The Legend of Sleepy Hollow quiz

By Washington Irving

A superstitious Yankee schoolmaster rides home through a haunted hollow and meets a horseman with a very unusual problem -- no head

13 questions · about 14 minutes

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Questions and answers

  1. Question 1. Which literary genre best describes "The Legend of Sleepy Hollow"?

    • Naturalism
    • Modernism
    • Correct answer: Gothic Fiction
    • Social Realism
    • Transcendentalism

    Gothic Fiction is the best fit: dark supernatural atmosphere, folk terror, isolated settings, and a climax built on dread and ambiguity are hallmarks of the Gothic tradition Irving helped establish in American literature.

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  2. Question 2. How does Irving characterize Ichabod Crane?

    • Modest, studious, and indifferent to wealth or romance
    • Correct answer: Lanky, superstitious, and driven by appetite for food and wealth
    • Bold, brave, and eager to prove himself against supernatural threats
    • Handsome, athletic, and admired by the whole community

    Irving describes Ichabod as tall and ungainly, with a voracious appetite for both food and ambition. He is deeply superstitious, reads Cotton Mather's witch writings obsessively, and courts Katrina Van Tassel largely for her father's prosperous farm rather than for love.

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  3. Question 3. What motivates Ichabod Crane's courtship of Katrina Van Tassel?

    • Correct answer: He covets the Van Tassel farm and fortune as much as Katrina herself
    • He wants to settle permanently in the Hudson Valley community
    • He plans to use Katrina's connections to advance his teaching career
    • He is genuinely devoted to Katrina and seeks her happiness above all else

    Irving makes clear that Ichabod's courtship is heavily driven by materialism. He daydreams about selling the Van Tassel estate, converting its cattle and crops into cash, and heading west -- revealing that greed is as powerful a motive as romance.

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  4. Question 4. What is the full name of Ichabod's chief rival for Katrina's affections?

    • Doffue Martling
    • Baltus Van Tassel
    • Hans Van Ripper
    • Correct answer: Brom Van Brunt

    Brom Van Brunt -- nicknamed "Brom Bones" for his powerful frame -- is the bold local horseman who views Ichabod as an unwelcome outsider competing for Katrina's hand.

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  5. Question 5. What does "Frame narrative" mean in this story?

    • A narrative that opens in the midst of action and afterward relates preceding events
    • Correct answer: A story presented as a document or account found within another story
    • A story told entirely through letters, diaries, and personal memoranda
    • A tale recounted by an all-knowing third-person narrator outside the events

    Irving uses a frame narrative: the tale is presented as a manuscript found among the papers of the fictional historian Diedrich Knickerbocker. This layered technique creates distance between author and story and invites readers to question the reliability of everything they read.

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  6. Question 6. Which theme is most central to "The Legend of Sleepy Hollow"?

    • Hard work and book-learning always lead to success in a closed Dutch valley
    • True love conquers a rival's strength and a farmer's fortune in a small town
    • Psalmody and birch-rod discipline always overpower any goblin of the glen
    • Correct answer: Imagination and superstitious belief can be more powerful than any real threat

    The story's deepest theme is the power of superstition and imagination. Whether the Horseman is real or just Brom Bones in disguise, Ichabod's terror is entirely real -- his overactive, superstition-soaked imagination makes him vulnerable in a way that a rational person would not be.

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  7. Question 7. What does the shattered pumpkin found at the bridge most likely symbolize?

    • The darkness and evil lurking beneath the surface of rural communities
    • The terrifying power of Revolutionary War ghosts still haunting America
    • Correct answer: The triumph of practical cunning over fearful imagination
    • The wealth and harvest abundance of the Hudson Valley Dutch settlers

    The smashed pumpkin -- almost certainly the "head" Brom Bones hurled at Ichabod -- symbolizes the triumph of Brom's earthly cunning over Ichabod's superstitious imagination. The practical man has beaten the dreamer, using the dreamer's own fears against him.

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  8. Question 8. Ichabod Crane is originally from which state?

    • Correct answer: Connecticut
    • Massachusetts
    • New Jersey
    • Pennsylvania

    Ichabod is from Connecticut -- a fact Irving uses to mark him as a Yankee outsider in the insular Dutch community of Sleepy Hollow, which never fully accepts him.

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  9. Question 9. According to Sleepy Hollow legend, who is the Headless Horseman?

    • Correct answer: A Hessian soldier who lost his head to a cannonball during the Revolutionary War
    • A High German doctor who bewitched the sequestered glen in early settlement
    • A British major who was captured at the great tree near Wiley's Swamp
    • A woman in white who perished in the snow in the dark glen at Raven Rock

    The Headless Horseman is said to be the ghost of a Hessian mercenary soldier whose head was blown off by a cannonball during the Revolutionary War. The specter rides each night in search of his missing head and must return to the churchyard before dawn.

