A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th 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 letters sent/received by G. Talbot Griffith.

This focusses on photographs of the Headmaster, Walter Lee Sargant, as well as various photographs of Oakham town in the early 20th century.