Sleepy Hollow High School (New York)

Sleepy Hollow High School (SHHS) is a high school located in Sleepy Hollow, Westchester County, New York. It is part of the Union Free School District of Tarrytowns. The mascot is the Headless Horseman. It is consistently ranked in the top 5-10% of high schools in New York State. Its diverse student body is reflective of the village's wide array of cultures, socioeconomics, and inclusiveness and is often recognized for excellence in this regard.

The current building is part of the school complex that sits atop a knoll referred to in Washington Irving's short story "The Legend of Sleepy Hollow", in which the author describes protagonist Ichabod Crane's first encounter with and race from the Headless Horseman through and around what is now known as Patriots Park: ''Just at this moment a plashy tramp by the side of the bridge caught the sensitive ear of Ichabod. In the dark shadow of the grove, on the margin of the brook, he beheld something huge, misshapen and towering.''

Notable alumni

 * Dave Anthony, stand-up comedian, writer, actor and podcaster
 * Kathleen Beller, actress
 * David Bromberg, string instrumentalist, vocalist, band leader
 * Keith Hamilton Cobb, actor best known for The Young and the Restless


 * Caitlyn Jenner (then Bruce Jenner)
 * Cyrus Margono, professional soccer player
 * Adam Savage, co-host of the television show MythBusters
 * Gregg L. Semenza, Nobel Prize-awarded physician, researcher, and professor

In the news

 * Sleepy Hollow Student to be the only New Yorker this year (2023) selected to join USA Debate Team
 * SHHS Junior to Bring His Passion for Government to Albany at Students Inside Albany (SIA) conference.
 * Sleepy Hollow High School Has the Nation's Scariest Mascot.
 * Former Sleepy Hollow HS Athletic Director Chuck Scarpulla Dies.
 * Sleepy Hollow and Dobbs Ferry Students “Shadow” Senate Majority Leader Stewart-Cousins In Albany.
 * State Police Find No Crime in Harassment Investigation Involving Sleepy Hollow Teacher.
 * Sleepy Hollow High School Student Up for 'Heart of a Giant' Award.
 * Sleepy Hollow Hispanic Scholarship Winner – Reyshel Guzmán.
 * Sleepy Hollow Senior Honored with First Alex Adair Leadership Award.
 * Sleepy Hollow High School Radio Station Gives a Voice to Students.
 * Sleepy Hollow High School Students Participate in Model United Nations Conference.
 * False alarm that prompted Tarrytowns schools lockdown highlights larger issue.
 * Swastika and racial slur found in Sleepy Hollow school bathroom: Superintendent.