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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.

Three photographs of the opening ceremony of Stevens house, a new boarding house for girls, after the conversion of Deanscroft.

The Oakhamian Magazine, recording the Winter term 1958 (published in Spring term 1959). Contents: School News; Avete; House Transfers; Valete; 21 Club; Kandersteg; Religious Brains Trust; Farewell to Ashes; The Missions to Lepers; O.S.M.A.S.; Stamp Club; Edward Vere Hodge; House Music Competitions; O.P.R.S.; The Concert Club; Androcles and the Lion; Film Notes; The Field Society; C.C.F. Notes; Shooting; Scout Notes; The Spare Men; Cricket Fixtures; P.C.; Dorothy Maud Battershell; Hockey; Cross Country Running; Boxing Notes; Rugby Football; Problem Corner; O.O. News; Correspondence. Ten double-pages A to J.

The Oakhamian Magazine, recording the Winter term 1954 (published in Spring term 1955). Contents: School News; Avete; Valete; C.C.F.; Shooting; Scout Notes; Cub Notes; Chess; Debating Society; The Museum; Films; O.P.R.S. Notes; The Music Club; Lepidotus Elvensis; Sparks from the Torch; Oakham, Uppingham and St Olave's; She Stoops to Conquer; Easter Term Plays; American Schools and Other Things; Hockey; Under 14 Football; The Running Eight; Fives; Athletics Match; Boxing; O.O. News. Eight double-pages A to H.

The Oakhamian Magazine, recording the Winter term 1952 (published in Spring term 1953). Contents: School News; Cricket Fixtures; John Story; Music Notes; Badminton; The Coronation; Scout Notes; Cub Notes; Geographical Society; Field Society; O.P.R.S.; Art Society; The Debating Society; The Barraclough Hall; Puppets; Film Review; Agamemnon; The Museum; Athletics Match; Fives; Football; Hockey; C.C.F.; Shooting; Cross-Country Running; The Sports; Boxing; O.O. News. Eight double-pages A to H.

The Oakhamian Magazine, recording the Winter term 1945 (published in Easter term 1946). Contents: Roll of Honour; School News; The Library; J.T.C.; Scout Notes; War Memorial Fund; Music Notes; The Fall of the Shrines; Labour Notes; Hockey; Running; A Meeting between Lord Nelson and Napoleon; O.O. News; Cricket Fixtures. Six double-pages A to F.

The Oakhamian Magazine, recording the Winter term 1981 and Spring term 1982. Contents: Editorial; Letters to the Editors; School News; O.O. News; Prize Winning Essay; Interview; A Distinguished Oakhamian; Profile; Hoax!; Creative Writing; Music; Drama; Sports; School Officials.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the academic year 2019-2020. Contents: The Headmaster Writes; Read All About It; News Faces; A Year in Pictures; A Coronavirus Challenge; Academic; Performing Arts; Trips and Tours; Community; Activities; Sport; Beyond Oakham; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.