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
Parents’ Association Breakfast Honors Volunteers and Head of School Sarah Pelmas
The annual Parents’ Association (PA) thank you breakfast brought parents and guardians across all classes to campus. Guests noshed on a buffet of bagels and pastries while socializing and reminiscing to close out the school year. Winsor PA Co-Chairs Aida Arain Alam P’27, ’30 and Fawn Andersen P’29 welcomed guests to the event, which also…
94th Annual Class IV Shakespeare Production
Opening with roiling seas and flashes of lightning, the Class of 2029 presented four performances of Twelfth Night. This year’s production took two forms, with one show set in the Renaissance and the other in 1980s Miami Beach. A Class IV tradition, the shows mark the 94th annual Shakespeare production at Winsor. The Winsor community…
Full Circle: Suzy Shuster ’90 Returns to Campus as 2025 Commencement Speaker
On June 10, 2025, Suzy Shuster, an Emmy Award–winning sports journalist and distinguished member of Winsor’s Class of 1990, will return to campus to deliver the keynote address at Winsor’s 2025 commencement ceremony. Shuster is a nationally recognized broadcaster known for her work on ABC Sports, ESPN, and FOX Sports Net. She currently co-hosts and…