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A collection which charts the various societies and activities available to pupils at Oakham School. Documents include photographic records and correspondence for different societies. Topics include chess, CCF/OTC, scouts, Duke of Edinburgh Award, Oligoi , Exploratory Society, and trips and expeditions.

The multiple series contain administrative documents for the various societies and certain series, such as Duke of Edinburgh Award and CCF/OTC have excellent photographic record of formal or informal events.

There is a particularly detailed series on Chess and the event of Gary Kasparov's visit to the school.

There is a good collection of shooting medals and trophies, kindly donated by Henry Blagg.

Several loose leaf pages from a 1919 photo album including photographs of School House, 'after school fire' group, Tudor House Boughton, 1st XV, Burleigh ponds and 3 other views, Old Hall, Corner of dining room, School House quad, 'Pearse 120 not out' , Lord French inspecting OTC, St John's Cambridge, group in School House quad (very faded), Long Dormitory 1919, Munty (dog), Coates 1919, 'after a bathe' 1919 ; School House entrance and three various views, Market Place, swimming group, F.C.Dwyer, general view of Oakham, 1st XI cricket 1919 or 1920, and C.F.Bayley. Pages have cotton binding still attached. (scan 00388), (scan 00386), (scan 00383), (scan 00389), (scan 00384), (scan 00385)

A letter from the Acting Headmaster Michael Stevens to Parents regarding the Quatercentenary Appeal, school trips, the annual Sixth Form Conference, Sports fictures, open day for prospective parents

The Oakhamian Magazine, recording the Summer term 2002. Contents: Editorial; Chapel; OSCA; Tony Little; Speech Day; Drama and Music; Art, Design & Technology; Expeditions and Trips; Staff News; Sport; House Reports.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 157 pages; a photograph of a girl in Kenya on the cover; contents: Features, Staff News, Trips and Tours, Academic, Performing Arts, Pastoral, Community Activities, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 97 pages; a photograph of Tom Croft and Matt Cornwell wearing England U21 jerseys on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 113 pages; a photograph of the Chamber Choir on Song for Nationals Finals on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

A4 Magazine named "Oakhamian - October 1990", stappled; a drawing of a clock and stained glass window on the cavoer; 48 pages; contents: Editorial, People Places Events, OSCA, Music, Drama, Festival, Concert, Recital, Valete, Sport; with various photographs of staff, pupils, plays, sports, trips

Magazine named The Oakhamian, stappled; a photograph of pupils in the Quad on the cover; 116 pages; contents: Editorial, School News, T.C.S.H., Chapel Notes, Profiles, Correspondence, Creative Writing, Expeditions and Adventures, Art and Design, Music, Drama, Societies, CCF and Duke of Edinburgh Award Activities Sport, School Officials with photographs of sporting events, plays, expedition, The 1860 Cricket team