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This collection consists of material which highlights the history of Oakham School. This includes monographs and research by various authors, as well as films and others audio and video recordings.

A book compiling reproductions of rolls copy of the Charter of Oakham and Uppingham Schools and Hospitals from 1584 and attached is a letter dated from 19 November 1926 from Arthur Hawley to Walter Lee Sargant, sending the book to the school.

The 1912 edition of "The Statutes and Ordinances" of Robert Johnson, Archdeacon of Leicester, for and concerning the ordering, governing and maintaining of his Schools and hospitals of Christ in Oakham and Uppingham, in the county of Rutland, from 24 July 1625. On the last page, a list of the four editions of the Statutes written by John Barber.

The 1837 edition of "The Statutes and Ordinances" of Robert Johnson, Archdeacon of Leicester for and concerning the ordering, governing and maintaining of his Schools and Hospitals of Christ in Oakham and Uppingham in the county of Rutland, from 24 July 1625.

A digital copy of the 1753 edition of "The Statutes and Ordinances" of Archdeacon Robert Johnson.

A chronology of the school from its foundation in 1584 to 2016. Six pages numbered A to F.

The 1928 edition of Walter Lee Sargant's "The Book of Oakham School". Contents include a preface, the foundation of the history of the school, lists of Governors, Headmasters, Ushers and Exhibitioners and the Statutes and Decrees.

A group of original photographs and print-outs used as illustrations in John Barber's "The Story of Oakham School".

A photograph of the coat of arms of the Johnson family, carved above the door of School House, used in John Barber's "The Story of Oakham School".

A letter from Frederick H.G Percy to John Barber regarding school histories, including Bryan Matthews's book on Uppingham School, historical sources and Whitgift School's files.