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This sub-series focuses on photographs of boys, living in Wharflands since its inception in 1920. The bulk of the collection gathers photographs from the 1960s to 1980s.

A bound copy of several Oakhamian Magazines from 1914 to 1916.

A bound copy of several Oakhamian Magazines from 1911 to 1919.

Old Oakhamian Calendar, published in 1913. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1913; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts.

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

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.

This file focusses on various prospectuses published under the headmastership of Walter Lee Sargant in the early 20th century.

Oakham School Magazine, recording the Winter term 1914 (published in Spring term 1914). Contents: Killed in Action; School Notes; List of Old Oakhamians serving in the War; The Concert; The School in War Time; School Games Fund - Balance Sheet for 1914; With the Foreign Legion; The Football Season; Correspondence. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1919 (published in Spring term 1920). Contents: Editorial; School Notes; O.T.C.; The Concert; Lectures; School Games Fund - Balance Sheet; The Football Season. Five double-pages A to E.

The Oakhamian Magazine, recording the Winter term 1930 (published in Spring term 1931). It is the 47th year of the School Magazine. Contents: Editorial; School Notes; Athletics; Football; Napoleon in our Midst; Our Village; Roots in the Soil; Motion; Requiem; The Study Wireless Set; O.T.C. Notes; Cambridge Letter; O.O. Notes; Acknowledgements; Correspondence; Games Committee - Balance Sheet for 1930. The name 'Worthington' is hand-written on the cover. Seven double-pages A to G.