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  10. Question 10. Which literary device does Irving use most prominently to characterize Ichabod Crane?

    • Moral allegory (extended metaphor)
    • Interior monologue (unspoken thought)
    • Correct answer: Comic exaggeration (hyperbole)
    • Stream of consciousness (raw thought)

    Irving consistently uses comic hyperbole to describe Ichabod -- comparing him to a weather-cock, "the genius of famine," and "some scarecrow eloped from a cornfield". This exaggeration establishes Ichabod as a comic figure and makes his ambitions (to marry the most eligible girl in town) all the more absurd and satirical.

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  11. Question 11. Why is the setting of Sleepy Hollow significant to the story's meaning?

    • It provides a realistic portrait of post-Revolutionary American democracy in action
    • It establishes a paradise of frontier opportunity available to ambitious outsiders
    • It shows how industrialization was rapidly changing rural Hudson Valley communities
    • Correct answer: It creates an atmosphere where superstition thrives and outsiders are especially vulnerable

    Irving describes Sleepy Hollow as a drowsy, enchanted glen where time seems to stand still, cut off from the rapid change transforming post-Revolutionary America. This insularity makes it a perfect breeding ground for superstition -- and makes an outsider like Ichabod especially exposed to its power.

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  12. Question 12. Which of these events actually happened in the story?

    • The story is presented as a manuscript found among the papers of Diedrich Knickerbocker.

      Happened

      Irving uses a frame narrative -- the tale is attributed to the fictional historian Knickerbocker, whose "found document" adds a layer of playful unreliability.

    • Ichabod Crane is a schoolmaster who supplements his income by boarding with students' families.

      Happened

      Because his salary is meager, Ichabod boards weekly with the families of his pupils, making himself useful and welcome by entertaining the women with his singing.

    • Brom Bones challenges Ichabod to a formal horse race to settle who will win Katrina.

      Didn't happen

      Brom cannot provoke Ichabod into any open confrontation -- Ichabod wisely avoids direct rivalry. Brom instead resorts to pranks and ultimately the Horseman scheme.

    • Katrina Van Tassel is described as the daughter of a prosperous Dutch farmer.

      Happened

      Old Baltus Van Tassel is a thriving, contented farmer whose estate Ichabod covets as much as his daughter.

    • Ichabod is found the next morning alive but badly frightened, hiding in the old churchyard.

      Didn't happen

      Ichabod vanishes entirely. Only his hat, a trampled saddle, and a shattered pumpkin are found near the bridge. He is never seen in Sleepy Hollow again.

    • The Headless Horseman is said to return to the churchyard before daybreak each night.

      Happened

      Local legend holds that the Horseman must be back in the graveyard by dawn -- which is why Ichabod desperately tries to reach the bridge before the specter catches him.

    • Brom Bones marries Katrina Van Tassel after Ichabod disappears.

      Happened

      After Ichabod vanishes, Brom Bones wins Katrina's hand -- and he laughs knowingly whenever the Headless Horseman story is retold, strongly suggesting he staged the whole encounter.

    • The story ends with confirmation that the supernatural Headless Horseman was entirely real.

      Didn't happen

      Irving deliberately leaves the ending ambiguous. An old farmer's later report has Ichabod alive and prospering elsewhere, and Brom's knowing laughter implies he played the Horseman -- but Irving never definitively confirms or denies the supernatural.

    • Irving wrote "The Legend of Sleepy Hollow" while living in England.

      Happened

      Irving composed the story in Birmingham, England, in 1819-20, during a period of homesickness for the Hudson Valley landscapes of his youth.

    • Ichabod frequently entertains the community by reading aloud from Shakespeare's plays.

      Didn't happen

      Ichabod's favorite reading is Cotton Mather's writings on New England witchcraft -- a habit that feeds his superstitious imagination and makes him uniquely vulnerable to the Horseman legend.

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  13. Question 13. What does the story strongly imply about the identity of the Headless Horseman?

    • The Horseman turns out to be the real ghost of a Hessian soldier, confirming the legend
    • Correct answer: Brom Bones likely disguised himself as the Horseman to frighten off his rival for Katrina
    • Ichabod escapes Sleepy Hollow and returns years later to confront Brom about the trick
    • Ichabod outsmarts the Horseman by crossing the bridge, but faints from sheer terror afterward

    Irving plants strong clues that Brom Bones staged the entire encounter: a pumpkin (not a real head) is found at the scene, and Brom is notably gleeful whenever the story comes up. The ambiguity is intentional -- Irving lets readers choose between a practical joke and a genuine haunting.

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