News Archive

Two women posing side by side, smiling.

Erin Cantos Wins the Pennypacker Prize

The Pennypacker Prize is awarded each year to a teacher who is in at least their third year of full-time teaching at Winsor. Created in 2002, the award is “given annually in the name of Henriette Pennypacker Binswanger ’52, with respect and admiration for the educational excellence of the Winsor School and the memory of…

Read More about this story
a group of student performers dancing on stage

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 production, written specifically for Winsor’s Class of ’33 by Theater Director Jeremy Johnson, was an original musical adaptation of the Chinese folktale of the same name, with original music by…

Read More about this story
Sana Sharma gestures with hand at the front of a classroom

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 ’10 returned to Winsor. “‘Emerging technologies designer’ is a fun way of saying I couldn’t quite choose between the sciences and the arts and have found a way to do…

Read More about this story
woman with dark hair and a beige sweater in front of a classroom

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 in Winsor’s Venture Capital and Entrepreneurship Club, life takes some fascinating turns. “I thought I wanted to be an Olympic athlete,” she told the club on a recent visit to…

Read More about this story
a young woman soloist leads a chorus on stage

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 hope. The concert was the result of weeks of rehearsals for music students from Classes I–VIII and showcased instrumentalists and vocalists from the Lower School Orchestra, Chamber Players, Descants, Chorus…

Read More about this story
Gevvie Stone poses for a photo holding her award next to Karen Geronimi

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 organization’s Martin William Souders Memorial Award. The award is presented each year to a New England Independent School graduate with a distinguished athletic record who has gone on to distinction…

Read More about this story
Winsor field hockey players celebrate together

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 at the 2025 Fall Athletics Banquet. Held in the dining room in Carolyn McClintock Peter Hall, the event drew a substantial crowd. Addressing the room, Director of Athletics Sherren Granese…

Read More about this story

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 brought more than 160 visitors to campus the day before Thanksgiving break.  While the whole school enjoyed a festive morning snack of cinnamon sugar donuts, students with grandparent and grandfriend…

Read More about this story
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…

Read More about this story
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…

Read More about this story