Sleepy Hollow Football & Cheer Boosters

05/19/2026

2026 FALL JOURNAL STUDENT ART CONTEST IS ON NOW!!!! SPREAD THE WORD!!! PLEASE SHARE!
We are very excited to feature one of Sleepy Hollow's talented student artists as the Front Cover of Our Fall Journal. Submissions are being accepted through 5/29!!
details below!

02/04/2026

Good Afternoon everyone,

The Booster club for Football and Cheer is happy to be partnering with Gullotta House for the Headless Horseman Football and Cheer Plunge .
The event is this Saturday 2/7 at the Kingland Park Waterfront . The link below will provide details of participants and sponsors. We hope to see you there !
Thank you!

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 provid...

02/02/2026

Thank you all so much for your support and energy for our 2025 Football & Cheer Clubs. On behalf of myself, Brenda, Scott, Ada, Justin & Jason (Your soon to be former Booster Board), we thank you for everything you did to help us bring a magical program to our Sleepy Hollow Students and town! We accomplished so many great things together and know that these programs are left in better shape than when we started out. Our mission was to provide for an experience that is second to none.... Mission accomplished!

I take great pride in welcoming the new Booster President for Football & Cheer..... Justin O'Leary. Please lend him your support as he navigates a new chapter in Sleepy Hollow Football & Cheer History!

Sincerely,
Ross Farbman (Former President 24/25.Board Member 22/23)

Hollow Hit!

12/04/2025

https://youtu.be/VMvigWSxATU?si=EpnB3cu1XiBApjFf

Brayden Richardson shattered a Section 1 record on Saturday and carried Sleepy Hollow to the biggest win in school history.The URI-bound senior ran for 466 y...

11/30/2025

One more to go. Let's all grab a friend, family member or neighbor and show up in Syracuse. Proud of this team!

11/29/2025

Tomorrow morning we will be seeing the football players and cheerleaders off with another police es**rt starting at the high school. Buses leave at 11:30. Grab a friend, family member or neighbor and cheer our boys into the State Championship. Game time is 3PM. You can purchase tickets in advance

11/23/2025

https://sports.yahoo.com/video/watch-sleepy-hollow-win-state-020523629.html

Sleepy Hollow defeated Saugerties 46-26 in the state regional football championship at Middletown High School Nov. 22, 2025.

11/20/2025

Come Cheer on your Section 1 Class B CHAMPIONS this Saturday at 3PM. For all interested we will be meeting to send off the team from the High School as they depart by police es**rt at 11:30AM.

11/17/2025

What a great day for this team and this town!

Sleepy Hollow advances to the regional final and plays Saugerties (8-2) at 3 p.m. on Saturday at Middletown High School.

Our town and our fans have been amazing, let's keep supporting this team as far as they go!!!

Details on Saturday's pregame plans to follow...stay tuned!