Sub-series consists of correspondence from the Headmaster to various people and organizations. It also includes meeting notes from Assistant headmasters meeting with the headmaster.

Sub-series includes correspondence to Headmaster Rev. John Bell regarding the proposal for school aged boys in England to be evacuated to Canada during World War 2 and for Appleby to start preparations. There is also correspondence about a request from the National Department of Pensions and National Health regarding providing training to the students in case there is an air raid or bombing in Canada, as well as requesting that school publications refrain from printing information about the location of Old Boys serving overseas.

File consists of biographical material and correspondence pertaining to Appleby College Headmaster Percival Wickens. The correspondence relates to obtaining photographs for his portrait, along with a sample of his signature.

File consists of correspondence between Headmaster Mr. Guest and employee, Edith Grindlay. Edith was hired in 1911 to be both school nurse and school matron, and was one of the original employees when the school opened. Correspondence includes reference letters and her acceptance letter; letters regarding purchasing initial supplies and setting up the dormitories, kitchen and infirmary in the original School House (later Colley House) in 1911. Later letters include which supplies to order for the new Headmaster's house and the hospital, which were built in 1913. Supplies that are discussed include curtains, bedding, linens, flooring, paint, and dishes. There is also correspondence about Edith learning to type on a typewriter, canning supplies and canning the fruit on the property, as well as where to purchase and how much food should be purchased.

During World War 1 there is correspondence about rationing and the rising cost of food, as well as brief mentions of alumni who had gone off to war, including Massey, Crawley and Powell.

There is quite a lot of correspondence about the hiring and salary of female domestic staff including kitchen and dormitory cleaning staff. There is also some mention of the men on the Facilities team and the work they should be doing as well as some of their personal problems, including drinking.

There is also quite a lot of correspondence about supply orders and payments, with several receipts from Eatons, Singer Sewing Machine Company and others.

Throughout the letters there are brief mentions of early staff members including Mr. Colley, Mr. Powell and Mr. Whittington.

Edith worked for Appleby from 1911 until she was married in October 1920. She did come back to work for a short period of time in 1924 and there is one letter, possibly from her 1924 return which outlines what she will try to accomplish.

Sub-file consists of records pertaining to school announcements and communications to parents of Appleby students.

The 1960 - 1969 announcements include information about the academic calendar, lists of new faculty, school events including Sports Day, enrollment numbers, The Optimates Club, resignation and appointments of headmasters.

The 1976 - 1981 announcements include information about the fee structure, academic calendar year, general rules such as dress code and haircuts, course offerings, Annual Father and Son night, Faculty, sports calendar, resignation of Headmaster Larsen, scholarships, drug and alcohol use and school rules and policies, medical forms and health insurance, Northward Bound program, Annual sports day invitation, June 1976 Headmaster report, and important school year dates.

The 1980's - 1990's announcements include the resignation of Headmaster Alexis Troubetzkoy, girls boarding and coeducation, staff appointments, school events, academic calendar, Senator Norman M. Paterson Lecture Series brochure, and the 'Arboretum Project'. It also includes information about school dances, alcohol and drug use, Arts Festival, Appleby-in-France Programme, 75th Anniversary information, school drama production, fees, and dress code. There is information about the Strategic Plan, e.school laptop program, health information including measles and other vaccinations, financial reports, clothing requirements and dress code, information for various sports teams, school events including the Open House, school plays and productions, report cards, academic calendar dates, Development Committee updates, registration forms for various events and school Photo day.

The 2001 - 2006 announcements include information about The Tuition Refund Plan, Influenza illnesses, fees, registration policies, clothing requirements, Faculty, academic calendar, course registration, school bus information, Athletic Therapy Centre information, Service Programme, instructions on how to use Blackboard, and upcoming events. Also included is The Baillie Bulletin, The Colley Chronicle, The Den and Walker Talker newsletters, Parent ed newsletter, calendar of events, school bus schedule, Thinkpad laptop signup forms, Fine Wine Auction details, Romeo & Juliet school play brochure, registration package, March Break Camps, launch of new school website, introduction of Harness Tables, Fibre Art exhibition, and Outreach Challenge information. It also includes the Campus Traffic Management plan, campus phone directory, All That Jazz gala auction information, team uniforms, National Association of Independent Schools brochure, The Inukshuk newsletter, Organ Dedication Series brochure, Yuk Yuk's Comedy Tour sign up, Appleby College Summer Academy 2004 booklet, Parent's Association newsletter, school events including a book fair, health insurance for students brochure, Appleby Quarterly for 2003-2004, Class of 2004 Fund.

File consists of printed media with articles and publicity about Appleby College.

It includes a copy of a 1926-1927 article about Appleby School in The Boy's Own Annual; Town Talk About Toronto Spring 1967 features an article about teaching techniques in the Junior School at Appleby College and also provides an overview of the school facilities and fees; an article about Appleby College in Mandarin in the November/December 1989 Mandarin Home magazine; Roy Thomson Hall Dec. 1, 1985 programme for Appleby College performance 'Gateway to Christmas' which also features a short article about the school and the choir; an article about the history of Appleby College - "A Canadian Institution: The history and memories of Appleby College" written by Oscar Jacobs and appearing in Brass Tacks Winter 1981 newsletter; March 1990 article about Appleby College written by Michael Rowe in Explore Halton Magazine; A 1992 tribute to retiring Headmaster Alexis Troubetzkoy in the spring issue of Entre Nous; an article about Appleby College in the 1995 Limited Edition magazine; an article about Appleby College technology and the e.school in the Winter 1998 magazine The Blueprint; an article about the e.school program at Appleby in the 2000 Our Kids magazine; Canadian ASP User Case Study for 2001; 'Where the light comes through' - an article in the Spring 2005 Inuit Art Quarterly about the Iggalaaq stained glass window in the Chapel created by artist Kenojuak Ashevak; various articles about Appleby College becoming one of Canada's Top 100 Employers in 2007; and articles about Appleby College hockey teams winning various championships in the June 2011 The Bulletin magazine.

