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A photograph of Chapmans House in a black frame. Frame broken in bottom left corner.

Annual report for the year 1959-1960, including the school numbers, staff changes, Activities, Health, Buildings and Grounds, Finance, General Remarks. With an appendix: university awards

A prospectus for the school including the history of the school, information on the timetable, uniform, holidays, scouts, CCF, boarding, curriculum, games, admission, scholarships, day boys and pocket money. Items A to F

School Magazine named The Oakhamian; grey cover and black letters, badge in red; 44 pages; contents on the inside cover: Editorial, School News, Avete, Term's Eye View, RFD, GRL, JM, Drama, Music, Aroun the Societies, Oakham Through the Looking Glass, Letter from America, Literary, We Pay our Respects to, Face to Face, The Combined Cadet Forces, Arduoud Training, Shooting, Scouts, Games, O.O. News, Valete; with photographs of: the Winkler Family (parents and three children), the Oakham Expeditionary Force (5 boys), The Big Four

A5 magazine, white cover with the badge of the school on the cover; 32 pages; contents listed on the inside cover: Editorial, Annual General Meeting, Annual Dinner, Regional Meetings, War Memorial Fund, O.O. Fund, Barraclough Hall, School News, O.O. Notes, Life in Kenya, Presidents of the Club, Engagements, Births, Marriages, Deaths, Obituaries, New Members, Changes of Address, Jobs for the (Old) Boys, Notices, Correspondence, Golf; with a photograph of the Barraclough Hall from the South West

A5 magazine, white cover with the badge of the school on the cover; 44 pages; contents listed on the inside cover: Editorial, This Year's President, Annual General Meeting and O.O. Day, Annual Dinner, Regional Meetings, School News, O.O. News, R.F.D., Engagements, Marriages, Births, Deaths, Obituaries, New Members, Address List Part I, Masonic Lodge, Notices, Correspondence, Diary Dates, Seven-a-Sides, Golf; with a photograph of The Big Four, a photograph ofthe opening of the Technology Block

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

This collection covers the multitude of sports that pupils can do at Oakham School. Sports include cricket, rugby, hockey, athletics, netball and swimming as some of the richest in terms of items in the sub-series.

Most sub-series have a good photographic record of first teams, alongside comprehensive fixture and team lists. Some sub-series will contain correspondence, programmes and administrative documents.

There is an extensive collection of trophies and shields awarded to pupils and Old Oakhamians for their sporting achievements.