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This series focuses on the School Choir. The oldest item dates from 1959.

The Old Oakhamian Magazine, published in September 1992. Contents: Annual Dinner - Revue 1992; A Special Place?; This Year's President; Annual Dinner 1991; O.O. Day and Reunions; School News - Round-up; Staff; Reminiscences of Oakham School 1960-1992; Admit Impediments? Twenty Years of Coeducation; Academic Results; Sporting Honours; Chapel; OSCA; Music; Drama; C.C.F.; Duke of Edinburgh's Award Scheme; O.S. Exploration Society; School Sport - Round up; O.S. Rugby Football 1892-1992; School Sports Reports; A Year in the Colony; Youngest ever Australian Senator; Commando Saved Life of Wounded Kurd; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; O.O. Sports - Round up; O.O. Lodge; Club Colours; Addresses of Members; Notices; Diary Dates.

A bound copy of several Oakhamian Magazines from 1920 to 1928.

This sub-file contains various photographs of Derek Grant, English teacher.

This sub-file contains various photographs of Gerald Botteley, Music teacher.

Two bound copies of several Oakhamian Magazines from 1960 to 1963. Item A has a black cover; item B has a brown cover.

This series focuses on Stevens House pupils and staff since its opening in 1989 after the conversion of Deanscroft, a former boys' boarding house. Most of the series is made of photographs, house photographs as well as more informal photographs focussing on house events.

This sub-series focuses on programmes and posters for events organised by the Rushebrookes girls.

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.

A schedule of the Music School events, pinned on Rushebrookes information board, for the end of the Spring term 2021, after a Distance Learning term.