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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 documents relating to the Wharton pavilion, built on the site of the Old Gymnasium, adjacent to Wharflands. The opening ceremony took place on 4 July 1983 by O.O. Ron Jacobs ('45), President of the R.F.U. In July 2014, the Wharton Pavilion, known as Stumps, was taken down.

A collection of documents relating to the BAFS Pavilion, built on Doncaster Close, on the site of the original cricket pavilion. It was opened on 24 May 2014, on Speech Day, by Mike Gatting. It was named BAFS after O.O. Brian Smith (‘54), captain of the school’s unbeaten first Rugby XV, Hockey XI and Cricket XI teams.

A collection of various documents and objects relating to the Sports Hall since its construction in 1972.

A certificate acknowledging the donation of Lady Gore-Browne whose husband went to the school, for Sports Hall Equipment.

This sub-file contains photographs of the opening ceremony of the Wilson Playing Fields on 16 April 2005.

Seven negatives of the opening ceremony of the Wilson Fields and Pavilion on 16 April 2005.

A letter from Simon Camamile to Jon and Kim Wills thanking them for the visit to School House and naming the rooms after his family.

A letter from Eileen Buxton to the Headmaster Tony Little regarding the death of her husband, O.O. Robert Henry Buxton, and his wishes to donate an Oakham crest to the School.

A letter from the Headmaster Tony Little in reply to Eileen Buxton's letter regarding the donation of an Oakham School crest.