Headless Horseman Football & Cheer Take the Plunge

The Sleepy Hollow Football Boosters is an organization of involved parents and guardians who provide support to the football program at Sleepy Hollow High School. We encourage and support teamwork, discipline and the respect for others that comes from participating in athletic competition. We provide financial support for the additional athletic training of our players and coaches, and for the supplementary equipment that benefits the football team.

Headless Horseman Football Players and Cheer team will be taking part in the Headless Horseman Plunge at Kingsland Point Park in Sleepy Hollow this February in order to help raise money for our football and cheer programs. Come join us to take the plunge in to the icy waters of the Hudson River or just cheer us on in person at 1:00pm on February 8, 2025! Join us at Kingsland Point Park, 299 Palmer Ave,  Sleepy Hollow on Saturday February 8th, 2025.

Each plunge participant pays a registration fee of $75. Each team registration is $300 for up to 5 people. For those participants who attract sponsorships or donations in excess of $200, they’ll get to memorialize their plunge with a long sleeve event shirt. For raising $500, participants will receive a customized hoodie.

Not to be outdone, we have sponsorship targets for contributors and local businesses:

1- $100 Friends of Gullotta House; company logo on flyers, Facebook & Instagram shout out
2- $250 Bronze Sponsor: logo or team name  on signs,  flyers, Facebook & Instagram shout out
3- $500 Silver Sponsor: provides 50 hot community meals at a future event, and all gold perks .
4- $1,000 Gold Sponsor: provides 100 hot community meals at a future event. Company logo on souvenir long sleeve shirt. All flyers, signage and Facebook advertising.
5- $1,500 Event Sponsor: at one location of Sleepy Hollow or Ossining. Company logo on shirts, logo and website will be in our ad in River Journal, flyers, signage and Facebook advertising
6- $5,000 Community Sponsor: Includes all of the above and logo on press release and banner.

To sponsor this event or a player click donate above.