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

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

Two women of color seated on a stage holding microphones.

Bearing Witness to History: A Conversation with Civil Rights Activist Dr. Valda Harris Montgomery

Civil rights activist Dr. Valda Harris Montgomery experienced many firsthand accounts of racism and segregation. But when asked when she first realized the full extent of it growing up in the south in the 1950s, she points to the irony of religion that was not lost on her as a child as a defining moment…

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students and a teacher seated around a conference table, facing a television with others on the screen for a remote discussion

Local Author Sparks Rich Classroom Discussion

Local Puerto Rican–Bostonian author Elizabeth Santiago visited campus last week for a conversation with two sections of AP Spanish, a course for which students had spent the summer reading her debut novel Claro de Luna. The book, which explores colonial history, Taíno identity, gentrification, and the power of community, became the foundation for a wide-ranging…

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Team of athletes holds their trophy.

Cross Country Wins 21st EIL Championship Title

Congratulations to the Winsor cross country team who finished first with a low score of 38 points to secure their 21st Eastern Independent League (EIL) championship.  On Friday, October 31, the team travelled to Chase Farm in Lincoln, RI where the Wheeler School hosted the championships. “Winsor entered the race as the strong favorite given…

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