The Legend of Sleepy Hollow

New England, 1820: The isolated town of Sleepy Hollow is disrupted by the arrival of a new schoolteacher, Ichabod Crane, who challenges the town’s superstitions with science, reason and fact.  The locals instantly mistrust him; but Katrina van Fleet, heiress to Sleepy Hollow’s rich land is charmed by his intellect and passion.  But Ichabod is mistaken: behind each one of the villagers’ tales lies a dark and bloody truth.  As the spirits of the Hollow Wood grow restless, and as the hooves of the Headless Horseman thunder ever nearer, Katrina is forced to make a choice that will change the fate of Sleepy Hollow forever.

ICHABOD CRANE (20s) – The new school teacher. Educated and well-travelled, but skeptical of the superstitions of Sleepy Hollow. He falls in love with Katrina.
BALTUS VAN FLEET (40s) – Landlord of Sleepy Hollow. Misanthropic, and often harsh, but ultimately fair in his business dealings. Tender towards his wife and daughter.
LISBETH VAN FLEET (40s) – Baltus’s wife. Elegant, quiet but with a hidden strength that emerges after her husband’s death.
KATRINA VAN FLEET (18) – Only daughter of Baltus & Lisbeth Van Fleet. She has a quiet, intelligent nature, but becomes passionate and reckless after falling in love with Ichabod Crane.
BROM VAN BRUNT (20s) – Baltus’s estate manager and Katrina’s fiancé. A salt-of-the-earth farmer, practical and honest, who becomes hardened by his own sense of duty.
SABINE (40s) – Outcast sister of Lisbeth Van Fleet with an instinctive understanding of nature and the Hollow. A dreamer and a mystic, she foresees the tragedy that is coming to the town.
HANS VAN RIPPER (40s) – Baltus’s accountant. A sly and calculating businessman, he uses the confusion in the aftermath of Van Fleet’s death to try and assume control of Sleepy Hollow.
FATHER ABRAM (20s) – An idealistic, but somewhat ineffectual man of God. Along with the Tenant Farmers, he orchestrates a cruel prank against Ichabod.
EVA VAN BRUNT (15) – Brom’s younger sister, and friend to Katrina.
WILLEM (18) – Clerk to Hans Van Ripper, but also his eyes and ears in the town.
IMOGEN (13) – Narrator of the story in 1833, later revealed to be Katrina and Ichabod’s daughter. She has had a dark and isolated upbringing in Sleepy Hollow.
JOSHUA (12) – Bright and inquisitive; later revealed to be Eva’s son.

Tenant Farmer Families
HENRIETTE and KLAUS (30s–50s) – Henriette is a prim and proper, but rather stuck-up woman, and Klaus her long-suffering husband. In their eyes, their children ANNA (14) and ISAAC (13) can do no wrong.
FLORINA and JOHAN (30s–50s) – A loving, wholesome couple who are often outmaneuvered by their numerous, andq uite badly-behaved offspring, ESTHER (16), MARTHA (14), JAKOB (14), ABEL (12), and RUTH (10).
DRIKA and MARKUS (30s–50s) – Slightly down-at-heel compared to the others, Markus likes a drink, and Drika has a reputation as a sharp-tongued gossip. Their children, ROSA (14), ESPEN (11) and REBEKAH (11), are quick-witted like their mother.

Ghosts
THE INDIAN GIRL – A Native American child who was slain by The Headless Horseman.
POOR LITTLE TOM – A little boy who was killed by his mother.
MAJOR ANDRE – A British officer hanged as a spy during the American Revolutionary War.
PETER’S WIFE – An adulterous wife who was murdered and buried in a pumpkin patch.
THE HEADLESS HORSEMAN – A Hessian trooper beheaded during the American Revolutionary War.

Throughout the show the Company act as a Chorus, helping Imogen to tell the story of Sleepy Hollow by manipulating and dressing the scenes.