Sleepy Hollow can have several different meanings:
- "The Legend of Sleepy Hollow" is a short story by Washington Irving, set in a locale in Westchester County, New York, which has now named itself Sleepy Hollow. It was formerly known as North Tarrytown.
- Sleepy Hollow is a village in Illinois, USA named after the short story by Washington Irving.
- Sleepy Hollow is a movie loosely based on the Irving tale.
- Sleepy Hollow is the name for a shallow depression in the Gusev crater on the planet Mars.