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

Image related to the post titled: Winsor Debaters Head to Vancouver for Internationals

Winsor Debaters Head to Vancouver for Internationals

Winsor debaters Emily Zhang ’25, Caroline Bae ’24, and Yuyuan Huang ’24 (pictured left to right) took top honors at the prestigious International Independent Schools Public Speaking Competition (IISPSC), held in Vancouver, Canada, October 19–22, 2023. Over a hundred students attended the tournament from India, Canada, Bermuda, Hong Kong, and the United States. This year’s…

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Image related to the post titled: Laura Houlette Named the New Rebecca Willard Chair in Languages

Laura Houlette Named the New Rebecca Willard Chair in Languages

Rebecca Willard Chair in Languages is one of the ten endowed chairs at Winsor, and was established in 2012 through a wonderful gift by Winsor father Ralph Willard in honor of his daughter, Rebecca, Class of 2009, and the amazing education she got here. In establishing the chair, Ralph Willard wanted to acknowledge our faculty’s…

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Image related to the post titled: Marian Smashes the Patriarchy

Marian Smashes the Patriarchy

Thursday, November 9, 2023—Theater Director and Performing Arts Faculty Jeremy Johnson was a little nervous when he approached Head of School Sarah Pelmas about Marian, or the True Tale of Robin Hood. After all, the play continues to be banned in some high schools across the country for its gender-bending take on the classic tale….

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