YOU BELONG at CHESHIRE ACADEMY
Cheshire Academy inspires students to become curious about the world, engaging in open dialogue and courageous conversations. We seek to raise confident global citizens of agency and humanity.
Our Commitment

Cheshire Academy has been, for more than 230 years, an internationally minded community that celebrates the uniqueness of the individual while encouraging curiosity, interest, and appreciation for other cultures, traditions, backgrounds, and experiences.
At Cheshire Academy, you can be yourself and reach your potential, while celebrating and learning from all the unique perspectives around you. Our students and families, faculty and staff, and alumni represent various backgrounds and identities, among them race, ethnicity, socioeconomic status, religion, gender identity and expression, ability, sexuality, learning style, and family composition. We know that as individuals, we are better and stronger for understanding, knowing, and appreciating others.
We are committed to fostering an environment of belonging, safety, and connectedness. Diversity in perspectives, worldviews, and experiences allows our students to grow increasingly able to thrive as global citizens.
Welcome to the World
When you join Cheshire Academy, you’ll be among students from across the country and around the world. Each student represents a different culture, background, and set of interests, and perspectives. You’ll learn about the world just by chatting in the dining hall, joining a class discussion, or hanging out in the dorms or library.
Our core values – Belonging, Engagement, Collaboration, and Growth – make it all possible.
Clubs & Organizations
Discover your passion beyond the classroom through our wide range of student-led clubs, organizations, and affinity groups. At Cheshire Academy, we believe extracurricular activities are essential to your growth and development as you navigate college prep school.
Our diverse, global community offers something for everyone—and if you don’t see what interests you–no problem! Our motivated students regularly create new clubs based on their unique interests and passions.
Explore the opportunities below and imagine where you’ll make your mark at Cheshire Academy.
