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A5 magazine named The Oakhamian, stappled; 40 pages; contents on the inside cover: School News, Speech Day, Music Notes, Elijah, C.C.F., Scout Notes, Cub Notes, Geography Society, the Museum, Photographic Society, Debating Society, Field Society, Railway Society, the Castertonn

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

A letter from Talbot Griffith to Jolly remembering Jolly's arrival at Oakham and about a gift of a bit she made recently.

A5 magazine with a photograph of Old School under the snow on the cover; 89 pages; contents: Our First Lady President, Annual Dinner, O.O. Day and A.G.M.'s, Regional Reunions, School News - Round-up, O.S.E.L., O.S.C.A., Oakham Festival Week, Music, Drama, C.C.F., Duke of Edinburgh's Award Scheme, O.S.E.S., Sport, New Members, Address Changes, Engagements, Marriages, Births, Deaths, Obituaries, O.O. News, Letters, Nostalgia, O.O. Golf Society, O.O. Rifle Club, O.O. Lodge, Club Colours/School Shop, Notices, Diary Dates, Rugby Fixtures; with a portrait of Virginia Measures, various photographs of the O.O. Golf Society on the back cover

A4 magazine, stapled; 19 pages; "The New York Reunion Dinner" headline on the cover; contents: Articles and News, Chess At Oakham, Births, Marriages and Deaths, Stars, Stripes and Old Oakhamians, All Our Yesterdays, Obituaries, News Of

A letter from John Lumsden to Peter Davis regarding not attending the Memorial Service for Brian Primmer but sharing memories of him at the University of Durham.

A letter from Peter North, Principal of Jesus College, Oxford, to John Barber regarding his book "The Story of Oakham School".

A letter from Geoffrey P. Lockwood to John Barber sharing memories on his time at school, prompted by an article in The Telegraph.

A press cutting regarding the daily life at Oakham School in the 1840s, based on James Padley's letters home and regarding John Barber's article "Oakham School 140 years ago".

Early remembrances of Oakham School by an author unknown.