Winsor Bulletin Masthead

The Big Story Fall ’26

140 Years and Counting

The Winsor School has been devoted to excellent education for girls in Boston since its founding in 1886. Throughout these past 140 years, Winsor has prepared girls to speak powerfully, rewrite the rules, and guide decision-making to make the world better.

While the professional opportunities available to women have multiplied exponentially since our founding, our faculty have long prepared students to thrive in careers—including those that were once reserved for men. As society has changed, we have evolved to ensure we remain on the leading edge. While new science wings and refreshed athletic spaces are equally important to our evolution, Winsor traditions form the backbone of every student experience—traditions that make Winsor, Winsor.

In celebration of 140 years, we reflect on some of the enduring events, competitions, publications, and iconic objects that have helped shape this inimitable school.

116

Years

Miss Winsor's Bell

The gentle chime of Miss Winsor’s Bell has opened and closed each school year since 1910. Made of brass with a leather strap, the bell is displayed (along with the lamp) in the head of school’s office year-round. The honor of ringing the bell was first given to the Class IV Lower School Council heads in 2005.

At the Lower School Closing Ceremony, a pair of newly elected rising Class IV students take the stage in the David E. and Stacey L. Goel Theater. One of their first tasks in office is to ring Miss Winsor’s bell, signaling the end of the school year, the conclusion of the Lower School Closing Ceremony, and the beginning of summer. The following fall, on the first day of school, the same Lower School Council heads ring the bell on stage again, this time officially kicking off the year as students transition from Convocation back to academic classes.

historic photo of girls in costumes
Valeria Knapp ’16, eventual director of the Winsor School

A gift from the Class of 1910—the last class to graduate from Miss Winsor’s on Beacon Street—the lamp is a cherished and handmade Winsor artifact. At the 1910 dedication of the new schoolhouse on Pilgrim Road, the lamp rested on a pedestal, as it still does at Convocation each fall and at Commencement each spring. At the initial dedication, Susan Hallowell Brooks, Class of 1901, referred to it as “the Lamp of Learning whose product is the Light of Truth.”

In the fall, the senior class president carries the lamp and leads the procession of students into the David E. and Stacey L. Goel Theater for Convocation. Again in the spring, they lead the procession of students and faculty into the Commencement tent. At Commencement, during the singing of “The Lamp of Learning” by Gretchen Howes Waldo, Class of 1902, care of the lamp is transferred from the current senior class president to their recently elected successor.

Lamp iconography is a symbol of Winsor and is featured on the Winsor class ring, the official Winsor seal, and also in the newly redesigned Winsor logo.

116

Years

The Lamp

lamp

115

Years

Head of School Portraits

Only nine women have led the school during its 140-year history, a sign and source of Winsor’s leadership stability. As each leader closes her time at Winsor, her tenure is marked with a portrait. The portraits hang on the third floor of the Virginia Wing Library.

Mary Pickard Winsor
Mary Pickard Winsor (1860–1950) The Winsor School’s founder and first director, serving 1886–1922. The artist, Cecilia Beaux, was a celebrated portrait painter and the first woman to teach art at the Pennsylvania Academy of Fine Arts. This portrait was presented to Miss Winsor in 1911 by Winsor School graduates and undergraduates.
Katerine Lord
Katherine Lord (1880–1959) The Winsor School’s second director, serving 1922–1939. This portrait was commissioned by Winsor’s Board of Trustees in 1939, and was painted by Charles S. Hopkinson, a portrait painter and landscape watercolorist. He maintained a studio in the Fenway Studios building in Boston 1906–1962.
Francis Dorwin Dugan
Francis Dorwin Dugan (1891–1967) The Winsor School’s third director, serving 1939–1951. She began her career at Winsor as an English teacher in 1918. This portrait was commissioned by Winsor’s Board of Trustees around 1951, and painted by Lillian Westcott Hale P’26 at her studio in Rockport, MA.
Valeria Addams Knapp ’16
Valeria Addams Knapp ’16 (1898–1984) The Winsor School’s fourth director—and sole alumna who has served in the role— serving 1951–1963. This photo originally belonged to Virginia Wing. It was commissioned to be enlarged by the Winsor School Board of Trustees in honor of Knapp’s retirement.
Virginia Wing
Virginia Wing (1923–2018) The Winsor School’s fifth director, serving 1963–1988. She began her career at Winsor as associate director and a college advisor in 1952. The Winsor School Board of Trustees commissioned this photo portrait by Bachrach Studios in 1988 on the occasion of her retirement.
Carolyn McClintock Peter
Carolyn McClintock Peter (1942–) The Winsor School’s sixth director, serving 1988–2004. The artist, George Augusta, worked as a painter in Boston for 60 years. He studied portraiture for several years under Ernest Lee Major, one of the founding members of the Boston School. Augusta’s official portrait of Rosalyn Carter is in the First Ladies’ portrait gallery of the White House.
Rachel Friis Stettler
Rachel Friis Stettler (1956–) The Winsor School’s seventh head of school, serving 2004–2016. The school commissioned Boston-based artist Ed Stitt to paint this portrait in 2016, which is rendered in his characteristic light and colorful style. The portrait was painted primarily from life, with Ms. Stettler sitting for numerous sessions.
Sarah Pelmas
Sarah Pelmas (1964–) The Winsor School’s eighth head of school, serving 2016–2025. The creative process behind this work was highly collaborative. Portraitist Jie Ruan graduated from the well-known China Academy of Fine Arts, and worked as a professional artist at the Shanghai Oil Painting and Sculpture Research Institute
female student speaking at a podium

