

The Legend of Sleepy Hollow (Wells)
Tracy Wells
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.
A full-length version of this play is also available.
| Character |
|---|
| ICHABOD CRANE Lanky and quirky schoolmaster, male. |
| KATRINA VAN TASSE L – A beauty who’s more than meets the eye, female. |
| BROM BONES Ichabod’s brutish rival, male. |
| TAVERN WAITRESS/BARMAN Any gender. |
| TAVERN DWELLERS At least two, any gender. |
| DIEDRICH/DEIRDRA Traveler, any gender. |
| STORYTELLER Teller of tales, male. |
| WIDOW JANSEN Iris/Otto’s mother, female. |
| ESMEE , |
| AGATHA and |
| MARGRIET Presumed witches, female. |
| SELECTMAN FABER Town selectman, male. |
| CONSTABLE HENDRIKS Sleepy Hollow constable, male. |
| BEATRIX , |
| ALETA and |
| GERTIE Young ladies looking for love, female. |
| LADY VAN TASSEL Katrina’s wealthy and doting mother, female. |
| LARS Sleepy Hollow Boy and Brom’s friend, male. |
| IRIS/OTTO JANSEN Student and self-proclaimed apprentice, any gender. |
| JOZEF/JOANNA , |
| XANDER/ZARA and |
| FLEUR/FLORIS Ichabod’s students, any gender. |
| STUDENTS Additional students, any gender. |
| TOWNSPEOPLE As many as you would like, any gender. |
| HEADLESS HORSEMAN The headless ghost of a Hessian soldier, male. |
An Interview with Tracy Wells – The Scene Podcast
The Legend of Sleepy Hollow (One-Act) (Wells) is a comedy play written by Tracy Wells and published by Playscripts .
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