Sleepy Hollow High School (New York)

Sleepy Hollow High SchoolPress Box at Sleepy Hollow High School

Day 21 of our Sea to Shining Sea road trip and we find ourselves in Sleepy Hollow, New York…yes, that “Headless Horseman” village, which is the setting for The Legend of Sleepy Hollow, a short story about the local area and its infamous specter, the Headless Horseman, written by Washington Irving, who lived in nearby Tarrytown.

Thanks to a stiff breeze blowing-off the Hudson River, the Sleepy Hollow High School football field was blustery and cold when I went to snap its photos.  Sleepy Hollow is located on the east bank of the river about 30 miles north of New York City.

So it should come as no surprise that the school’s nickname is the Headless Horsemen.

There are no lights, so all of the team’s home games are played on Saturday afternoon.

This past season, Sleepy Hollow, which is a Class A school, which is the second largest classification in New York, finished 6-3.  The Headless Horesemen play in the same league as Rye High School, which is in the mix for a state title this year.

About the Author

Jeff Fisher
Jeff is an award-winning journalist and expert in the field of high school sports, underscored with his appearance on CNBC in 2010 to talk about the big business of high school football in America. Jeff turned to his passion for high school football into an entrepreneurial venture called High School Football America, a digital media company focused on producing original high school sports content for radio, television and the internet. Jeff is co-founder and editor-in-chief of High School Football America, which is a media partner with USA TODAY High School Sports.