Meet Our Students
Head Ambassadors
At Winsor, students lead everywhere you look, and our admission process is no exception!
Our head ambassadors play a key role in your admission experience. They run webinars; lead, observe, and evaluate group interviews; give tours; and are available to answer your questions about the Winsor student experience.
They look forward to seeing you on campus soon!
In Their Own Words

Annalisa
Grade: 9
Started at Winsor: Grade 7
Primary Activities: Illumina (choral group), Volleyball, STEM (coding/robotics), Theater, Drawing and Design
โMy favorite thing about Winsor is how deeply supportive and inspiring the community is. You are surrounded by students and teachers who genuinely want each other to grow and succeed, and that creates a space where people feel empowered to take risks and be themselves.โ

Annie
Grade: 9
Started at Winsor: Grade 6
Primary Activities: Dance team, Mock Trial, and Greenwood (community service)
โHeading into your Winsor interview you should try to relax and enjoy the processโitโs fun!โ

Eleanor
Grade: 9
Started at Winsor: Grade 6
Primary Activities: Soccer, Squash, Tennis
โSomething I think people often donโt know about Winsor (and should!) is how many opportunities we are given to get out of our comfort zones and try something new!โ

Leena
Grade: 9
Started at Winsor: Grade 6
Primary Activities: Collect (student government), Dance, Model UN, SASA (South Asian affinity group), Tennis, Volleyball
โI am a head ambassador because I want to share my Winsor experience with others and help them find the same sense of belonging and community that I did.โ

Angeliki
Grade: 10
Started at Winsor: Grade 6
Primary Activities: Varsity Crew, Class Co-President, Debate Team, Sisters (African-American affinity group), Baldwin (community service), Photography
โI am a head ambassador because Winsor has given me so many opportunities to discover more about myself as both a learner and person, and this experience is one I want to share with as many people as I can!โย ย

Anaisha
Grade: 11
Started at Winsor: Grade 6
Primary Activities: Advanced Rock On (school rock band), Banner (school newspaper), SASA (South Asian affinity group), Varsity Cross Country, Varsity Swimming, Varsity Track and Field
โSomething I think people often don’t know about Winsor (and should!) is that while Winsor is a very academically rigorous school, there is also so much room for creativity and individuality. It is totally possible (and encouraged!) to pursue your hobbies and interests while also balancing schoolwork and classes.โ

Ella
Grade: 11
Started at Winsor: Grade 9
Primary Activities: Peer Tutor, Performing Arts, Science Club, Varsity Ice Hockey, Allegro (music-related community service), AsIam (Asian affinity group)
โMy favorite thing about Winsor is the vibrant environment and every member’s dedication to not only themselves, but also to the community.โ

Grace
Grade: 11
Started at Winsor: Grade 9
Primary Activities: Cross Country, Lacrosse, Photography, Spanish Club, SASS (Students Advocating for School Spirit)
โHeading into your Winsor interview, you should remember to take a deep breath and remind yourself that thereโs nothing to be intimidated by, itโs just a conversation.โ

Lexi
Grade: 11
Started at Winsor: Grade 5
Primary Activities: Amnesty International, Greater Boston Food Bank, Peer Tutor for English and Math, Model United Nations, Mosaic (mixed-race affinity group), Robotics, Varsity Soccer, Varsity Track and Field
โSomething I think people often donโt know about Winsor (and should!) is how this school fosters such an empowering environment. I always feel like my voice is heard and I appreciate being among young women in leadership roles.โย

Yasmeen
Grade: 11
Started at Winsor: Grade 6
Primary Activities: Banner (school newspaper), Math and History Peer Tutor, SAFA (Student Association for Fine Arts), Student Equity Board, Ummah (Muslim affinity group), Varsity Crew
โMy favorite thing about Winsor is the school traditions that unite our community across the Upper and Lower School, like rehearsing our school songs during the assemblies leading up to commencement and gathering to celebrate Winsor athletes at Under the Lights!โ

Amanda
Grade: 12
Started at Winsor: Grade 6
Primary Activities: Model United Nations, Varsity Squash, Venture Capital and Entrepreneurship Club, Greater Boston Food Bank Club, Peer Tutor
โOne thing I would like prospective students to know about Winsor is that everyone can pursue their own individual interests and passions while also being part of a broader community!โ

