roof

Live Theatre. There's nothing quite like it. Get Tickets!
  • Calendar
  • Ticket Options
  • Policies
September 5, 2015

Black Comedy by Peter Shaffer

September 5, 2015 7:30 pm

9:00 pm

September 6, 2015

Black Comedy by Peter Shaffer

September 6, 2015 2:00 pm

3:30 pm

September 25, 2015

The Lion In Winter by James Goldman

September 25, 2015 7:30 pm

7:30 pm

September 26, 2015

The Lion In Winter by James Goldman

September 26, 2015 2:00 pm

2:00 pm

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.

No “Doubt about it at Oldcastle: “The point, of course, is that in the halls of irony, life imitates art, and so the answers we are left with seem both unsettling, and unsettled. That is the brilliance of Shanley’s modern classic, and all the more reason why no one should doubt that the journey to Oldcastle for this play – and these actors -is well worth it.”


Telly Halkias-Manchester Journal