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A complete collection of Red Books - School lists and Calendars since 1959. Red books give information regarding pupils, tutor groups, teaching and support staff, school calendar and events, school rules, future trips and dates. Only two Red Books were never published, Summer term 2020 and Spring term 2021 as the UK was in lockdown (COVID-19) and pupils were not at School and had lessons online.

This series relates to events organised by Oakham School Biology Society and the Medical Society.

This file contains orders of services and programmes for the school's Carol Services over the years.

This sub-series related to memorial services held in the School Chapel in memory of pupils, Old Oakhamians and staff members who passed away.

This sub-series focuses on the day-to-day running of Rushebrookes house. Items give information regarding the house officials, the staff duty rotas, and the music, sports and activities lists.

This sub-series relates to Carol services and other Christmas celebrations held in the School Chapel or in Peterborough Cathedral, over a period of several decades. The bulk of the sub-series focuses on the 2000s onwards.

This series focuses on the history of Oakham School Chapel and religious services at the school. Early records dating from 1846 to the present day, content includes sub series on services, ephemera, the choir, the organ, the Chapel council and the millennium celebrations.

This series focuses on the boarding girls in Rushebrookes house. It was named after the first School Headmaster, Robert Rushbrooke. The first girls moved in in the Spring term 1980 but the building was officially open only on 22 November 1980. This series contains items related to the daily life of the girls in school and in house, as well as house photographs, mostly from the 2010s.

This sub-series focuses on informal photographs of the girls in Rushebrookes, in particular interhouse competitions.

This series focusses on the headmastership of Henry Price (2019-today) and contains items relating to the life at School in the 2020s, its staff and pupils.