Professional Live Theatre in an Intimate New Performance Space.

331 Main Street Bennington, Vermont


Sneak Peek of Cabaret click here  tightshot2girls (640x427)


Come see why Ralph Hammann of Metroland says This is the best stage production of Cabaret I’ve seen, or am likely to see, in my lifetime.

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 2 shows also made that list. Click here for the complete list


July 10th through August 2.


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.


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?

To Celebrate 2015 as The Year of The Arts in Vermont. We are offering a Vermont Resident Special. All Vermonters pay just $30 a ticket to come see Cabaret. You must call the Box Office to receive this special pricing 802-447-0564

Vermont Arts 2015_color FOR PRINT

These 3 productions listed in the top 20 Stage Performances to see  by Berkshire on Stage and Screen


Black Comedy,  August 21 – September 6 – Introduce children to Theatre -Saturday August 22, 2pm Children 8-14 get in free w/ paid admission. Seating is limited Call the Box Office to Reserve


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


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




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.


2015 Shows

Talley’s Folly

Time Stands Still

2014 Shows
4000M4000 Miles

IMG_4522My Fair Lady

CAT6Cat On A Hot Tin Roof

The Best is Yet To Come!


 2015 Season starts May 1

Buy your Flex Pass Today!

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Live Theatre. There's nothing quite like it. Get Tickets!
  • Calendar
  • Ticket Options
  • Policies
August 21, 2015

Black Comedy by Peter Shaffer

August 21, 2015 7:30 pm

7:30 pm

August 22, 2015

Black Comedy by Peter Shaffer

August 22, 2015 2:00 pm

2:00 pm

Black Comedy by Peter Shaffer

August 22, 2015 7:30 pm

7:30 pm

August 23, 2015

Black Comedy by Peter Shaffer

August 23, 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.

 The production on stage at Oldcastle Theatre in Bennington, Vermont lays it all out on the table for us. We are free, in director Eric Peterson’s vision, to decide for ourselves who is right and who is wrong and who we would support in a struggle of this sort: priest, nun, mother or novice.


Peter Bergman- Berkshire Bright Focus