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eighth graders in an audience holding white roses

2026 Lower School Closing Ceremony

Processing to Pachelbelโ€™s Canon and holding a single white rose tied with a red ribbon, Class IV students made their entrance to the David E….

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seniors on stage cheering

2026 Awards Celebration

Gathering in the David E. and Stacey L. Goel Theater on June 4, the Winsor community came together for the 2025โ€“26 Awards Celebration, recognizing students…

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a grid of images from various spring sports

2026 Spring Athletics Banquet and Season Recap

โ€œThis has been one of the coldest and wettest springs that I have ever been a part of at Winsor,โ€ Athletics Director Sherren Granese reflected…

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Four students and an adult male seated on a stage

Courage in Action: A Conversation with Dr. Terrence Roberts

On Friday May 22, Winsor hosted a special assembly and conversations with Dr. Terrence Roberts, a clinical psychologist, management executive, and member of the Little…

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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…

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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…

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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…

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Nine seventh-and eighth-grad students sitting on a stage

2026 Annual Brooks Poetry Prize Competition

Each spring, a number of beloved traditions mark the approach of the end of the school year at Winsor. This week brought to the assembly…

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the cast of Chicago poses in a group photo onstage

Chicago Brings All That Jazz to Winsor

The Winsor community was transported back in time on April 24 and 25 for the Performing Arts Department’s production of Chicago. A Roaring Twenties celebration,…

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Six young women and the current head of school on stage, smiling

Seniors Present 2026 Hemenway Speeches

Traditions punctuate every season of life at Winsor, marking the rhythm of the year and the milestones that shape each studentโ€™s journey. For seniors, these…

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The Unseen Work That Keeps Winsor Going

Winsor had some invisible help staying healthy during the past few cold and flu seasons. Well, not visible to the human eye, anyway. Thanks to…

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three girls wearing red star sunglasses

Spring Rally: A New Winsor Tradition Takes the Field

On Saturday, April 11, Winsor brought student athletes, families, and fans together for a day of clinics, competition, and school spirit for the first ever…

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