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

Students stand back-to-back in a field

A Strong Sense of Community 

“When the whole grade gathered around the campfire, ate s’mores, and sang songs, I felt such a strong sense of community right then,” said a Class V student. Following Convocation and a busy first week of school, Winsor students stepped away from their desks, left the classroom behind, and headed off campus with their entire…

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Student peers into a turtle tank.

Blanding’s Turtles Arrive on Campus

It’s always an exciting week for Class I scientists when Blanding’s turtles arrive on campus. Winsor has participated in the H.A.T.C.H program—Hatchling and Turtle Conservation through Headstarting—since the 2018–19 school year.  Called “headstarting,” students give one-month old endangered Blanding’s turtles a head start for survival in the wild by caring for them indoors when they…

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History Faculty Julian Braxton looks at sticky notes on a bulletin board

“Fulfilling the Promise” at the Semiquincentennial

The Winsor School was one of four high schools across the nation that participated in Fulfilling the Promise, a documentary from Sphere Education Initiatives. Timed to the semiquincentennial, Fulfilling the Promise is a portrait of civic education in the United States and challenges students to consider, “Are we living up to our founding principles?” Other…

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