The Legend of Sleepy Hollow (Wells)

ICHABOD CRANE – Lanky and quirky schoolmaster, male.
KATRINA VAN TASSEL – 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 three, 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.
MARTA/HANS VAN RIPPER – A townsperson, any gender.
BEATRIX, ALETA, CORNELIA and GERTIE – Young ladies looking for love, female.
LADY VAN TASSEL – Katrina’s wealthy and doting mother, female.
KASPER and LARS – Sleepy Hollow Boys and Brom’s friends, 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.

There are many opportunities to double roles. The only roles that should not be doubled are ICHABOD, KATRINA and BROM.

Several roles allow for gender-flexible casting, and alternate names are provided. Please change references to names or pronouns for those characters as needed.

Additionally, there are several lines designated as TAVERN DWELLER, TOWNSPERSON, or STUDENT – some are ad-libbed lines and some are listed. You may distribute those lines as you see fit. The author recommends having at least three TAVERN DWELLERS, but you can have as many as you’d like. For the TOWNSPERSON and STUDENT lines, you can have as many as you’d like, or if you do not have additional STUDENTS or TOWNSPEOPLE, then you may distribute those lines to any named character as you see fit.