Community Life
Inclusion and Belonging
Every school day, more than 475 students travel to Winsor from across Greater Boston to create a neighborhood on Pilgrim Road. Our students bring their whole selves to school—including their diverse talents, family backgrounds, and racial, religious, and gender identities.
Because our teachers and staff welcome students to leave no part of who they are behind, students can be themselves. They find acceptance, pass it on to their neighbors, and a community in which everyone feels like they belong.
Cultivating Connections
Students thrive in a supportive environment. We work to make everyone in our community feel valued and accepted.
Winsor Builds Community
Weekly student-led assemblies bring the Lower School and Upper School together for celebrations of culture, explorations of pressing issues and current events, and showcases of theater and dance. Spirit-filled traditions like all-school assembly, Spirit Week, and the singing of “Lift Every Voice” at graduation connect Winsor’s past to the present and seal bonds of friendship and sisterhood for life.
Affinity groups build relationships among students who share a common experience. Student clubs of all kinds bring students together to explore shared interests, hobbies, and co-curricular pursuits.
Winsor is a learning hub in the heart of Boston, accessible by T and within reach of centers for the arts, community-based service organizations, and the internationally renowned medical and academic institutions headquartered in the Longwood neighborhood.
We want students to explore who they are, how to be more themselves, and how to relate to others. This kind of learning happens at Winsor because prioritize it through positions like the Bezan Chair of Community and Inclusion, a fully funded faculty position, works with students, teachers, and staff to weave issues of equity and social justice into community life. Doing this work makes Winsor a more welcoming and inclusive place for everyone to be.
Community News
Class I Play Builds Community and Teaches Environmental Responsibility
January 11, 2024—The annual Class I play is a time-honored tradition that is designed to unite Winsor’s incoming class of students and build community. Working together, all 32 students spend their very first semester preparing for the performance. This year’s play, Why the Sky is Far Away, was written by Theater Director Jeremy Johnson. An adaptation…
Courtney Jackson Named the New Carolyn McClintock Peter Chair in English
One of 10 endowed chairs at Winsor, the Carolyn McClintock Peter Chair in English was named for Winsor’s sixth head of school, who served from 1988 to 2003. The chair was given by three families who wished to honor Ms. Peter as a head of school who made a profound difference here at Winsor, and…
Fall In Love with Class IV Rock On
January 18, 2024—While the Winsor Performing Arts Department has a robust catalog of offerings, a fan-favorite is the Class IV Rock On elective. Lower School students study the history of pop music and then select songs to learn and perform in an annual student performance at an all-school assembly. Playing electric bass, bells, congas, drums…









