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 schoolโincluding 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 โLift Every Voiceโ at graduation connect Winsorโs 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
2026 Spring Athletics Banquet and Season Recap
โThis has been one of the coldest and wettest springs that I have ever been a part of at Winsor,โ Athletics Director Sherren Granese reflected in her introduction to this yearโs Spring Athletics Banquet on Tuesday, May 26, honoring Winsorโs crew, lacrosse, sailing, softball, tennis, and track teams. After thanking the schoolโs facilities staff, her…
Courage in Action: A Conversation with Dr. Terrence Roberts
On Friday May 22, Winsor hosted a special assembly and conversations with Dr. Terrence Roberts, a clinical psychologist, management executive, and member of the Little Rock Nine. Dr. Robertsโs steadfast attendance at Central High School in Little Rock, Arkansas, became an important symbol of the Civil Rights Movement. The assembly was presented in collaboration with…
Class IIโs Golden Symposium: Ancient Cultures Come to Life
This year, Class IIโs traditional Greek Symposium was expanded into a new, multi-dimensional event known as the Golden Symposium. Students sporting hand-sewn chitons and hanfuโhistorical Greek and Chinese robesโgathered in the gym Wednesday, May 13, to present topical research on golden ages in ancient China, Greece, and Rome. The annual Greek Symposium was launched by…