File includes the article 'Appleby School' by Capt. O.J. Aldom, reproduced from Municipal Review of Canada publication, around 1940.

File includes a copy of the book: "Canada's Newspaper Legend - The Story of J. Douglas MacFarlane" / by Richard MacFarlane, 2000. The book discusses Douglas MacFarlane's role as Coordinator of the Appleby College Diamond Jubilee Campaign in 1971.

File includes the following printed report: "Selecting an independent School - The Benefits of the Co-educational Environment", 2006.

File includes a thesis (report) about Appleby College: Strategic Change at Appleby College: A cultural Perspective - by Deborah Ackley, August 1991.

Sub-series consists of newspaper clippings about Appleby College and is divided into decades. It includes articles about Cadets, gymnastics, Sports Day, Closing Day, the Chapel, the death of Sir Edmund Walker - the co-founder of the school (oversized encapsulation), Track and Field, a fire at Appleby during the 1930's, the death of Samuel Clarke, the hanging of the new Canadian flag on campus, 55th anniversary of Appleby College, the retirement of Headmaster Dr. J.A.M. Bell, football, rugby, various guest speakers to the school.

Sub-series also includes an article by Wilder Breckenridge about what it was like at the school when it first opened in 1911; articles about the Diamond Jubilee celebrations and the building campaign including a new hospital and library; the introduction of girls from St. Mildred's Lightbourn School participating in the school plays at Appleby beginning in 1971; and what is like at a private school. There are articles about various school dramatic plays; swimming; squash teams; the suspension of a student for not following chapel protocol; 50 years of service for head chef Hilda Chattaway; student scholarships and graduating students attending MIT; accidents outside of the school on Lakeshore Road; the grand reopening of the renovated Colley House; Hockey; Cricket.

Sub-series also includes articles about the Black Mime Troupe; debating competitions; appointment to the Board of Governors; Walkathon; Duke of Edinburgh award winners; reunion of the Coronation Choir; the death of former headmaster Ned Larsen; guest speakers to campus include Sir. Edmund Hillary; McCraney House renovations; Appleby County Fair; The Soviet Union and nuclear weapons; Coronation stained glass window; Soccer; Nicholas Arts Centre; Raymond Massey Library; Independent Schools Music Festival 1988 program; choirs; Little Crooked Christmas Tree narrated by Christopher Plummer with music performed by Appleby students; forestry industry in Temagami; various trips around the world by Appleby students including Russia; advertising articles in various publications; articles about Appleby College education and history; Headmaster Guy McLean; articles about various alumni; Spanish exchange students; measles outbreak; fire at Lake Temagami; gala auctions; coeducation; field hockey; Round Square conference; visit by Prince Andrew; Inukshuk; laptops; flu outbreak; Relay for Life, Bathtub race; faculty awards and recognition; stained glass window by Inuit artist Ashevak Iggalaaq, named Where the Light Shines Through as well as advertising for Appleby College.

Sub-series consists of a scrapbook of newspaper clipping from the 1941 - 1942 school year and includes articles about: the Father Son Dinner; guest speaker series on democracy; guest speaker Lt. D'Arcy Sullivan, R.N., Rev. C. E. Riley, Bishop R.J. Renison, J.M. Macdonnell; confirmation service at John Bell Chapel; Christmas Social Dance; annual boxing event results; Dramatic club one-act plays; wedding at John Bell Chapel; award for Lieut. Peter Thompson; Women's Association annual meeting; Cadet inspection; Prizegiving Ceremony and Annual Sports Day; cricket results; Capt. L.G. Ostrom and Major C.R. Ostrom receive promotions during World War II.

File consists of newspaper clipping obituaries of Appleby College employees and includes the following last names: Wickens, Colley, Whittington, Francis, Scott, Ahern, Wethey.

File consists of a photo book created with photographs from the dedication event held on April 21, 2023 renaming the Headmaster's / Principals house to the McLean House, after Headmaster/Principal Guy McLean.

File consists of the Junior School publication, The Appleby Whippet - Junior School Edition and includes articles about the Walkathon, updates to the Colley House renovations and status of the Infirmary (hospital) building; soccer team updates; stamp collecting; Halloween updates; Cross Country team updates; New headmaster for Appleby with the appointment of Alexis Troubetzkoy; Interview with Interim Headmaster, Mr. Dickens; school production of Lord of the Flies; Grade 8 trip to Ottawa; Junior House a day-boy's view; brief biographies of some of the new boys at Appleby; a new policy about using the library; hockey team updates; various sports updates including swimming, squash, hockey and basketball.

File consists of the Headmaster speech giving on Closing Day in 2003 and in 2013.

File consists of former Appleby College faculty and staff funeral service programs and include: Percival Wickens, John A.M. Bell, Robert Francis, Harry W. Bailey, Margaret Louise Home, Bert Halsey, David Marshall (Skin) Dewar, David J. Paul, Maj-Berit Dickens, Gail Salema, William David Russell "Digger" Smith, Frederick Stewart Large, Campbell MacKay.