WOOSTER UPPER SCHOOL

Dear Parents, Students, Friends, and Inquirers,

Welcome to Wooster’s Upper School page. If you’re here, you’re thinking about going to high school
at an independent school. Likely you’re asking: Why should I consider Wooster over any number of strong, college-preparatory independent school programs here in western Connecticut? As an educator with 35 years of experience (22 of them as an administrator) in seven different high schools (public, independent, day, and boarding) on both sides of the country, I have strong opinions about what works. So here’s my answer to the question:

Nearly all independent schools boast strong academics, college preparation, and the development of thinking and writing skills. Wooster does, too. But intentional student leadership training, the widespread expectation that students and adults take responsibility, a culture of kindness, and an audible student voice make a Wooster education unique.

Academic success and personal growth depend on trust - between student and teacher, student and school, student and community. And trust is founded on mutual responsibility among students, faculty, administration, and the community at large. Wooster’s culture focuses on teaching students responsibility for themselves, in several ways:

Wooster expects students to take responsibility for their education:

Wooster asks its students to take responsibility for others:


Wooster instills responsibility one student at a time, one act at a time. The school understands and respects each individual’s unique strengths and challenges. Our motto affirms this practice: “From each according to ability; to each according to need.”

Our curriculum teaches students to think critically and creatively. Students learn to listen to divergent opinions, to question assumptions and the validity of their sources, and to collaborate. Our faculty encourages them to reflect, to integrate their curiosity, their passions, and their experiences.

While our academic classes prepare students for the intellectual rigors of post-secondary education, our social programs lay the foundation for ethical living and effective citizenship. Adults at Wooster model civility and courtesy; students internalize and act on these values. A culture of kindness fosters and protects each student’s right to learn, creating a uniquely positive educational environment. 

This mix of intellectual and social learning develops good people, good learners, and good citizens. As they leave Wooster, our students carry its values with them. They enter the larger world as capable, competent adults, prepared to navigate the future with intellectual and creative strength, grace, humor, and dignity.

We hope you’ll take a close look, come visit us, feel the Wooster experience, and join the community!

Warmly,

Anne B. Cass
Head of Upper School
anne.cass@woosterschool.org
203.830.3976








Wooster School · 91 Miry Brook · Danbury, CT 06810 · (203) 830-3900 · Fax: (203) 790-7147 ·