What does it take to become unstoppable?


The constant pursuit of ideas, solutions, and innovation.


The difference between ‘getting it’ and conquering it.


Cultivating confidence whether it’s in the classroom, on the court, or in the community.

Learning Advocacy

Individualization begins with our team of Learning Advocates. We offer the Learning Advocate program to any student with an educational evaluation, IEP, or other special learning considerations.  The Learning Advocate is a specially-trained teacher who serves as your academic advocate in coordination with your classroom teachers, advisor, coaches, and dorm faculty. Your Learning Advocate will work with teachers, parents, and you to make sure that you get the methods, accommodations, and support that you need to thrive.



Conference at The Winchendon School is a critical element of our approach to learning. At the end of the academic day, all teachers are available in classrooms for additional support. Teachers can work individually with a single student or with a small group. In addition, teachers will supervise students as they assist one another or a single strong student as s/he tutors classmates. Teachers may require that students attend Conference if they believe that the students would benefit from extra time with their instructor and the material.

Students utilize Conference to get extra help with a concept or skill that is challenging to them, to get help as they start on their assignments, to review for a quiz or test, or to work collaboratively with their classmates and teacher on a project.


The Evening Study Program (ESP)

The Evening Study Program (ESP) is an optional program for students who benefit from more guidance as they complete their daily assignments. Supervised by a study skills specialist, this program allows students to plan their study time with their teacher, prioritizing and chunking assignments. The teachers also circulate to ensure that students remain on task and work continuously on their homework. They provide suggestions regarding effective study habits and provide a consistent setting for the students to practice those skills. A number of students internalize the skills so successfully that they “graduate” from the program and are able to return to study hall at their desks in their dormitories.


Advisory Program

Each student works with a faculty advisor who oversees all aspects of the student’s progress at the School. Advisors gather with their advisees daily at the all-school morning meetings and at a half-hour advisory meeting each week. In addition, advisors get to know the students in more casual settings and in individual meetings to discuss specific issues. Advisors are particularly aware of trends in their advisees’ performance; they can work with other teachers and the Academic Dean if problems surface.