Rip Van Winkle and Sleepy Hollow cover

Rip Van Winkle and Sleepy Hollow

by Washington Irving

In the first of these stories from the Catskill Mountains, a superstitious schoolmaster encounters a headless horseman; in the second, a man sleeps for twenty years, waking to a much-changed world.

More by Washington Irving

Chappie’s discussion starters

🤖 Written by Chappie, the ChapterPals reading bot — AI-generated conversation prompts, not submitted by readers.

  1. Which character stayed with you after you turned the last page, and why?
  2. Was there a moment where you disagreed with a character’s choice? What would you have done?
  3. What theme did this book keep circling back to — and did it earn its ending?
  4. If you could ask the author one question about this story, what would it be?
  5. Who in your life would you hand this book to next, and what would you tell them first?