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 Sermon by J G F Day on the 350th anniversary of the founding of the school.

A canvas tote bag for the diamond anniversary of the Duke of Edinburgh award at Buckingham Palace.

A guest list and a photograph of the Deanscroft-Haywoods transfer and the Deanscroft 50 years anniversary.

A photograph of the Headmaster Graham Smallbone planting a tree outside the Merton Building to celebrate the 450th anniversary of the Diocese of Peterborough.

A blue photo album of Oakhamians and visitors: Schanschieff's Opening; Little, Alan Duncan MP, Wiliam Hague MP, Tom Lazur, Poppy Moore, Lord Sebastian Coe, Graham Lee, Martin Johnson, Ben Wheeler, Roger Blackmore, Philip Coates, Sheila Hardy, Jane Matthews, Margaret Cousins, Gary Kasparov, Pert, David Garner, Daniel Hyde, Matthew Pilling, Nicholas Branston, sports teams, pupils, a play

Letter

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.