Building independence, identity, and intellectual curiosity.
The Prep Division welcomes students into Upper School, guiding them as they become more independent, self-aware, and academically engaged. The curriculum becomes more rigorous and personalized, friendships deepen, and students begin taking on leadership and service roles across campus life.
College Counseling begins here with age-appropriate, exploratory programming. Students are encouraged to explore their passions, develop their talents, and begin thinking about how their interests can shape future opportunities. They attend information sessions, learn about the college search process, and are invited to reflect on their developing identities—not just in preparation for college, but for life beyond Windward.
Grade-specific retreats help students reflect, connect, and lead with purpose: