News
Student Directed Plays Honor Those Lost and Those Remembered
Last month two Winsor students, Sienna McCabe ’27 and Robin Chávez Shirman ’27, presented their student-directed plays as a part of a joint program titled…
5 Pieces of Advice for Parents During the College Application Process
So often, the college process is viewed as a finish line: the prize waiting at the end of a long and demanding race. But that…
Class I Play Celebrates the Magic of Creativity
The Winsor community was treated to a fable of childhood wonder on Friday, January 16, with the Class I play, The Magic Paintbrush. This year’s…
How One Alum Is Reimagining Life in Space
First taking the stage at an all-school assembly and then dropping into classes like AP Physics to meet with students, emerging technologies designer Sana Sharma…
What Should I Do This Summer?
Planning for the summer months has taken on a life of its own, as students wonder how their activities might influence future college applications. It…
CEO Mira Mehta ’02 Encourages Young VCs and Entrepreneurs to “Stay Curious”
Running a Nigerian tomato paste company was never part of the plan for Mira Mehta ’02. But when you “stay curious,” as she encouraged students…
At the Winter Music Concert, Students Keep Hope Alive
As the days get shorter and the Boston air sinks well below freezing, this year’s annual Winter Music Concert offered songs on the theme of…
Gevvie Stone ’03 Receives NEPSAC Martin William Souders Memorial Award
Last month, during the annual meeting of the New England Preparatory School Athletic Council (NEPSAC), Olympian rower and physician Dr. Gevvie Stone ’03 received the…
5 Things to Know about Applying Abroad: U.K. Edition
Why limit your college search to just one continent? Each year, Winsor students submit applications to universities outside the United States, often in the United…
2025 Fall Athletics Banquet and Season Recap
With the latest season wrapped, varsity and JV athletes, families, and coaches gathered to honor the crew, cross country, field hockey, soccer, and volleyball teams…
Thankful for Grandparents and Grandfriends
Eager older learners streamed into the Wildcat Room ready to start their school day at Winsor’s annual Grandparents’ and Grandfriends’ Day event. The special program…
The College Counseling Process: Some Helpful Terms
The world of college admissions comes with its own language, which can be confusing at first. Understanding common terms can make the process clearer and a little less stressful. We’ve put together a glossary of frequently used words and phrases to help students and families feel more confident as they navigate the journey ahead.

















