A book about the school including its history as well as contemporary daily life of the pupils.

This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

This file focusses on letters received/sent by the Headmaster Graham Smallbone during his headmastership (1985-1996).

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 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.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of a girl and a boy and a bust on the cover; contents: News, Features, Academic, Trips and Tours, Performing Arts, Pastoral, Community Activities, Staff News, Sport, Beyond Oakham, Old Oakhamian, Foundation ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.