A letter from Robert Fellowes, in service to the Queen at Buckingham Palace, to Richard Bull thanking the Headmaster, the school staff and pupils on behalf of The Queen and The Duke of Edinburgh for the visit and the celebrations of the Quatercentenary, and thanking John Barber for a copy of his book "The Story of Oakham School".

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 letter from the Headmaster Tony Little to Parents regarding the responses of a questionnaire sent to parents in 1997. Two pages A and B.

A letter from the Headmaster Tony Little to Parents reviewing events of Spring term 2000. Contents: School rules; Music, Drama; Debating; Physics Olympiad; Sports achievements; Future dates.

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 newssheet from the Headmaster Richard Bull listing the achievements and events of the Spring term 1984.

A letter from the Acting Headmaster Michael Stevens to Parents regarding the term's sports achievements, Music concerts, Drama news and the influenza vaccination.

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.

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.