This sub-series is related to services held in the School Chapel since the laying of the Foundation stone in 1924.

This photographic series focuses on the history of the chapel since the laying of the foundation stone. It documents its building and opening, services held in the Chapel and objects used in everyday services.

This sub-series contains photographs of the exterior and interior the School memorial Chapel throughout the years. The earliest photographs showed the chapel being built in 1924-1925.

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 small Book of Common Prayer stamped Oakham School Chapel Council, with the stamp in the front crossed out and signed 'This is no longer O.S.C.C,. property J.E.O.Lawson Head Sacristan', presented by O.O. David Clarkson ('64) in November 2017.

This file focusses on admission prospectuses and various publications in the 1930s.

A translation of the 1587 Foundation Grant of Oakham and Uppingham Schools. The book contains an introduction by Arthur Hawley, a history of the Hospitals and a history of the Foundation Grant. The translation starts p.25.

This series focusses on the headmastership of Francis Cecil Doherty (1929-1935) and contains items relating to the life at School in the early 20th century, its staff and pupils.

A collection of documents relating to the School's first cricket pavilion. It was built on the playing fields in the 19th century. It was then enlarged and renovated in 1931, when two changing rooms and a thatched roof were added. It unfortunately burnt in May 1970.

A collection of photographs of the School's first cricket pavilion, until it was destroyed in a fire in 1970.