Established by an original corporator, Harriett Hemenway, the Hemenway Prize for Speaking Competition traces its roots to 1913. The competition challenges seniors to develop and deliver a speech of substance, and reflects Winsor’s long-held belief in the importance of public speaking skills and the ability to speak one’s mind. A strong, outspoken woman and animal rights activist, Miss Hemenway founded the Mass Audubon Society in the late 1800s.

Each March, the entire senior class comes together in the David E. and Stacey L. Goel Theater and listens intently as members of the class deliver their own thoughtfully crafted, five-minute speeches. More than just a platform for soon-to-be graduates to showcase writing and presentation skills, the competition is a unique and powerful bonding experience for the seniors. The head of school, head of Upper School, and senior class dean attend the special day while advisors drop in to hear speeches from their student advisees throughout the day.

Through their speeches, the seniors are challenged to share something that they have learned, something that matters to them, or something they want others to understand from their perspective. Ranging from heartfelt to lighthearted, students share stories that bring listeners to tears and to their feet.

After hearing speeches from the entire class of over 60 students, five finalists are selected by a panel of judges along with input from every member of Class VIII. During an all-school assembly, finalists present their speeches again, this time to the entire school. It is truly the speech of a lifetime. Indeed, crowd support is often deafening in volume.

The judges are typically two faculty members and one alumna (often a former Hemenway Prize winner). The speeches are judged based on substance, organization, style, presentation, and clarity. The winner of the Hemenway Prize for Speaking Competition is announced at the Awards Celebration each June.

113

Years

Hemenway Prize for Speaking Competition

111

Years

The Lamp

The Lamp dropped its first issue in December 1915. Described as a magazine to be “issued quarterly by the girls of the Winsor School, Longwood, Mass.” and “run” by them, a year’s subscription was $1. Early editions included stories and poetry alongside editorials, essays, school news, and alumnae class notes, which later migrated to the Bulletin magazine.

Today, the Student Association of Fine Arts (SAFA) publishes a yearly issue of Lamp, which has evolved into an arts and writing magazine. As an Upper School club, SAFA is dedicated to fostering artistic engagement at Winsor by creating a community to share and create art. During club meetings, students explore different types of art and discuss art history and current events.
Each spring, SAFA opens up submissions. “If you draw, write, paint, sculpt, take photographs, or create any kind of visual art, we encourage you to submit to Lamp!” read last year’s call for submissions, which was shared with the student body via email. In recent years, Lamp submissions have included drawings, paintings, photography, short stories, poems, and pictures of sculptures and ceramic pieces.

Winsor Magazines
girls in school play
girls in costumes

As bright and eager Class I students begin their Winsor careers in fifth grade, programs such as the Class I play are intentionally designed to develop student bonds, forge friendships, and bring the class together. As far back as 1920 and annually since 1939, Class I students have spent a good portion of the year working together on a full-blown production as actors, singers, and dancers, with sets, props, costumes, and lighting, which is later performed for the whole school.

Longtime Choral/Music Director and former Eleanor T. Nelson Chair in Fine Arts Lisa Taillacq, who taught at Winsor from 1978 to 2020, recalls the Class I play was often a selection from the Gilbert and Sullivan opera repertoire of the Victorian-era theatrical duo dramatist W. S. Gilbert and composer Arthur Sullivan. The Class I play “became a bonding experience for the newest students entering the school,” said Ms. Taillacq. “It showcased the talents of Class I students and introduced them to our Winsor family in a very special way, making it a very beloved tradition.”

