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
Volleyball Wins It All, Securing Winsor’s First Volleyball Championship
The 2024–25 varsity volleyball team had an incredible season, finishing with an EIL league record of 11–2 and winning Winsor’s first Eastern Independent League (EIL) in-season championship. Director of Athletics Sherren Granese was nostalgic at the Fall 2024 Athletics Banquet. To a group of coaches, Upper School student athletes, and parents, Coach Granese recounted how…
Fall 2024 Athletics Banquet and Season Recap
At the Fall 2024 Athletics Banquet, Upper School athletes and their families gathered in the Carolyn McClintock Peter Hall dining room for a light dinner and a special night honoring the cross country, field hockey, rowing, soccer, and volleyball teams. “I never had to reschedule a game or even cancel a practice due to rain!”…
2024–25 Convocation Lays the Groundwork for a Perfect Year
To mark the beginning of the 138th school year, seniors made their grand entrance into the David E. and Stacey L. Goel Theater to the Mission Impossible soundtrack (more on the senior theme below). The annual all-school convocation places faculty and staff on stage as the assembled students in Class I through Class VIII hear…









