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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.

An e-mail from Jon Wills 2011 regarding the history of the 1908 Cambridge University Boat Race Oar. Also mentioned Olympians.

This collection covers the history of all the libraries of Oakham School as well as the creation and daily working of the archives.

The Library series has material relating to each regeneration of the library (Smallbone, War Memorial). There is a rich photographic record of the opening and daily running of the Smallbone Library accompanied by administrative documents such as catalogues.

Under the Archives series, material cover correspondence with external readers and research into the history of the school and its pupils. There are also archive committee meeting minutes which show the evolution of the archives from its inception in 2010.

Bound copy of several Oakhamian Magazine; hard, black and red cover

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 157 pages; a photograph of a girl in Kenya on the cover; contents: Features, Staff News, Trips and Tours, Academic, Performing Arts, Pastoral, Community Activities, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Bound copy of several Oakhamian Magazine; hard, black and red cover