Pickering College re-opened in Newmarket, Ontario. The Rogers family, founders of Newmarket and for whom Rogers House is named, along with other leading Quakers, were very generous in their support of its construction. The building's architect was John Lyle, who also collaborated on Toronto's Union Station, and featured a Georgian-style façade. The four grand pillars were eventually named Faith, Freedom, Friendship and Fun, which represented the school's approach to education.

The Old Gym was added in 1927, thanks to a generous gift from Albert S. Rogers, the Chairman of the Board at the time. In 1933, Mr. Rogers left his 250-acre farm to the school in his will.

Firth House was built and housed the “prep” or younger students. An addition  was added in the late 1940s.

Our beautiful Dining Hall opened, moving the kitchen and dining room out of the lower level of Rogers House.

The Arena was built with the support of Old Boys, while long-time teacher Eric Veale was acting Headmaster. “The Barn” as it is fondly known also has the reputation as “the best ice in Newmarket.”

The Right Honourable Governor General Edward Schreyer opened New House as the new residence. Rogers House had suffered a disastrous fire in 1981, requiring a relocation of the boarding students and a full renovation of the building. A significant fundraising effort, including the sale of the farmlands beyond Memorial Field and a number of important pieces of art from the school’s collection was necessary during this time.

Pickering College celebrated its 150th anniversary, adding a Junior School (starting in Kindergarten) to the existing Middle and Senior Schools. It also marked the return of coeducation to Pickering with the admission of girls for the first time in nearly seven decades.

Our gymnasium, Egan House, opened after a successful fundraising campaign led by former Board Chair and volunteer extraordinaire Beth Egan. Now, Pickering College is able to host more indoor tournaments as part of the CAIS competitive family, as well as provide an excellent athletic experience for our students.

The student lounge, new kitchen and servery were added to our school, to the delight of students and staff alike, after a very generous gift was dedicated to this purpose by Jim Spring ’47. Our ’40s Student Lounge pays tribute to the wonderful 1940s alumni who have been and continue to be involved with and supportive of Pickering College.

Long-time teacher and alumni ambassador, the late Charles Boyd, chose to leave his beautiful Blue & Silver Farm to Pickering College in his will, and to encourage its use as a nature-learning centre. The farm is an asset to every student who visits and the cornerstone of our exceptional outdoor education program.

Pickering College introduced its trailblazing Global Leadership Program. Every student, Junior Kindergarten to Grade 12, benefits from its fully integrated, enriched programming. The Global Leadership Program teaches students to deeply consider the global context, and to develop the skills necessary to effectively participate in this context. Creative and innovative decision making drives all programming in academics and activities beyond the classroom. Students learn to take theory to action, and to assess the impact of their actions.

The Dining Hall was expanded and renovated as the next stage of the Campus Master Plan. It was the first major project supported by the Light The Way capital campaign and was renamed as the Harry M. Beer Dining Hall. Like the renovation of the Pillars, our community invested to make this project a reality.

The first class graduates from Pickering College with both the Ontario Secondary School Diploma and the Global Leadership Diploma. The school also celebrates its 175th anniversary.

Peter Sturrup, PC's longest-serving Head of School, retired after 36 years at Pickering College, 27 years spent as Head of School. Dr. Cinde Lock, the first female Head of School in Pickering College’s nearly 180 year history, began her role on August 8, 2022.

West Lake House officially opened on September 2, marking a historic milestone for Pickering College and the continued evolution of learning on campus. This 50,000-square-foot, state-of-the-art academic hub brings together classrooms, science labs, arts and music studios, a library, and an assembly hall — all thoughtfully designed to support collaboration, creativity, and real-world learning.