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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.

A printed copy of "The Book of Oakham School" with register by Headmaster Walter Lee Sargant. Contents include a preface, the foundation and the early years of Oakham School, lists of Governors, Headmasters and Ushers, of Exhibitioners and two register s, 1836-1874 and 1971-1906.

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 press cutting from The Journal regarding the publication of "The Story of Oakham School" by John Barber.

A press cutting regarding the publication of "The Story of Oakham School" by John Barber. Attached is a note from Steven at Sycamore Press Ltd addressed to John Barber.

A copy of "Oakham through the centuries" by Walter Lee Sargant with a dedication 'Happy New Year to you W.L.S.' on the front cover. Discusses the history of the school land from prehistory until the nineteenth century.

Edition of "The Book of Oakham School", by Walter Lee Sargant. Contents include the foundation and earlier history of Oakham School, and lists of Governors, Headmasters, Ushers and Exhibitioners. 29 pages.

A group of press cuttings published in various local newspaper advertising the publication of John Barber's "The Story of Oakham School".

A letter from Geoffrey P. Lockwood to John Barber sharing memories on his time at school, prompted by an article in The Telegraph.