About
CHESHIRE ACADEMY
Individual growth. Global purpose.
About Cheshire Academy
Founded in 1794, Cheshire Academy is a coeducational college-preparatory boarding and day school for grades 9-12 and postgraduate. With 395 students from 13 states and 18 countries, Cheshire Academy takes a tailored approach, providing students with individualized pathways to success based on their strengths and interests. Located in Cheshire, Connecticut, the 100-acre campus rests in a quintessential and safe New England community conveniently located between New York and Boston.
Find your path to success through our:
- International Baccalaureate® (IB) Programme
- Dedicated College Counseling Starting Day 1
- 1:1 Roxbury Academic Support Program
- Global Citizenship Diploma Distinction
- Competitive Athletics Leading to NCAA Commitments
- Art & Music Majors
MISSION
“Cheshire Academy challenges and supports individual students in developing the character, critical thinking, and confidence to flourish as purposeful global citizens.”

CORE VALUES
Belonging
We welcome and celebrate diversity, and we create an environment where everyone feels respected and valued for who they are. We seek to understand and share the feelings of others, and we show compassion and kindness to others.
Engagement
We are present. Engaging with our community helps us to feel connected to our school and to each other. When we are engaged, we are more likely to thrive academically, socially, and emotionally.
Collaboration
We are honest and reliable, and we build relationships based on mutual respect and confidence. We work together as a team, and we leverage each other’s strengths and perspectives to achieve common goals. We hold each other accountable.
Growth
We are always learning and improving, and we seek feedback and opportunities to develop ourselves and others.


