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A School list of staff and pupils for the Summer term 1915. Contents: Trustees; Teachers; Forms VI to I; Honours List; List of Exhibitions and Prizes gained during the year; Royal Drawing Society.

This sub-series focuses on the Dedication of the War Memorial Chapel on 29 October 1925.

This series focuses on various dedication and rededication services since the opening of the School Chapel. Most items are orders of services.

This series focusses on the headmastership of Francis Cecil Doherty (1929-1935) and contains items relating to the life at School in the early 20th century, its staff and pupils.

This file contains photographs and negatives of two groups of Housemasters of Wharflands and their wives. The first generation of Wharflands Housemasters was: Rev F.H. Jerwood (1920-1937), Bertie Bowes (1937-1959) and John Barber (1959-1974). The next generation of Wharflands Housemasters was: John Barber, Malcolm Hardy (1974-1987) and Val Harvey (1987-2001).

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.

Oakham School Magazine, recording the Spring term 1924 (published in Summer term 1924). Contents: School Notes; Quinquennial Meeting of the Old Oakhamians; The New Classrooms and Laboratories at Wharflands; The Chapel; The Debating Society; The Cross Country Steeplechases; Cricket Fixtures and the Sports; Lectures; Dramatic Performances; O.T.C. Notes; Boxing; Fencing and Physical Training; Games Account - Balance Sheet for 1923. Five double-pages A to E.

Oakham School Magazine, recording the Spring term 1925 (published in Summer term 1925). Contents: School Notes; Fives; The School Museum; The Memorial Chapel; Steeplechase Races; The Sports; The Plays; Lectures; Correspondence; Games Account for 1924. Five double-pages A to E.

Oakham School Magazine, recording the Summer term 1926 (published in Winter term 1926). Contents: School Notes; O.T.C.; Under XIV Matches; The Chapel; Speech Day; Tempus Effugit; The Cricket Season; Correspondence; Games Account for 1925. Five double-pages A to E.

Oakham School Magazine, recording the Spring term 1927 (published in Summer term 1927). Contents: School Notes; O.T.C.; The Debating Society; Lectures; The Chapel; The Sports; Poetry - The Riddle of the Moon; Games Account for 1926. Five double-pages A to E.