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
Annual Fall Concert Showcases Six Winsor Courses
Emcees Aarna Sundaram ’29 and Rosalind Yeh ’30 welcomed the whole school to the annual fall concert on Friday, October 10, which was held in the David E. and Stacey L. Goel theater. Barely a month into the school year, students from six different performing arts courses performed for the community exploring all that they’ve…
Connecting Outside the Classroom
Each September, Winsor students leave the classroom behind and head off campus for class retreats. “It is really special that Winsor builds time in our schedule to have some fun as a class!” shared a Class VI student. Creating and fostering community is a hallmark of the Winsor experience. In support of that mission, class…
Forever Learning
During Alumnae Weekend, attendees had the option to attend one of three concurrent master classes on Saturday afternoon. Presented by Winsor staff and alumnae, each class offered a brief deep dive into a different subject, giving attendees the chance to engage in literary and historical discussions, flex their artistic muscles, and even explore Winsor’s own…









