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.
Winsor Builds Community
Community News
2024–25 Convocation Lays the Groundwork for a Perfect Year
To mark the beginning of the 138th school year, seniors made their grand entrance into the David E. and Stacey L. Goel Theater to the Mission Impossible soundtrack (more on the senior theme below). The annual all-school convocation places faculty and staff on stage as the assembled students in Class I through Class VIII hear…
Welcome New Faculty and Staff – 2024
As we kick off the 2024–25 school year, we are excited to welcome new faculty, administrators, and staff to the Winsor community, as well as some returning faces. While many folks are just beginning their Winsor tenures this academic year, some familiar faces started working on campus last spring and over the summer. Please give…
Celebrating the Class of 2024
June 11, 2024—In a soaring tent in the Winsor courtyard Head of School Sarah Pelmas welcomed the school community to the 130th Winsor Commencement, which honored the group of 66 seniors who make up the Class of 2024. “Over the past several years, they have been true leaders who have shown all of us how…









