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A drawing of the Chapel, with pupils walking out of the building, by Dennis Flanders for the Illustrated London News.

A letter from the Headmaster Tony Little to Michael Yeld regarding the donation of a drawing of College House by Robert Norman Yeld.

Magazine named The Oakhamian, stappled; red cover with a maze drawing; 54 pages; contents: School News, Term's Eye View, Around the Societies, Drama, Music, Careers, Poetry, Travellers' Tales, Games, Avete, Valete; with photographs of: rev. F.H. Jerwood, the visit of John Jerwood at the Shakespeare Centre, pupils on a boat at a CCF camp

Magazine named The Oakhamian, stappled; a photograph of boys and girls in uniform walking on the cover; 80 pages; contents: Editorial, School News, Co-Education - Seven Years On, A Guide to A Level Options, Civil Manoeuvres, Societies, The Arts, C.C.F., Duke Of Edinburgh award and Scouting Activities, Sport, The School Council; with photographs of sporting events, plays, DofE Gold Award winners, CCF inspection

A letter from Jon Wills to Adam Lowe regarding the prison and a possible visit to College House.

Speech notes for the speech day on 1967. Handwritten annotations. Items A to G

This file focusses on artwork of various buildings on the School Campus in the 20th century.

A black, spiral bound album of prints of drawings of Oakham School buildings by Julia Roberts; including Old School, Peterborough House, Lincoln House, Buchanans, Rushebrookes, Oakham Canal, Wharflands, Chapmans, School House, Round House, the quad, College House, the Memorial Library, the Sargants Laboratories, the Wharton pavilion, the Buttercross, Deanscroft and the Chapel.

This file focusses on photographs on the School Campus throughout the years. Some photographs are of the whole campus, in particular aerial photographs taken by Aerofilms Ltd, and some are collection of individual buildings, taken by Companies or individuals.

An aerial photograph of College House, the Chapel and School House, with High Street in the foreground in 1937.