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

a young woman soloist leads a chorus on stage

At the Winter Music Concert, Students Keep Hope Alive

As the days get shorter and the Boston air sinks well below freezing, this year’s annual Winter Music Concert offered songs on the theme of hope. The concert was the result of weeks of rehearsals for music students from Classes I–VIII and showcased instrumentalists and vocalists from the Lower School Orchestra, Chamber Players, Descants, Chorus…

Gevvie Stone poses for a photo holding her award next to Karen Geronimi

Gevvie Stone ’03 Receives NEPSAC Martin William Souders Memorial Award

Last month, during the annual meeting of the New England Preparatory School Athletic Council (NEPSAC), Olympian rower and physician Dr. Gevvie Stone ’03 received the organization’s Martin William Souders Memorial Award. The award is presented each year to a New England Independent School graduate with a distinguished athletic record who has gone on to distinction…

Winsor field hockey players celebrate together

2025 Fall Athletics Banquet and Season Recap

With the latest season wrapped, varsity and JV athletes, families, and coaches gathered to honor the crew, cross country, field hockey, soccer, and volleyball teams at the 2025 Fall Athletics Banquet. Held in the dining room in Carolyn McClintock Peter Hall, the event drew a substantial crowd. Addressing the room, Director of Athletics Sherren Granese…