Theater Audition for "The Legend of Sleepy Hollow" Play
ONLY LOCAL TALENT WILL BE CONSIDERED. Seeking performers for production of "The Legend of Sleepy Hollow". Please, see the details below. About the play: Ichabod Crane, an ambitious pedagogue, arrives in the quaint 18th century village of Sleepy Hollow to educate its youth. He quickly finds himself immersed in the diverse and eccentric community, enamored with the most desirable (and wealthiest) bachelorette of Sleepy Hollow, and at the mercy of the local superstitions – the fabled Headless Horseman chief among them. Rate: This is a NON-EQUITY, volunteer production. Additional information: Run Dates: October 31 (7:30pm) and November 1 (2pm), 2026. Rehearsals: Monday and Wednesday evenings and Saturday afternoons from October 12 to 31 (plus Tuesday, October 12). Auditions will be cold readings from the script. Actors are encouraged to read the script on their own prior to auditioning. NOTE: The director WILL NOT be providing copies of the script prior to auditions. Auditions will be first come, first seen and will consist of cold reads from the script. Some roles will require songs as part of the audition process, so be prepared to sing at your audition. Acapella is fine. Auditions are open to everyone regardless of background, race, gender, orientation, or ability. We encourage everyone to audition as we will be casting whoever is best for the role. Actors may submit self-tape auditions via file transfer. When applying, please submit your head shot and resume and you will receive further instructions. Please let them know if any accessibility requirements, and directors will do their best to accommodate you. Please bring a resume and head shot to auditions.
24 roles
The intelligent, charismatic, and somewhat morally dubious itinerant teacher new to the settlement of Sleepy Hollow. Must also have a good singing voice. Those auditioning will be required to sing the New Years hymn Ring Out, Wild Bells and The Wicked With his Works Unjust.
The suave, kindly, and omniscient narrator.
The daughter and heiress to the Van Tassel Farming fortune, a beloved bachelorette in Sleepy Hollow, and the target of Ichabod’s and Brom’s affections. Must also have a good singing voice. Those auditioning will be required to the sing The Wicked With his Works Unjust.
A handsome, headstrong, and swaggering hunter with a penchant for pranks and petty mischief. He is also the proud leader of the Sleepy Hollow Boys.
Ichabod’s well-informed widowed hostess and a dear friend to the Van Tassels.
The boisterously friendly father of Katrina. Owner of the prosperous Van Tassel fortune who has been riding the high of his one and only wartime story since it happened.
Baltus’s wife and Katrina’s mother. A warm hearted woman and an emphatically proud member of the Sleepy Hollow community.
A somewhat eccentric farmer of Sleepy Hollow and friend to Baltus Van Tussel.
Han’s wife, a hard working mother of two, and friend to the Van Tassels.
A kind and friendly but deeply superstitious minister to the community of Sleepy Hollow.
One of Katrina’s friends and Ichabod’s admirers. Must also have a good singing voice. Those auditioning will be required to the sing The Wicked With his Works Unjust.
One of Katrina’s friends and Ichabod’s admirers. Must also have a good singing voice. Those auditioning will be required to the sing The Wicked With his Works Unjust.
Brom’s friend and member of the Sleepy Hollow Boys.
Brom’s friend and member of the Sleepy Hollow Boys.
A local gossip and admirer of Ichabod. One of Katrina’s friends. Must also have a good singing voice. Those auditioning will be required to the sing The Wicked With his Works Unjust.
A local gossip and admirer of Ichabod. One of Katrina’s friends. Must also have a good singing voice. Those auditioning will be required to the sing The Wicked With his Works Unjust.
A young messenger boy who’s just trying to do his job.
One of the students. Must be able to convincingly sound like a young boy. Those given this role will likely have multiple parts.
One of the students. Must be able to convincingly sound like a young boy. Those given this role will likely have multiple parts.
One of the students. Must be able to convincingly sound like a young girl. Those given this role will likely have multiple parts.
One of the students. Must be able to convincingly sound like a young girl. Those given this role will likely have multiple parts.
One of the students. Must be able to convincingly sound like a young girl. Those given this role will likely have multiple parts.
One of the students and a self-proclaimed chronicler. Must be able to convincingly sound like a young boy. Those given this role will likely have multiple parts.
One of the students, daughter of Hans and Sally, and the de facto “weird kid” in school who knows all about the Headless Horseman. Must be able to convincingly sound like a young girl. Those given this role will likely have multiple parts.