Part of our Scenes from School series, this story offers a glimpse into Wakefield’s Junior Thesis Forum, where—through challenge, persistence, and intellectual risk-taking—students transform complex ideas into confident, compelling arguments.

Published in: Middleburg Life & Hunt Country - April 2026

Middleburg Life spotlights Wakefield’s upcoming production of The Play That Goes Wrong in Diane Helentjaris’ article, “The Play That Goes Wrong”: Dr. Toby Brings the West End Hit to Wakefield, highlighting the direction, student performers, and creative energy behind one of the school’s most ambitious shows. Read the full feature and don’t miss your chance to see one of the most entertaining shows of the year.

Wakefield School is strengthening its leadership model to create a more connected, cohesive experience for students from JK through Grade 12. By aligning academic programs, campus life, and strategic growth, this evolution ensures that every part of the Wakefield experience is intentional and future-focused.

New leadership roles across key areas position the school to support students more fully—both in and beyond the classroom.

The Spring 2026 edition of From the Owl’s Nest, Wakefield's Alumni Newsletter, celebrates the people who make Wakefield what it is, from honoring Mr. Genther’s 40th year to welcoming Rachel (Squire) Munson ’06 back as Commencement Speaker. The issue also highlights alumni achievements, the launch of the online Gala Auction, reunion milestones, and new ways to stay connected with the Wakefield community.

HELP UNLOCK THE $200,000 FACULTY INVESTMENT

Wakefield School has been awarded a $100,000 grant from the Edward E. Ford Foundation, one of the most respected philanthropic organizations in independent education. This highly competitive national recognition is awarded to a small number of schools each year and reflects those shaping the future of teaching and learning.

Selected as one of only 18 schools nationwide, Wakefield is also among a select few to have received multiple Ford grants in recent years—an extraordinary vote of confidence in our faculty and vision.

Part of our Scenes from School series, this reflection steps into the GLO Theater, where Wakefield’s production of Shrek The Musical comes to life through standout performances, ambitious design, and a full community effort that transforms the stage into something far bigger than the space itself.

Published in: Country Zest & Style - Spring 2026, p. 21

This student-written piece highlights a pivotal season for Wakefield’s squash program—one defined by transition, resilience, and renewed momentum.

Following a championship year and the graduation of most of its varsity roster, the 2026 team entered a rebuilding phase under new head coach Henry Beach and a strategic partnership with Bee Squash. With a young, largely inexperienced lineup, Wakefield rose to the challenge—returning to nationals, developing strong team chemistry, and laying the groundwork for future success.

Written by freshman and team member Zachary M, the article offers an inside look at a program shaped not just by competition, but by leadership, perseverance, and a deep commitment to the sport.

The Winter 2026 edition of From the Owl’s Nest: Wakefield Alumni Newsletter invites alumni to share their Wakefield story through a student-led survey exploring the moments, teachers, and traditions that shaped them. The issue also features reflections from Wakefield’s Annual Report, reunion milestones, alumni gatherings, and opportunities to stay connected as Wakefield approaches 30 years on the hill.

Part of our Scenes from School series, this story offers a glimpse inside Mrs. Daeschel’s Latin classroom, where—through ancient traditions and thoughtful discussion—students discover how language, culture, and big ideas still resonate today.

Part of our Scenes from School series, this story offers a glimpse inside Mr. Martin’s sophomore Literature class, where one sentence from The Great Gatsby becomes a gateway to curiosity, spirited discussion, and the kind of insight that lingers long after the bell.