This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

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.

A5 magazine, stappled; pages numbered 82 to 104; bordered cover with contents: Frontpiece, Editorial, School Notes, School Concert, Wind in the Trees, Two Country Squires in the Shires, Lectures, Football, the Steeplechases, O.T.C., O.O. News, Correspondence; with a drawing of Chapel Close; name "Worthington" hand-written on the cover

A5 magazine, stappled; pages numbered 106 to 128; bordered cover with contents: Frontpiece, Editorial, School Notes, the Sports, A Little Egyptian, Oakham School Players, the Debating Society, O.T.C., Cricket, O.O. News, Games Account; with a drawing of the Chapel; name "Worthington" hand-written on the cover

A collection of photographs and art work of College House, formerly the Old Vicarage, which was the Sanatorium before becoming the first girls' boarding house in 1971. Also contains a large file on the architecture and history of the building.

Magazine named The Oakhamian, stappled; an aerial photograph of the chapel and Church passage on the cover; 80 pages; contents: Editorial, School News, Clubs and Societies, rama, Music, Musing-Impressions-Travellers' Tales, Icelandic Summer, Japan, Summer retrospect, Sport, C.C.F., School Council; with photographs of matches, trips, plays

Magazine named The Oakhamian, stappled; a close-up of the school badge on the cover; 68 pages; contents: Editorial, School News, VOIR, Drama, Rutland Weekend Television Presents, Music, Clubs and Societies, Sport, The School Council; with photographs of sporting events, palys, landscape, buildings, the Crucifix

A5 magazine named The Oakhamian, stappled; 24 pages; contents on the inside cover: Long Live the King, Editorial, School Notes, Music Notes, Entertainment, Debating Society, O.T.C., Scouts, Cricket, Swimming Sports, Football, O.O. News, Scholarships to the United States, Acknowledgements; with a drawing for Sargant's 70th birthday

A5 magazine named The Oakhamian, stappled; 34 pages; contents on the inside cover: Editorial, School News, Music, Archbishop Day, Entertainments, O.T.C, Scouts, A Journey By Air, Cricket, Football, Swimming, O.O. News

School Magazine named The Oakhamian; white cover and black letters; 35 pages; contents on the inside cover: Editorial, Scholl News, O.O. News, Avete, Land Utilisation Survey, The Weather Board, 1066 And All That, Land of the Midnight Sun, Societies, Music Notes, Literary, Combined Cadet Force, Waitwith Camp, Scout Notes, Games, Correspondence, Valete, Crossword; with photographs of: The Staff - July 1960; the Barrclough Hall, CCF Inspection of 1917 and 1960, Doncaster Close in October, the Junior Colts XV- 1960, trip in Norway and the Bakke Hotel; a drawing of the School Chapel and the Sanatorium