Our School

Sleepy Hollow Middle School consists of 6th through 8th graders and a dedicated faculty. We’re steeped in history and made up of many different nationalities, languages, and cultures. We utilize a TEAM model, with two teams per grade and a core group of teachers. All students from Sleepy Hollow Middle School enter Sleepy Hollow High School with at least two high school credits.

Every September we host “Noone Eats Alone Day,” where we combine all three grades and have a giant picnic to welcome students to the new academic year. Our crown jewel of events is a three-day trip to Washington D.C. taken by our 8th grade students.

Thomas Holland

Principal, Sleepy Hollow Middle School
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Welcome to Sleepy Hollow Middle School! On behalf of the entire school community, we are honored to be able to work with your child! It is our goal to work with you in order to help your child become a curious, life long learner with the skills necessary to be a critical thinker and problem solver in our ever-changing world.  

Our classrooms are designed to create a safe and caring learning environment that supports all students. In celebrating our diversity we recognize that all members of our community have much to contribute and gain by learning from each other. Embedded within our instruction are opportunities to foster the development of a shared set of principles and values to help us flourish as a community of respectful, responsible and empathetic human beings.

At Sleepy Hollow Middle School, we value the importance of feedback and a strong partnership between home and school. We encourage you to reach out to staff when you have a concern or a question.

To learn more about our programs, please feel free to navigate our website where we will be sure to update you on all our special events and activities this year.  Together we want to wish you and your family an exciting and fulfilling academic school year.

Sincerely,
Mr. Thomas Holland & Staff

“One of the greatest and simplest tools for learning more and growing is doing more.”
- Washington Irving

Maria Almeida

Assistant Principal, Sleepy Hollow Middle School
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I am honored to join the Sleepy Hollow Middle School community as Assistant Principal. With more than 13 years of experience in education, I have served as a teacher, instructional leader, Assistant Principal, and Acting Principal, supporting students, staff, and families in diverse school communities. As a bilingual educator, I believe in building strong relationships, creating a welcoming and inclusive school environment, and helping every student grow academically, socially, and emotionally. I look forward to partnering with our students, families, and staff as we continue to make Sleepy Hollow Middle School a place where every child feels supported, challenged, and inspired to succeed.