Today, the Class I play is a Winsor world premiere. Inspired by global folk tales and stories, Theater Director Jeremy Johnson writes an original play, while Choral Director Andrew Marshall composes original songs. Costume Designer Jessica Pribble makes the vision come to life, Dance Faculty Anne-Marie Caraldi creates choreography, and Technical Director Andrés Puigbó, along with the stagecraft crew, works behind the scenes. The never-before-seen performance debuts at an all-school assembly with an encore performance for families.

female students in a school play

106

Years

Class 1 Play

104

Years

Alumnae Weekend

As many as 250 alumnae return for Alumane Weekend each May. The tradition of the weekend and class reunions traces its beginnings to the early 1920s. As early as 1907, a desire for connection to each other and the school spurred passionate alumnae to establish the Graduate Club of Miss Winsor’s School, now the Alumnae Association. The year of Miss Winsor’s retirement in 1922 marked the first of what became annual luncheons for alumnae. The events have grown in scope through the years—and shifted to the evening in 1987.

Today, there are reunion dinners on Friday night and programming on Saturday for alums to take classes with Winsor faculty, peek into the archives, hear from students, and take tours of the school. From noon to nine, campus comes alive with opportunities to celebrate alumnae accomplishments through the Alumnae Service Award, Young Alumnae Award, and Julia Lyman Simonds Distinguished Alumnae Award. Alums share reflections on the past and hopes for the future through our 25th and 50th reunion speeches, and enjoy the laughter, stories, and timeless bonds that make Winsor feel like home.

Winsor alumnae group
Students from the Class of 1997 at Alumnae Weekend
Mary Louise “Jib” Beale ’41 and former Winsor School Director Virginia Wing
Mary Louise “Jib” Beale ’41 and former Winsor School Director Virginia Wing
an alumna (left) and Elizabeth Saltonstall ’18
An alumna (left) and Elizabeth Saltonstall ’18
girls wearing class rings
class ring

Each fall, juniors have the opportunity to purchase a Winsor School signet ring engraved with the enduring symbol of the lamp of learning.

According to a February 1926 issue of The Lamp, Winsor rings were discussed in heated homeroom debates. The Lamp editorialized: “Doesn’t it seem a trifle lacking in that elusive quality defined as ‘school spirit’ not to want a school ring, as an eternal, lasting bond between ourselves and all other classes of Winsor, those that have gone before and those that will come after?” By the end of that academic year, a committee selected a plain gold ring with a W in the center. “The school is to discuss the ring and vote as to whether we are to keep it,” read an entry in the 1926 graduation issue. The discussion must have led to the design we know today. Winsor rings continue to be a memento that links generations of Winsor students.

In recent years, “Ring Day” has become an exciting spring event on campus where seniors present juniors with their class rings. While the special day is supposed to be a surprise, juniors always seem to find out when it’s happening. In practice, a senior is matched with a junior and prepares a colorful poster or stages a proposal. While the seniors line up in the courtyard, the juniors rush outside to find their match and receive their ring. The scene is joyful (and boisterous) and has become a favorite Winsor tradition marking junior spring.

100

Years

Winsor Rings

95

Years

Class IV Shakespeare Play

A longheld tradition dating back to 1931, Class IV students have the incredible opportunity to study the Bard of Avon together. “Shakespeare is a major capstone event for the entire class,” explains Theater Director Jeremy Johnson. “It allows them to work with each other on a common goal.” Twelfth Night (the first play produced), The Tempest, and A Midsummer Night’s Dream hold a three-way tie for the most productions at 14 each. Since a different play is selected each year, alumnae across generations often compare the tragedies, comedies, and histories they participated in, forging instant connections with classmates decades apart.

The theater program at Winsor has grown a great deal since the Lubin-O’Donnell Center opened in 2015. Historically, there was just one version of a play, with some students on stage and many others behind the scenes. With the exception of a single filmed production during the pandemic, since 2017 and under the guidance of Mr. Johnson, there is now a dual play format. For example, during the 2025–26 school year, Class IV performed two separate productions of Romeo and Juliet—one set in Renaissance Verona, Italy, in keeping with the original script, and one set a bit further afield, in the Wild West of the mid-1800s.

The dual-play format is a clever and practical solution to ensure all Class IV students are equally involved in the production of a play with a limited cast. “Each student acts in one play and then serves on a committee supporting the other play,” explains Head of Performing Arts Felicia Brady-Lopez. Committees include those responsible for the set, costumes, and music. “The sets are painted, the music is played, and all backstage work is completely done by the Class IV students,” says Mr. Johnson—with preparatory teaching and guidance from Technical Director Andrés Puigbó, Costume Designer Jessica Pribble, and Music Director Andrew Marshall.

Winsor alumnae group
Students from the Class of 1997 at Alumnae Weekend
Mary Louise “Jib” Beale ’41 and former Winsor School Director Virginia Wing
Mary Louise “Jib” Beale ’41 and former Winsor School Director Virginia Wing
an alumna (left) and Elizabeth Saltonstall ’18
An alumna (left) and Elizabeth Saltonstall ’18