Annual report for the year 1968-1969, including the school numbers, staff changes, Academics, Faculty Reports, Chapel, Library, Drama, Societies, C.C.F., Health, Accomodation, Old Oakhamians, General Remarks.

A report from Michael Stevens, Second Master, for the year 1982/1983, including buildings, Ashburton Hall, Afternoon Activities, Examinations, Academic Attitudes, Environment. Discipline, Decem, School Marshal, Staff

A letter from the Headmaster Richard Bull to John Barber regarding his arriving at Oakham School, and gratitude to staff and Old Oakhamians in his first term.

A letter from the Headmaster Designate Henry Price to Parents announcing the appointment of Arthur Mayhew as Senior Deputy Head in November 2018.

A letter from the Headmaster Henry Price to Parents regarding lockdown, and staff recruitment and changes.

A letter from the Headmaster Designate Henry Price to Parents regarding the reopening of the School for the Summer term 2021 and staff changes for the next term.

Notices compiled at the end of the Winter term 2020 and sent to Parents. Contents: Term Dates; Keep up to date; Open Events; Parent Portal; Medical Centre; Music Dates; Art; Staff Changes; Registrar's Notices; School Archives. Two pages A and B.

A5 magazine, green cover; 32 pages; contents listed on the cover: Editorial, List of Addresses of Members of the Old Oakhamian Club 1924, Meeting of Old Oakhamian Club, Old Oakhamian Luncheon, A Letter from the Headmaster, Cambridge Letter, Officers' Training Corps 1919-1924, A Weekend in Africa, Births, Deaths and Marriages, Old Oakhamian Matches, School Staff 1924

A photograph of John Buchanan and other staff members leaving the Chapel, possibly taken in the late 1950s-early 1960s. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 147803. The number B3 is written on the photograph, in the bottom right corner.

A digital red book containing staff list, school list and school calendar for the Winter term 2020. It was the first term back after Lockdown in the UK and some pupils listed were not back at School but followed lessons online. Some events listed in the calendar did not happened, to comply with Covid restrictions.