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Various editions of "The Book of Oakham School", written by Walter Lee Sargant.

This series focuses on the Junior House/Chapmans pupils and staff since its opening in 1910. It first comprised the Junior Department with facilities for boys boarders and classrooms. The house was renamed Chapmans in September 1960, after Frank Emerson Chapman, first Housemaster of the Junior House; it became a Senior House. Most of the series is made of photographs, house photographs as well as more informal photographs.

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 photocopy of an entry for Thomas Orme in Richard Goulding's book "Some Louth Grammar School Boys", Part IV. 1799-1814, pp.67-69. The item was sent to John Barber by D.R. Witney, enclosed with his letter HIS/1/4/2/2. Two pages numbered A and B.

A series of letters and documents related to Dr Thomas Orme, Headmaster of Oakham School between 1778 and 1796.

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.

Items related to Walter Lee Sargant's book "Oakham through the centuries".

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

A collection of documents related to John Barber's book, "The Story of Oakham School". The sub-series includes photographs, letters received by the author, press cuttings advertising the publication and the book.

A photograph of The Duke of Gloucester opening the door of the newly built War Memorial Library in May 1955, used in John Barber's "The Story of Oakham School".