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This collection highlights the depth and breadth of the school's curriculum and pupil's work. The drama and music sub-series are particularly detailed with their collection of production stills and programmes.

CUR/7 contains reports relating to the school's teaching and curriculum alongside timetables for lessons and exams, and comprehensive examination results for GCSE, A Level and IB.

Throughout the series in this collection, there is material relating to events and trips undertaken by various departments to increase the extra-curricular activities of pupils.

A collection of the musical works, correspondence and ephemera of former Oakham music director Peter Witchell. This series contains an excellent collection of full and single instrument scores.

A report from Rev John Darrall on the charity events organised during the Spring term 1989, including the Valentine Disco, Red Nose Day, concerts, houses events and listing the charities supported by the school.

A report from Rev John Darrall to be shared in the School Assembly on the charity events organised during the Spring term 1989.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the Summer term 1989, including house events, a piano marathon and detailing the money raised for the charities supported by the school.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the Winter term 1988, including concerts, Drama performances, Non-Uniform Day and various houses events.

An end-of-term summary from Rev John Darrall on the charity events organised during the Winter term 1988.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the year 1991-1992, including the Rutland Water Walk, a hunger lunch, concerts, and houses events.

Oakham School Magazine, recording the Summer term 1888 (published in Winter term 1888). Contents: The Speech Day; Organ recital; The Italian Exhibition; Bound for Australia; Handel; Old Oakhamian Club; Poetry; Cricket; School Notes. Eleven double-pages A to K.

Oakham School Magazine, recording the Winter term 1890 (published in Spring term 1891). Contents: The Concerts; Lutterworth; Golf; A Visit to the Post Office; Poetry; Western Australia; Paperchases; Old Oakhamian Club; Entertainment; Football; School Notes. Nine double-pages A to I.