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

Group of six panelists and students hold up books and smile

Two Winsor Students Present at National Council of Teachers of English Annual Convention

The National Council of Teachers of English (NCTE) 2024 Annual Convention was held in Boston November 23–24. English Faculty Lisa Stringfellow, who recently taught a masterclass during all-school assembly, presented at the convention and invited two Winsor students to participate.  Ms. Stringfellow’s session was entitled “Diversifying Verse: Expanding the Poetic Canon by Including BIPOC Poets…

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Group of students pose with artist Ekua Holmes

Award-Winning Artist Ekua Holmes Visits Winsor

On Monday, February 3, Winsor hosted award-winning artist and activist Ekua Holmes to help kick off Black History Month. Ms. Holmes spent a busy day at Winsor in large part thanks to Administrative Assistant to the Division Heads Danica Villanueva and Lower School Division Head Sharon Jones Phinney. Holmes is a graduate of the Shady…

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Group of students, some holding giant crayons

Parents’ Association Leads the Way on Community Service Day

On Thursday, January 23, the entire Lower School division was invited to participate in Lower School Community Service Day. Held on a day off between Semester 1 and Semester 2, the Winsor Parents’ Association arranged and organized this year’s volunteer opportunities partnering with Cradles to Crayons and Community Servings for the event.  “Coordinating Community Service…

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