This file focusses on letter sent by Dr John Doncaster, Headmaster of Oakham School, regarding some pupils and staff matters. File dates from the first half of the 19th century.

A modern transcript of a letter from William Spicer Wood, Headmaster of Oakham School, and Edward Thring, Headmaster of Uppingham School, addressed to the Governors of both schools regarding the relation between schools and their future as separate institutions.

A letter (B) from General Sir Henry Ponsonby to James Hawthorn, acknowledging the receipt of the petition addressed to the Queen from the prefects of Oakham School on her 50th anniversary. And the original envelop (A), with seal and post stamps.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

This file focusses on letters written or received by Walter Lee Sargant.

This series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.

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.

A letter (A) from Rev Austin Boggis to the Headmaster, John Buchanan, regarding organising the Chaplain's conference at Oakham School in 1961. Enclosed is a programme (B) for the 1960 Retreat and Conference of Schoolmasters in Holy Orders, held on 12-15 September at St Lawrence College, Ramsgate..

A letter from Rev Austin Boggis to the Headmaster John Buchanan regarding possible dates for the 1961 Retreat and Conference of Schoolmasters in the Holy Orders to be held at Oakham School, and some details of the programme.

A letter from the Headmaster, John Buchanan, to Rev Austin Boggis regarding possible dates for the 1961 Retreat and Conference of Schoolmasters in the Holy Orders to be held at Oakham School.