In today's society, education extends far beyond knowledge transfer—it plays a crucial role in shaping character and developing essential life skills. Hillside School specializes in providing boys from grades 4 through 9 with a small-class setting and academically challenging environment where students can discover their potential within an intimate, supportive community.

The school maintains an exceptional 7:1 student-to-teacher ratio , ensuring each boy receives personalized attention and guidance to foster comprehensive academic and personal growth.

Dedicated Faculty for Holistic Development

Hillside's educators firmly believe that understanding each student's unique qualities and needs forms the foundation of successful education. Teachers serve not only as subject matter experts but also as mentors in dormitories, on playing fields, and throughout campus life. The faculty commits to comprehensively understanding every student's strengths, challenges, and interests, empowering boys to continually surpass their own expectations.

A Diverse Community with Global Perspectives

With an average enrollment of 140 students hailing from 10 countries and 8 U.S. states , Hillside cultivates a multicultural environment that promotes friendship, understanding, and enhanced social skills through cultural exchange. The school offers an extensive extracurricular program featuring more than 15 competitive sports including hockey, basketball, soccer, and track and field. Students also engage in hands-on agricultural experiences at the school's fully equipped farm, learning about sustainable practices and environmental stewardship through growing various fruits and vegetables.

Innovative Learning Spaces

The school's Innovation Lab (iLab) serves as a cornerstone of modern education, delivering cutting-edge technology curriculum. Here, students master software skills including coding, robotics, rocketry, 3D printing, and laser cutting—acquiring knowledge that establishes a solid foundation for future academic and professional pursuits.

Preparing for Future Success

Hillside's ninth-grade graduates consistently demonstrate the confidence and independence needed to transition successfully to their next academic chapter. Many continue their educational journeys at some of New England's and the nation's most competitive private high schools. Through its comprehensive approach to male education, Hillside School equips young men with the skills, knowledge, and self-assurance to meet future challenges head-on.