Independent Junior Kindergarten through Fifth Grade day school in Stamford, CT.
Conceived by Chip Kruger, the former Co-Head of Greenwich Capital, the Waterside School opened on September 12, 2001. A co-educational JK - 5 independent school, drawing from Stamford and the immediate area's most economically challenged communities, seeks to provide its children a rigorous classroom experience blending the important lessons of the classroom with the requisite lessons of character
06/17/2026
Celebrating a special milestone for our Junior Kindergarten and Kindergarten students 🎓
This year’s Stepping Up Ceremony honored a year filled with growth, curiosity, kindness, and confidence. From classroom discoveries to new friendships, we are so proud of all they’ve accomplished and can’t wait to see them continue to shine in the year ahead💙
06/12/2026
We are so proud of our Junior Kindergarten and Kindergarten students as they celebrated their Stepping Up Ceremony. 💙 It has been incredible to watch them grow in confidence, curiosity, and kindness throughout the year, and we can't wait to see all that comes next.
Safe to say Principal Elijah had a very successful day on the job! 😎
His agenda included a dress-down day, hot breakfast, baked chicken and mac & cheese for lunch, extended recess, an ice cream truck before lunch, and—perhaps his most popular decision of all—no homework.
06/04/2026
Meet our 2026 Graduation Speaker 🎓🔉 Arianna Fleuriot is a proud member of the Waterside School Class of 2011. She earned her bachelor's degree in Communications, Legal Studies, Economics, and Government from American University in 2022, and received her Juris Doctor from the University of Connecticut School of Law.
During law school, Arianna held several leadership roles, including Vice President of the Black Law Students Association, Community Outreach Director of the Moot Court Board, Research Editor of the Insurance Law Review, a member of the Mock Trial Society, and served as Moot Court Director of the Northeast Black Law Students Association.
This fall, Arianna will begin her legal career as a Corporate Associate at Pullman & Comley. She remains closely connected to her community and currently serves on the Associate Board of Waterside School.
We can't wait to have her speak at this year's graduation ceremony.
06/02/2026
A look back at last week’s performance of Seussical the Musical 🎭 10 years after Waterside’s very first musical, Seussical, our students brought the beloved production back to the stage. We’re so proud of the dedication that went into every rehearsal and performance - and of the incredible show they delivered from start to finish. Bravo to our cast and crew! 👏✨
06/02/2026
Calling all alumni! ☀️🍔
Join us this Saturday from 12–2 PM at Waterside for our Alumni BBQ. We can’t wait to catch up!
06/01/2026
📣 ALUMNI SPOTLIGHT: Kayla Cheatham, Class of 2009
From Waterside student to Waterside school counselor, Kayla reflects on the importance of giving back and supporting students through the same sense of community that helped shape her own journey.
05/18/2026
Golf at Waterside ⛳️ Our students have been hard at work this spring, practicing their golf skills and having plenty of fun along the way!
