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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.

The Oakhamian Magazine, recording the Spring term 1997. Contents: History; Languages; Performing Arts; Gap Years; English; Art; Sport; Science; Miscellany; Houses.

A detailed description of the walls, roof, windows and floors of College House and mention of any damage to the structure, by R.E.M. Thomas in February 1998 and an addendum from May 1998. Four pages A to D.

An article entitled 'Historic American Timber Joinery - A Graphic Guide' written by Jack A. Sobon, discussing and illustrating the joints in American traditional timber-framed buildings of the past. Six pages A to F.

A letter from Bertie Bowes to John Barber regarding his holiday, his family and the letter HIS/1/2/4/47 sent to Tom Badgery.

The Oakhamian Magazine, recording the Winter term 1996. Contents: History; Gap Years; Art; Languages; Miscellany; English; Drama; Performing Arts; Sport; Science; Houses.

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.

A letter from Cecil A. Hewett regarding the timber and roof in College House.

Three negatives of seven photographs of the Merton Building and three of the Ashburton Building, probably in the 1990s.

Some notes of the new Music School requirements, including a rooming list and general remarks.