
Classical Stuff You Should Know 287: The Legend of Sleepy Hollow, by Washington Irving
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Nov 4, 2025 Dive into the eerie world of Sleepy Hollow as the hosts unravel the tale of the Headless Horseman, a Hessian soldier in search of his head. They explore Ichabod Crane's quirky character, his rivalry with Brom Bones, and the charming yet flirtatious Katrina Van Tassel. Delve into Halloween's origins, from the spooky customs of Samhain to the transformation of turnips into Jack-o'-lanterns. Discover how trick-or-treating evolved and why Irving's story is more humorous than horrific, reflecting on social themes that still resonate today.
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Comic Horror Over Atmosphere
- Washington Irving turns expected horror into comic local color in 'Sleepy Hollow'.
- The tale emphasizes atmosphere and character over sustained supernatural terror.
Portrait Of Ichabod Crane
- Ichabod Crane is a lanky, comic schoolmaster who loves witchcraft tales and music.
- He mixes strict classroom discipline with genial community presence and quirky affectations.
Love Mixed With Ambition
- Ichabod woos Katrina more for her farm's bounty than for true affection.
- Irving uses this to critique opportunistic courtship and rural social climbing.



