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2018 Boot Camp


During the week of June 18, Waterside School welcomed back rising juniors and seniors for an intensive College Boot Camp. Students from Waterside’s class of 2012 and class of 2013 worked all week on college essays, resumes, and interview practice. Guidance counselors and directors of admission shared their expertise on college affordability and the college search, and juniors and seniors recommitted to finishing their high school careers on the best possible note.

Additionally, as part of boot camp Carnegie Pollak provided state of the art test preparation for the alumni, and they returned during the week of August 20 to continue test prep. Alumni also had the opportunity to tour Villanova University and Temple University in July, and Connecticut College and Trinity College in August. In keeping with the school’s mission to help students gain access to superior academic opportunities, these are just some of the many ways Waterside seeks to level the playing field, not only for its current students but also for its alumni.



Roadmap to College


On Saturday, January 27, Waterside School welcomed back eighth grade through eleventh grade students for its annual “Roadmap to College” program. Led by Waterside faculty as well as guidance counselors and teachers from local independent schools, “Roadmap to College” provided Waterside alumni and their families with workshops to support them as they get ready to apply for college. The morning included workshops on financial aid, course selection, resume building, and interview skills. Aundrea Tabb-Smith- a published author and teacher from Rye Country Day School- kicked off the morning with a moving keynote presentation entitled “From Passive to Purposeful,” which focused on helping the alumni and their family develop self-advocacy skills. The program lay the groundwork for “College Boot Camp,” a weeklong program in June designed for rising juniors and seniors. In keeping with the school’s mission to help students gain access to superior academic opportunities, “Roadmap to College” was just one of the many ways Waterside seeks to level the playing field, both for its students as well as for its alumni.




2017 Holiday Concert

There can be miracles,
over 40 alumni surprised
everyone at the Holiday
Concert by gathering around
the gymnasium to sing to the
Waterside community. It was
the perfect ending to a very
special celebration.








There Can Be Miracles

Alumni Art Night

On Friday, October 20 Waterside hosted the 8th - 12th grade alumni for an evening of artistic fun! Their creations became this vibrant work of art at Waterside.


Transition Academy

On Saturday, September 16, Waterside launched Transition Academy, a series of classes for our sixth and seventh grade alumni. Led by Mr. Duennebier, a middle school teacher at Brunswick School, Transition Academy provides academic assistance and coaching to the alumni as they transition to their new schools. The Saturday morning classes provide the students with support in long-term planning, organization, and other skills that will enable them to excel in middle school. Additionally, the students are able to reconnect with each other, ensuring that their connection to the Waterside family remains strong well beyond graduation.


2017 College Boot Camp

During the week of June 26, Waterside School welcomed back rising juniors and seniors for an intensive College Boot Camp. Students from Waterside’s class of 2011 and class of 2012 worked all week on college essays, resumes, and interview practice. Guidance counselors from local independent schools shared their expertise on college affordability and the college search, and juniors and seniors recommitted to finishing their high school careers on the best possible note. Additionally, Carnegie Pollak provided state of the art ACT tutoring for the students, and the students returned the week of August 27 to continue their ACT Prep. In keeping with the school’s mission to help students gain access to superior academic opportunities, College Boot Camp was just one of the many ways Waterside seeks to level the playing field, both for its students as well as for its alumni.



2016 Holiday Volunteers


During the holiday break, several Waterside alumni volunteered their time and abilities to Person-to-Person, a community-supported agency that provides emergency assistance for basic needs located in Darien. Our volunteers to helped with donations, donors, and clients in their clothing center where they sorted and handed out clothing. In the food pantry they gathered and distributed emergency food stuffs to many families in need over the holidays. It was a great opportunity to do some good in the world and bring smiles to many faces.

2016 Holiday Hoops


Over the holiday break, Waterside hosted Open Gym sessions for alumni to return back to Pacific Street for some hoops, laughs, and pizza!





Back to School

As September rolls in, our Waterside graduates prepare for the launch of the new school year. A host of alumni will return to their familiar spaces to continue the great work from the past year. Many of our scholars including the Class of 2017 will embark on exciting journeys and opportunities at new middle schools, high schools and colleges nationwide. We, at Waterside, wish all of our graduates a fantastic start to the school year and urge you all to remember always to “be kind, work hard and respect learning!”