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Photo albums and scrapbooks compiled by members of staff throughout the years.

This series contains monographs written, updated and produced by Brian Needham, Honorary School Historian, regarding various themes of the history of Oakham School, its pupils and teachers.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This series focuses on the Day girls of Gunthorpe, founded in 1997. The main items are house photographs.

This series focuses on the Day girls' house of Hambleton, founded in 1997. The main items are informal photographs of house events and house diaries, planning and detailing the house routine throughout the years.

This series relates to Hodge Wing, the pupils and staff and the history of the building. The series focuses on the early years as a boys' house.
Hodge Wing was a Boys’ day house, for Lower and Middle School. It became a girls’ house in the Winter term 1975, until the Spring term 1980 when the girls moved to Rushebrookes. Then it was re-opened for a small number of Seventh form girls in 1986.

This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

This series focuses on the Day boys' house of Johnsons, throughout its history (1959-1997). The collection is mostly made of house photographs and teams' photographs, as well as some administrative records.

The series contains negative files produced by Roger Blackmore, showing pupils, staff, school campus and buildings, drama productions, sports competitions and other activities.

A complete collection of bound books, gathering Oakham School Magazines copies, from 1884 to 2014. Some books may contain issues of the Magazine that would be otherwise missing in the collection.