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
Samantha Simpson Awarded Pennypacker Prize
The Pennypacker Prize is a special way for us to recognize a Winsor teacher of great promise. 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 an extraordinary experience.” Henriette attended Wheelock…
The Largest Grandparents and Grandfriends Day in Winsor History
November 21, 2023—Ahead of Thanksgiving break, over 120 grandparents and grandfriends visited campus. Older friends and relatives were all smiles as they walked through the halls to participate in the annual event—the largest Grandparents and Grandfriends Day in Winsor history. To kick off the morning, students and their visitors gathered in the Wildcat Room for…
Fall 2023 Athletics Banquet and Season Recap
November 28, 2023—Upper School athletes and their families attended the Fall 2023 Athletics Banquet honoring the cross country, field hockey, rowing, soccer, and volleyball teams. Noshing on pizza, salad, and desserts, teams gathered in the dining room to recap the fall season, which concluded earlier in the month. While teams eventually went to breakout rooms…