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.

Learn how we build community

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

We connect with our city

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.

View upcoming community events

Community News

student speakers onstage addressing an auditorium audience

Wellness Project Assembly Offers Tools for Finding Inner Peace on Life’s Journey

Students, faculty, and staff each showed up to last week’s assembly in the midst of their own journeys. Some were stressed about a deadline, others were anxious about an interpersonal conflict or troubled by something happening in the world outside of Winsor. But on that Friday, February 13, the Wellness Project student leaders—Chloe Lien ’29,…

chris player posing for picture with Bondoc sisters and Meredith Legg

Chris Player Awarded Inaugural Bondoc Family Fellowship

At an all-school assembly on January 30, Science Faculty, STEM Coordinator, and Innovation Lab Coordinator Chris Player was awarded the newly established Bondoc Family Fellowship in Science, Technology, Engineering, and Mathematics. The three-year fellowship, established by alumnae Victoria Bondoc ’77 and Josefina Bondoc DeBaere ’75, was created to recognize and support the compensation for a…

Erin Cantos Wins the Pennypacker Prize

The Pennypacker Prize is awarded each year to a teacher who is in at least their third year of full-time teaching at Winsor. Created in 2002, the award is “given annually in the name of Henriette Pennypacker Binswanger ’52, with respect and admiration for the educational excellence of the Winsor School and the memory of…