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This collection contains material relating to the history of the houses and their pupils. Each series is focused on a different house and many contain rich and detailed photographic records of houses year by year. Some houses are more detailed than others.

Other highlights of this collection include house handbooks, which help to induct a pupil into a house and its daily routine; photographs of daily life, including house events and leisure time; and administrative documents such as house diaries which record the calendar of house events, achievements of pupils, and accounts of incidents.

Included in this sub-fonds are houses which are no longer in existence such as Johnsons and Ruddles.

Two letters, from Trevor Case and Roger Blackmore to John Barber regarding the sums produced by the sales of signed copies of "The Story of Oakham School" to the Quatercentenary Appeal.

Special pre-publication offer leaflets, including the original booklet, a reminder and final offer, a note from the Bursar to Parents, a note from the OO Club to Old Oakhamians.

A print out of a press cutting regarding school histories, including "The Story of Oakham School" by John Barber and "Operation Oakham" by John Buchanan.

A press cutting regarding the daily life at Oakham School in the Victorian era and regarding the article "Oakham School 140 years ago" by John Barber published in the Rutland Record no. 3.

A press cuttings from the Rutland and South Lincolnshire Classified regarding the publication of "The Story of Oakham School" by John Barber to celebrate the Quatercentenary of the school.

A press cutting from The Journal regarding the publication of "The Story of Oakham School" by John Barber.

A press cutting from the Stamford Mercury regarding the publication of John Barber's "The Story of Oakham School".

A press cutting regarding two new publications telling the story of Oakham and Uppingham Schools to celebrate the 400th anniversary of their foundation.

A press cutting from the Nottingham Evening Post regarding the publication of "The Story of Oakham School" by John Barber to celebrate the Quatercentenary of the school and the connections with Nottingham.