Aria
Grade: 12
Started at Winsor: Grade 9
Primary Activities: Illumina (choral group), Varsity Crew, WROC (rock climbing club)
โSomething I think people often donโt know about Winsor (and should!) is that our lunch menu embraces and represents our diverse student body by โtravelingโ the world. That being said, our brownies are to die for!!โ

Grayson
Grade: 12
Started at Winsor: Grade 9
Primary Activities: BCP Tutors (Boston Community Pediatric Volunteer Tutor), Boston Outreach (community service), English Peer Tutor, Varsity Field Hockey
โSomething I think people often don’t know about Winsor (and should!) is how encouraged students are to take risks, try new things, and put themselves out there!โ

Hamna
Grade: 12
Started at Winsor: Grade 6
Primary Activities: Peer Support, Model UN, Ummah (Muslim affinity group), RAMI (mental health awareness club)
โSomething I think people often donโt know about Winsor (and should!) is that while we are studious and hardworking, we are all extremely funny!โ

Lara
Grade: 12
Started at Winsor: grade 9
Primary Activities: Varsity Cross Country, Varsity Basketball, Varsity Track and Field, Model United Nations (MUN), Collect (student government), Banner (student publication)
โI love Winsorโs location in the heart of Longwood and its proximity to Fenway Park.โ

Livy
Grade: 12
Started at Winsor: Grade 9
Primary Activities: AsIAm (Asian affinity group), Chamber Players/School Orchestra (viola), Ethics Club, Head of Mock Trial, Peer Tutor, Varsity Cross Country, Track and Field
โSomething I think people should know about Winsor is how welcoming and accepting the community is. Being at Winsor is not dramatic and cliquey like how girls’ schools are portrayed in movies!โ

Mia
Grade: 12
Started at Winsor: Grade 6
Primary Activities: Volleyball, Somos (Latinx affinity group), Winsor Dance Team, Theater, First Gen (affinity group for first generation Americans and first generation college students), Peer Support, Student Equity Board
โSomething I think people often don’t know about Winsor (and should!) is the strength of our school spirit. No one will cheer louder, jump higher, or sing stronger than a Winsor girl cheering on a fellow Winsor girl!โ

Ori
Grade: 12
Started at Winsor: Grade 9
Primary Activities: Jew Kids on the Block (Jewish affinity group), SASS (Students Advocating for School Spirit โ School Spirit Club), SCRUBS (medical club), Peer Tutor in Math and Sciences
โMy favorite thing about Winsor is the close-knit, encouraging community. Everyone says it, but it truly is what drew me in when I first visited Winsor and what has kept me such a strong supporter of our school. It really feels like everyone around you is ready to support, encourage, and connect with you, which was invaluable to me when deciding where to attend high school.โ

Rachel
Grade: 12
Started at Winsor: Grade 9
Primary Activities: Collect (student government), Jew Kids on the Block (Jewish affinity group), Life Skills, Mock Trial, Varsity Sailing
โGoing into your Winsor group interview, remember that everyone has to go through the same process, and that those interviewing you have been where you are and understand how you are feeling.โ

Saratu
Grade: 11
Started at Winsor: Grade 5
Primary Activities: After School Music Program (Piano), MGH Teen Mentors Club (working with doctors from Mass General Hospital to support wellness), MOSAIC (mixed-race affinity group), Performing Arts (Dance Team Captain and theater stage manager), SISTERS (Black affinity group), Theater and Film Club
โI am a head ambassador because I care deeply about inclusion and access, and this is one way I can make Winsor feel more open to more people.โ

Tenney
Grade: 12
Started at Winsor: Grade 9
Primary Activities: Debate, Ethics Bowl, Mock Trial, Varsity Cross Country, Varsity Track, Visual Arts
โHeading into your Winsor interview you should be excited! Think of your interview as a fun conversation where you get to chat with peers about yourself. Itโs a fun and relaxed experience!โย

Theo
Grade: 12
Started at Winsor: Grade 5
Primary Activities: Speech and Debate, Field Hockey, Performing Arts
โMy favorite thing about Winsor is the bond between Lower and Upper School students through sports, shared traditions, and sibling squads.โ





