This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

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.

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.

The Oakhamian Magazine, recording the Spring term 1946 (published in Summer term 1946). Contents: Roll of Honour; Editorial; School News; J.T.C.; Scout Notes; Music Notes; J.C. Clark; Junior House Play; Boxing; The Sports; Junior Sports; Oakham School 50 Years Ago; Virgiliana; The Creation; As Others See Us; Cricket; O.O. News; O.O. Golfing Society; Football Fixtures; Correspondence. Item belonged to D.J. Stocks in Junior House. Nine double-pages A to I.

The Oakhamian Magazine, recording the Summer term 1941 (published in Winter term 1941). Contents: Roll of Honour; School News; Frank Emerson Chapman; Music Notes; J.T.C.; A.T.C.; Scout Notes; Swimming Sports; Football; Correspondence; O.O. Notes. Six double-pages A to F.

The Oakhamian Magazine, recording the Summer term 1946 (published in Winter term 1946). Contents: War Memorial; School News; Speech Day; Cricket; Swimming Sports; Music Notes; O.P.R.S.; Into Thin Air; Chess Club; Debating Society; J.T.C.; Scout Notes; Rugby Football; Junior House Plays; Correspondence; O.O. News. Seven double-pages A to G.

This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

The Old Oakhamian Magazine, published in 1936. Contents: Annual Dinner; Old Oakhamian Fund; Cricket, Football and Golf; School Notes; Births, Marriages and Deaths; In Memoriam; Old Oakhamian Notes; Notices.

This file focusses on publications, histories and articles, written by Walter Lee Sargant during his headmastership and his retirement. The items relate to the history of Oakham School and Oakham town.

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.