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This series focuses on the Day girls' house of Hambleton, founded in 1997. The main items are informal photographs of house events and house diaries, planning and detailing the house routine throughout the years.

A letter from the Headmaster Richard Bull to Parents regarding the Parent/Teacher Committee, School rules for boarders and day pupils, arrangements for C.C.F., and future term dates.

A letter from the Headmaster, John Buchanan, to Parents regarding the events of the Spring term 1958, including the hockey season, the works on the Sargant Laboratories, the raising of the minimum age of boarding and Speech Day. Two pages A and B.

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

A letter from the Headmaster Tony Little to Parents regarding a review of the Winter term 2001. Contents: Achievements in Music and Drama; Debating; Sports; International Baccalaureate; Staff; Road Safety; E-mail; Next term.

A letter from the Headmaster Tony Little to Parents regarding a review of the Summer term 2001. Contents: Speech Day; Sporting achievements; Trips; Examinations results; Curriculum and Subject choices; Changes of Staff; Beginning of term dates; Dates further into the future.

A letter from the Headmaster Tony Little to Parents regarding a review of the Summer events, before the start of Winter term 1999. Contents: Timings of the first day of term; Expeditions; Maintenance work; Public Examination Results.

A message from the 49th (West Riding) Infantry Division to Oakham School C.C.F. congratulating the shooting team in winning the Kinder trophy and coming third in the Ashburton Competition at Bisley.

This sub-series contains letters to the C.C.F. and Shooting team. The whole collection of letters is relating to the School's success at Bisley in 1964.

This series relates to the History of Shooting at Oakham School. The collection is made of team photographs, score books and ephemera relating to successes at Bisley. The collection spans from the 1950s to 1980s.