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File consists of a speech written by Harold C. Walker about the life of John Sherratt Hill Guest, co-founder and first Headmaster of Appleby College, who died on April 13, 1953.

File consists of two newspaper clippings on the death of Thomas B. Colley as well as a short article regarding The Building Campaign of 1946-1947.

File consists of Appleby Old Boys Association newsletter, News of Appleby. These newsletters were in addition to the Argus Yearbook. The 1943 newsletter details many Old Boys and their military status during World War Two. The 1947 newsletter providing information on The Building Campaign, The memorial window in The Chapel dedicated in memory to J. William Weis. It also includes personal updates for many Old Boys.

File consists of two Appleby College holiday greeting cards. One includes an inspirational message written during World War Two and the second one consists of a photograph of students leaving The Chapel.

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.

File consists of correspondence between Wentworth Walker and the Appleby College Old Boys Association. It includes correspondence and brochures on the planned new gymnasium and swimming pool, the 1947 Building Campaign for the Memorial Building, scholarship fundraising and other Appleby College fundraising campaigns.

File consists of correspondence to E.B. Walker (Ewart Buchan Walker was the father of Wentworth Dillon Walker) regarding different Appleby School issues. It includes a speech given by Rev. J.A.M. Bell to the Appleby School Fathers Association entitled "What Appleby does for a Boy", a copy of the 1938 Appleby School Prospectus brochure, and the June 1922 Appleby School Prize List.

File consists of two Cadet Corps target practice sheets showing the bullet holes from cadet Willard Dillon (W.D.) Walker.

File consists of Statement of Petty Expense Account and receipt stubs issued to Willard Dillon (W.D.) Walker during his time as a student at Appleby College. It indicates what he spent his money on and how much each item cost.

File consists of four Appleby College prize lists for June 1932, June 1933, June 1934 and June 1935. Willard Dillion (W.D.) Walker is a prize winner all four years.

File consists of records pertaining to the Appleby School Travel Club and specifically the trip taken to Europe in 1932. The group travelled to Great Britain, France, Belgium, Germany and Switzerland between July and August 1932. On the tour they went to many World War 1 memorials and battle sites. The file includes the programme, itinerary and a published booklet by John H. Osler describing the trip. The booklet is called Seeing Europe: An account of the Appleby School Travel Club Tour of 1932.

File consists of the Physical Progress reports for Willard Dillon (W.D.) Walker taken as part of physical training or gym classes. The reports record age, weight, height, chest and waist size.

File consists of Willard Dillon Walker's report cards outlining his grades and comments from teachers.

File consists of correspondence pertaining to the design, creation and installation of the Sir Edmund Walker Memorial Chapel Window for the John Bell Chapel at Appleby College.

File consists of two Appleby School Annual Games programmes, one for 1917 and one for 1926. They list the sports events, the prizes, the judges and the names of individuals who are presenting the prizes to the students. The 1917 programme also lists the students who are competing. Raymond Hart Massey is listed as one of the judges for the 1917 competition.

File consists of records pertaining to Harward Eastman Chaffey's time at Appleby School as a student as well as his letters to Mr. Guest after he had enlisted to participate in World War 1 (one). There are also letters from Harward to his father, which were sent along to Mr. Guest.

File consists of invitations and playbill to Appleby School Dramatic Club performances.

File consists of records pertaining to Aubrey de V.A. Turquand's time at Appleby School as a student as well as his letters to Mr. Guest after he had enlisted to participate in World War 1 (one). It also includes letters after his death, a subscription list for the Turquand Tablet and information about the tablet, his application form for Appleby School and correspondence regarding fees and payment for his time at Appleby School.

File also includes a silk embroidered Christmas postcard (December 1915) from Aubrey Turquand to Mrs. Guest.

File consists of a single envelope from Sir Edmund Walker with The Appleby School, Oakville, Ont. address on the front.

File consists of 4 unmarked Walker Family business cards with a logo of a Greyhound head on a crown with the latin motto "Non Sine Periculo" in the upper left corner.