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

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 “Lift Every Voice” at graduation connect Winsor’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

Student-athlete holds a field hockey stick and passes a ball

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!”…

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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…

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Welcome New Faculty and Staff – 2024

As we kick off the 2024–25 school year, we are excited to welcome new faculty, administrators, and staff to the Winsor community, as well as some returning faces. While many folks are just beginning their Winsor tenures this academic year, some familiar faces started working on campus last spring and over the summer. Please give…

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