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 schoolโ€”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

We gather for weekly assembly
We unite around shared interests and identities
We connect with our city
We invest in the long term work of diversity, equity, and inclusion

Community News

four girls in historical greek, roman, and chinese outfits

Class IIโ€™s Golden Symposium: Ancient Cultures Come to Life

This year, Class IIโ€™s traditional Greek Symposium was expanded into a new, multi-dimensional event known as the Golden Symposium. Students sporting hand-sewn chitons and hanfuโ€”historical Greek and Chinese robesโ€”gathered in the gym Wednesday, May 13, to present topical research on golden ages in ancient China, Greece, and Rome.  The annual Greek Symposium was launched by…

Read More about this story
two students onstage in renaissance costumes

From Verona to Arizona: Class IV Presents Romeo and Juliet, Two Ways

Given how proudly Winsor wears its commitments to both tradition and innovation, itโ€™s no great surprise that Class IV performed two separate productions of Romeo and Juliet this weekโ€”one set in Renaissance Verona, Italy, in keeping with the original script; and one set a bit further afield, in the Wild West of the mid-1800s. Now…

Read More about this story
Leslie standing with her arms crossed smiling

Announcing Winsorโ€™s 2026 Commencement Speaker: Leslie Dewan โ€™02

On June 9, 2026, Dr. Leslie Dewan, accomplished nuclear engineer and esteemed member of Winsorโ€™s class of 2002, will return to campus to deliver the keynote address at Winsorโ€™s 2026 commencement ceremony. Dr. Dewan is CEO of Neutronic Designs, where she works to accelerate the deployment of advanced nuclear reactors and strengthen the supply chains…

Read More about this story