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
Winsor Debaters Head to Vancouver for Internationals
Winsor debaters Emily Zhang ’25, Caroline Bae ’24, and Yuyuan Huang ’24 (pictured left to right) took top honors at the prestigious International Independent Schools Public Speaking Competition (IISPSC), held in Vancouver, Canada, October 19–22, 2023. Over a hundred students attended the tournament from India, Canada, Bermuda, Hong Kong, and the United States. This year’s…
Laura Houlette Named the New Rebecca Willard Chair in Languages
Rebecca Willard Chair in Languages is one of the ten endowed chairs at Winsor, and was established in 2012 through a wonderful gift by Winsor father Ralph Willard in honor of his daughter, Rebecca, Class of 2009, and the amazing education she got here. In establishing the chair, Ralph Willard wanted to acknowledge our faculty’s…
Marian Smashes the Patriarchy
Thursday, November 9, 2023—Theater Director and Performing Arts Faculty Jeremy Johnson was a little nervous when he approached Head of School Sarah Pelmas about Marian, or the True Tale of Robin Hood. After all, the play continues to be banned in some high schools across the country for its gender-bending take on the classic tale….