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The Legend of Sleepy Hollow Kentucky Country Day School Theatre Louisville, Kentucky

Performances

  • 2026 Dec 11 Friday 7:00 PM
  • 2026 Dec 12 Saturday 7:00 PM
  • 2026 Dec 13 Sunday 3:00 PM

Auditions

  • 2026 Sep 22 Tuesday
  • 2026 Sep 23 Wednesday

What To Know About This Production

The Legend of Sleepy Hollow, adapted by Tracy Wells from Washington Irving’s classic tale, brings the eerie charm of colonial America to life in a spooky and delightfully witty stage production. When quirky schoolmaster Ichabod Crane arrives in the mysterious village of Sleepy Hollow, he hopes to find purpose, community, and maybe even love. But whispers of a fearsome ghost – the Headless Horseman – haunt the woods, and Ichabod quickly finds himself entangled in the disappearances of neighbors, supernatural intrigue and a romantic rivalry over the beautiful and intelligent Katrina Van Tassel. Filled with lively townsfolk, laugh-out-loud moments and a chilling climax, this adaptable play offers multiple endings to suit audiences of all ages.

This version has been condensed to a one-act version for all of the same spooky, delightful wit in a shorter evening.

Please take the time to review KCD Middle School Theatre Program's Policy & Expectations.
https://docs.google.com/presentation/d/1chBLLpz8wOvDj1DnkhJ-kbp22EPYmxaq6adABLSn_vE/edit?usp=sharing

Auditions For The Legend of Sleepy Hollow

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Cast List For The Legend of Sleepy Hollow

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Characters

  • KATRINA VAN TASSEL A beauty who is more than meets the eye
  • ICHABOD CRANE Lanky and quirky schoolmaster
  • BROM BONES Ichabod's brutish rival
  • TAVERN WAITRESS Overworked but friendly proprietor of the tavern
  • TAVERN DWELLER 1 Patron of the tavern
  • TAVERN DWELLER 2 Patron of the tavern
  • DIEDRICH Traveler
  • STORYTELLER Teller of tales
  • WIDOW JANSEN Iris' mother
  • AGATHA Presumed witch
  • ESMEE Presumed witch
  • MARGRIET Presumed witch
  • SELECTMAN FABER Town selectman
  • CONSTABLE HENDRIKS Sleepy Hollow constable
  • BEATRIX Young lady looking for love
  • ALETA Young lady looking for love
  • GERTIE Young lady looking for love
  • LADY VAN TASSEL Katrinas wealthy and doting mother
  • LARS Sleepy Hollow Boy and Brom's friend
  • IRIS JANSEN Student and self-proclaimed apprentice
  • JOZEF Ichabod's student
  • ZARA Ichabod's student
  • FLORIS Ichabod's student
  • HEADLESS HORSEMAN The headless ghost of a Hessian soldier
  • STUDENT
  • TAVERN ENSEMBLE
  • SPECTER ENSEMBLE
  • TOWNSPERSON

Cast

  • Aria Hodges KATRINA VAN TASSEL
  • Sophia McDonald ICHABOD CRANE and STORYTELLER
  • Harry Wright BROM BONES and STORYTELLER
  • Maggie Haynes TAVERN WAITRESS and STUDENT
  • adalie whitehouse TAVERN DWELLER 1 and STUDENT
  • Sadie Dumke TAVERN DWELLER 2 and WIDOW JANSEN
  • Griffin Smith DIEDRICH and TOWNSPERSON
  • TBD STORYTELLER
  • Leila Baaziz AGATHA
  • Lula Swain ESMEE
  • Salma Ghosheh MARGRIET
  • Emrys Hussey SELECTMAN FABER and TAVERN ENSEMBLE
  • Gregory Hartung CONSTABLE HENDRIKS and TAVERN ENSEMBLE
  • Eloise Whitehouse BEATRIX and SPECTER ENSEMBLE
  • Ariana Compton ALETA and SPECTER ENSEMBLE
  • TBD GERTIE and SPECTER ENSEMBLE
  • Kara Beck LADY VAN TASSEL
  • Noah Miller LARS, HEADLESS HORSEMAN, TAVERN ENSEMBLE, and STORYTELLER
  • Mila Wieman-Eisenberg IRIS JANSEN
  • Dylan Bradley JOZEF
  • Evelyn Colville ZARA
  • Elin Cohen FLORIS
  • Sadie Dumke WIDOW JANSEN and TAVERN ENSEMBLE
  • TBD TAVERN ENSEMBLE
  • TBD SPECTER ENSEMBLE
  • TBD TOWNSPERSON

Crew

  • TBD Stage Manager
  • TBD Build Crew
  • Noah Miller Run & Build Crew
  • Noah Miller Build Assistance

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