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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 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 on the charity events organised during the year 1989-1990, houses charity events, the aerobics marathon, the Laundry Day, concerts and the Diana Ridley Fun Run.

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.

A report from Rev John Darrall on the charity events organised during the Winter term 1993, including sponsored sporting events, Non-Uniform Day and houses challenges

A report from Rev John Darrall on the charity events organised during the Winter term 1995, including sponsored sporting events, Non-Uniform Day, concerts and houses challenges

This series is related to outreach events organised outside lesson timetable, promoting activities at school, supporting the local community and attending events with/for other schools. This series places Oakham School at the centre of the local community.

This sub-series relates to events organised for visiting preparatory schools to Oakham School and promote the activities and various departments.

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.

Oakham School Magazine, recording the Winter term 1886 (published in Spring term 1887). Contents: The Concerts; All Fool's Day; A Few Weeks At Osterode; Figure Skating; Poetry; A.W. Cursham; Music; Entertainments; Football; Correspondence; School Notes. Seven double-pages A to G.