File consists of the article, "Appleby School, Oakville, Ontario" by Capt. O.J. Aldom and reproduced from Municipal Review of Canada, Famous Schools and Universities of Canada Series. The article provides information on the Founder, Sir Edmund Walker, the founding and history of Appleby School, and describes what life is like to live, work and play at Appleby School. It includes several photographs of the campus buildings, the school grounds, the Cadet Corps, and The Chapel. It includes a history of Powell's House and its namesake, Vernon Harcourt de Butts Powell, including his military history. It also includes brief histories on the construction of The Chapel, the Gymnasium and the Ice rink.

Series consist of records pertaining to Wentworth’s schooldays at Appleby from prize lists, reports and progress reports, as well as school crests, pins from his involvement with the school’s cadet corps, and book prizes received at the annual Prizegiving Ceremony.