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This series is related to outreach events organised outside lesson timetable, promoting activities at school, supporting the local community and attending events with/for other schools. This series places Oakham School at the centre of the local community.

This sub-series is related to 'Crime Day', a special event where Lower School pupils are invited to activities and puzzle solving to explore the school campus.

A photograph of The Duke of Gloucester opening the door of the newly built War Memorial Library in May 1955, used in John Barber's "The Story of Oakham School".

A collection compiling research from various authors related to Headmasters, Masters, pupils and school buildings.

A print-out of a photograph of the opening of the Jerwoods Campus, used in john Barber's "The Story of Oakham School".

Oakham School Magazine, recording the Summer term 1918 (published in Winter term 1918). Contents: Roll of Honour; School Notes; List of Old Oakhamians serving in the War - Corrections and Additions; Plan - School Buildings; A Letter from the Headmaster to Past and Present Members of Oakham School; Cricket; Correspondence. Five double-pages A to E.

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 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 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 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.