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This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

Bound copy of several Oakhamian Magazine; hard, black cover; with a library label and the code 8JNX

Bound copy of several Oakhamian Magazine; hard, brown cover

Bound copy of several Oakhamian Magazine; hard, black and red cover

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 156 Pages; Contents for the Oakhamian: The Headmaster writes, Read All about it, New Faces, A Year in Pictures, A Coronavirus Challenge, Academic, Performing Arts, Trips & Tours, Community, Activities, Sport, Beyond Oakham. Contents for the OO Club Magazine: News, Alumni Interview, Dairy Good, 1584 Society, Frank & Stuart, Nursing the coronavirus frontline, OO Entrepreneurs, Memories of Oakham, Pet Names, Obituaries.

This sub-series focuses on photographs of boys in School House since the 1940s.

A collection of documents, including photographs and commemorative plaques, relating to the School's cricket pavilions on Doncaster Close since the 19th century.

A5 magazine named The Oakhamian, stappled; 28 pages; contents on the inside cover: photograph of Oakham School 1st XV - 1953, School News, Cricket Fixtures, C.C.F. Notes, Shooting, Scout Notes, Cub Notes, the Debating Society, O.P.R.S., Art Society, Film Review, Macbeth, Subscription Concerts, Concert, Fives, Life in Kenya, Rugby Football, Hockey, Cross Country Running, the Sports, Triangular Athletics Match, Junior Boxing Finals, O.O. News, Correspondence; "W.R. [G...]/Deanscroft" hand-written on the cover

A5 magazine named The Oakhamian, stappled; 24 pages; contents on the inside cover: School News, Art Society, Greek Play, C.C.F., R.A. Troop C.C.F, Shooting, Scout Notes, Cub Notes, Speech Day, Field Society, Cricket, 1st XI - 1954, Junior Sports, Football Fixtures, O.O. News, Cambridge Letter, Oxford Letter; "Policti" hand-written on the cover; with photograph of a demonstration by R.A. Troop C.C.F

Bound Copy of several Old Oakhamian Issues; red, hard cover; with a library stamp, the accession code 10882 and the code 8JNX