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 schoolโ€”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

We gather for weekly assembly

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 โ€œLift Every Voiceโ€ at graduation connect Winsorโ€™s past to the present and seal bonds of friendship and sisterhood for life.

We unite around shared interests and identities

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.

We connect with our city

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.

Learn about how students engage with Boston.

We invest in the long term work of diversity, equity, and inclusion

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.

Read about Diversity, Equity, and Inclusion at Winsor.

Community News

a grid of images from various spring sports

2026 Spring Athletics Banquet and Season Recap

โ€œThis 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 yearโ€™s Spring Athletics Banquet on Tuesday, May 26, honoring Winsorโ€™s crew, lacrosse, sailing, softball, tennis, and track teams. After thanking the schoolโ€™s facilities staff, her…

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Four students and an adult male seated on a stage

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. Robertsโ€™s 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…

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four girls in historical greek, roman, and chinese outfits

Class IIโ€™s Golden Symposium: Ancient Cultures Come to Life

This year, Class IIโ€™s traditional Greek Symposium was expanded into a new, multi-dimensional event known as the Golden Symposium. Students sporting hand-sewn chitons and hanfuโ€”historical Greek and Chinese robesโ€”gathered 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…

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