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A drawing of Old School in Cutts Close, with pupils walking in the park, by Dennis Flanders for the Illustrated London News.

A prospectus promoting studying at Oakham School c.1909, with illustrations. Contents: Trustees & Staff; Brief History of the School; Subjects of Instruction; Upper School & Lower School; Boarding Houses; Health; Games; Holidays; Term's fees Scholarships and Exhibitions.

An account of Oakham School with illustrations written by the Headmaster, Walter Lee Sargant in the early 20th century. Contents: Preface; Foundation and Old School; Curriculum and Examinations; Boarders and Houses; Notes on School Life; The Junior House.

A storage file with negatives of Roger Blackmore's photographs. A list of contents: Library, frescoes, Catmose Hospital, Granada, drama, Decem, cricket.