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.
“I introduce culinary techniques and flavors to young minds at Winsor, turning the cafeteria into its own classroom and celebrating cultures and heritages that represent the community.”
Culinary Director
Winsor Builds Community
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.
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.
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.
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.
Community News
From Verona to Arizona: Class IV Presents Romeo and Juliet, Two Ways
Given how proudly Winsor wears its commitments to both tradition and innovation, it’s no great surprise that Class IV performed two separate productions of Romeo and Juliet this week—one set in Renaissance Verona, Italy, in keeping with the original script; and one set a bit further afield, in the Wild West of the mid-1800s. Now…
Announcing Winsor’s 2026 Commencement Speaker: Leslie Dewan ’02
On June 9, 2026, Dr. Leslie Dewan, accomplished nuclear engineer and esteemed member of Winsor’s class of 2002, will return to campus to deliver the keynote address at Winsor’s 2026 commencement ceremony. Dr. Dewan is CEO of Neutronic Designs, where she works to accelerate the deployment of advanced nuclear reactors and strengthen the supply chains…
Seniors Present 2026 Hemenway Speeches
Traditions punctuate every season of life at Winsor, marking the rhythm of the year and the milestones that shape each student’s journey. For seniors, these traditions can feel especially meaningful as each familiar experience and gathering brings them closer to graduation and life beyond Pilgrim Road. On April 2, every member of the senior class…