Meet Our Students

“Something I think people often don’t know about Winsor (and should!) is that although we are a very diverse community and people have different interests, everybody is kind to everybody. No matter how many times I see somebody in a day, or whether or not we are in the same classes or activities, I know I can strike up a conversation and have a great time with anybody.”

“Heading into your Winsor interview, you should be confident in yourself! Confidence does not mean that you need to be the most outgoing person in the room; it means being comfortable with who you are and speaking honestly about your experiences, values, and goals.”

“I am a head ambassador because I love making a true impact on the Winsor student body.”

“My 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.”

“Heading into your Winsor interview you should try to relax and enjoy the process—it’s fun!”

“My favorite thing about Winsor is all of my supportive teachers who make each class so engaging and are very approachable whenever I need help.”

“Something I think people often don’t know about Winsor (and should!) is that in addition to academics, Winsor’s Arts and Athletics programs are incredible.”

“Something I think people often don’t know about Winsor (and should!) is that students are empowered to take charge of their own experiences. From an ILE (Independent Learning Experience) to a club leadership, students manage much of Winsor life.”

“I am a head ambassador because I love sharing my experience of coming to Winsor with prospective students and helping them get a sense of what their life would be like as a student here!”

“Heading into your Winsor interview you should remember that this is a great opportunity to get to know the school and the Winsor community. We have all been through the same process and are there to support you!”

“My favorite thing about Winsor is how naturally it brings students across different grades together, creating friendships that make the community feel especially close-knit.”

“I 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!”  

“Something I think people often don’t know about Winsor (and should!) is that students here aren’t constrained to one thing; artists do sports, athletes do theater, and STEM people take art classes.”

“My favorite thing about Winsor is that while students here care deeply about learning and push themselves academically, there is also so much laughter, friendship, and energy woven into daily life that makes the experience here both rewarding and fun.”

“My favorite thing about Winsor is the deep sense of closeness and belonging that whole community shares. My Winsor experience has allowed me to gain confidence in being my authentic self!”

“Something 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.”

“I am a head ambassador because I want to give students an opportunity to be a part of the community that has always supported and encouraged me.”

“I am a head ambassador because my experience at Winsor has helped me grow so much both academically and personally, and I love to share this with others!”

“Heading into your Winsor interview, you should remember to take a deep breath and remind yourself that there’s nothing to be intimidated by, it’s just a conversation.”

“Heading into your Winsor interview you should remember that there is no single “right” type of Winsor student. What matters most is showing genuine curiosity, kindness, and enthusiasm for the things that matter to you.”

“Something I think people often don’t 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.” 

“My favorite thing about Winsor is the close-knit community.”

“Heading into your Winsor interview you should be ready to make some friends!”

“My 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!”