The Legend of Sleepy Hollow Worksheets and Activities

Grade Levels
7th - 9th, Homeschool
Formats Included
  • PDF
45 pages
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  1. Engage your middle school Language Arts classes with these spooky short stories! Students will learn about suspense, foreshadowing, characterization, satire and more with these fun Halloween lessons! Short stories include "A Ghost Story" by Mark Twain, "The Tell-Tale Heart" by Edgar Allan Poe, and "
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"The Legend of Sleepy Hollow" is the perfect short story to read with middle school students around Halloween! This PDF file contains everything you need (worksheets, assignments, etc.) to help you Language Arts students read and analyze the haunted tale. The best part? Zero preparation is required! Simply print and go!

First, a Slides Presentation is included that introduces the story and helps build students background knowledge, introduces the setting, the characters and more! These resources can be used with Washington Irving's full text OR a slightly shortened and simplified version of the short story has been included. The adaptation is an easier version to understand, making it more accessible to middle school students.

Multiple Student Assignment Worksheets are included to help students practice important English Language Arts skills. Assignments include a character analysis assignment; a context clue vocabulary assignment; and a fun figurative language activity. Answer Keys are Included!

Digital Options for assignments are available via TpT's EASEL Activities!

What's Included in The Legend of Sleepy Hollow Lesson?

  • Slides Presentation introducing story and building students' background knowledge.
  • A modified, simplified version of "The Legend of Sleepy Hollow" by Washington Irving.
  • Character Analysis Assignment
  • Context Clue Vocabulary Assignment
  • Fun Figurative Language Activity
  • Answer Keys!
  • Teacher Guidelines and Instructions
  • Detailed Lesson Outline for Teachers

ELA Content Taught and Reviewed:

More Spooky & Suspenseful Short Stories:

"A Ghost Story" by Mark Twain: Satire & Suspense

"The Tell-Tale Heart" by Edgar Allen Poe

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Scary Short Story Bundle

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Total Pages
45 pages
Answer Key
Teaching Duration
3 hours
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to see state-specific standards (only available in the US).
Read and comprehend complex literary and informational texts independently and proficiently.
Analyze how two or more texts address similar themes or topics in order to build knowledge or to compare the approaches the authors take.
Delineate and evaluate the argument and specific claims in a text, including the validity of the reasoning as well as the relevance and sufficiency of the evidence.
Integrate and evaluate content presented in diverse media and formats, including visually and quantitatively, as well as in words.
Assess how point of view or purpose shapes the content and style of a text.


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