Crossword clues for the word: SLEEPYHOLLOW The word SLEEPYHOLLOW has appeared as an answer to at least 11 crossword clues on different crossword puzzles. Crossword clues for SLEEPYHOLLOW Showing 1 to 11 of 11 results Clue(s) "Where Bones became a ""headless horseman""" 1999 Johnny Depp film Depp feature Headless horseman locale Ichabod Crane's home Ichabod Crane's village Katrina Van Tassel's hometown Legendary Irving locale Locale of legend. Washington Irving setting Washington Irving title setting