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The Windward Way
Achieving Excellence
5
Reasons Why Windward
- Welcoming Community
- Divisions Structure
- Whole Student Approach
- Courses & Programs
- College Counseling
Welcoming Community
Windward strives to create a welcoming, inclusive environment that encourages participation in the life of the School while also offering opportunity for meaningful involvement and interaction with local friends and groups.
Divisions Structure
Each division at Windward builds on the last, ensuring consistency in teaching methods while adapting to students’ evolving academic and emotional needs. This continuity helps students gain confidence, master skills, and transition smoothly through their educational experience.
Whole Student Approach
Windward takes a whole-student approach to education, supporting growth both inside and beyond the classroom. Our schedule allows students to explore a wide range of courses while participating in athletics, arts, and extracurricular activities, helping them develop as well-rounded individuals.
Courses & Programs
Windward offers a dynamic range of courses and programs designed to challenge students and spark curiosity across disciplines. Guided by expert faculty who are passionate about their fields and committed to continual growth, students engage deeply in a supportive classroom environment where learning is collaborative and discovery is shared.
College Counseling
Windward’s College Counseling program guides students and families through every step of the college process with thoughtful, individualized support. Our Deans of College Counseling help students identify colleges and learning environments that align with their unique talents, interests, and goals.
One Story at a Time
Building Tomorrow, Together
Charley’Jayne
Student Class of '31
Henry
Student Class of '30
Lucy
Student Class of '28
James
Student Class of '31
Brittany
History Teacher
Spaces with Purpose
Exploring Every Corner




































