The Legend(s) of Sleepy Hollow


The play can be performed with as few as six actors with intentional doubling. Alternatively, the play can be produced with as many as 25 actors playing unique roles and an ensemble of non-speaking roles

Storytellers 1-4 (F/M) – The voices and setting of Sleepy Hollow
(roles can be divided in half).

Ichabod Crane (M) – A Connecticut Schoolmaster— very friendly, huge appetite.

Katrina Van Tassel (F) – A fair damsel, a bit of a coquette.

Baltus Van Tassel (M) – Katrina’s father, a wealthy farmer.

Brom Bones (M) – The self-proclaimed hero of the country round.

School Boy (F/M) – A jerky kid with a secret.

Servant (F/M) – A wise and loyal bodyguard.

Messenger (F/M) – A cranky deliverer of news.

Headless Horseman (F/M) – The terrifying spectre of Sleepy Hollow.

Gunpowder (F/M) – Ichabod’s loyal and energetic horse.
Suggested actor doubling for 6 actors:

  • Storyteller 1/Katrina Van Tassel

  • Storyteller 2/Baltrus Van Tassel

  • Storyteller 3/Brom Bones

  • Storyteller 4/School Boy/Servant/Messenger

  • Ichabod Crane

  • Gunpowder


Minimum cast: 6 – 1 F, 3 M, 2 F/M
Maximum cast: 17+ - 1 F, 3 M, 13 F/M
(additional actors can be used as townspeople, school children, and the world of Sleepy Hollow— trees, scary things in the forest, etc.)

Straight from the Horse's Mouth
by Jonathan Josephson
from "The Legend of Sleepy Hollow" by Washington Irving

You know one version, the popular version, of Washington Irving’s tale of the Headless Horseman of Sleepy Hollow— but wouldn’t you like to know what really happened on that fateful night that Ichabod encountered the Horseman? This play reveals all from the point-of-view of the one character who was there and knows the whole truth: Ichabod Crane’s horse, Gunpowder.

"The Legend(s) of Sleepy Hollow delivers the Halloween chills!"
–Hollywood Gothique