This series relates to College House, the pupils who lived there and the history of the building.
College House was built c.1320 and used to be a priest’s house for clergy sent to the town by Westminster Abbey. Oakham School bought College House from the Church in 1736. It served as the school’s Sanatorium until 1965, when College House was then converted into a boarding house for a dozen potential Oxbridge candidates.
In 1971, College House became the first girls’ boarding house. In 1982, it was converted to be used as a Seventh Form Study Centre.
Since 2007 College House has been converted into offices. The Foundation and Marketing moved in and the Senior Deputy Heads use the wing as their private residence. The Barber Rooms, housing the School Archives, opened in 2010 on the first floor and the Old Oakhamian Club is now on the ground floor.

This sub-file contains photographs of Clive Coombes in the C.C.F. in the 1970s.

A photograph of 'C' Flight at a R.A.F. summer camp in Shawbury in July 1978.

This sub-series focuses on photographs of boys, living in Junior House/Chapmans since its inception. The bulk of the collection gathers photographs from the 1950s to 1980s.

A photograph of the R.A.F. contingent at Shawbury in 1982.

A list of pupils' names on three photographs: the 1984 Rugby team, the 1984 Chapmans house photograph and the 1985 Chapmans photograph.

This sub-series contains various items related to Junior House/Chapmans. The bulk of the sub-series is informal photographs of everyday life in the boarding house in the 1950s/1960s.

A letter from the Headmaster Graham Smallbone to Dermot Gilvary, Head of Drama, regarding some décor being nailed to the woodwork in the Shakespeare Centre and proper use of the building.

A note from the Headmaster Graham Smallbone to Heads of Departments regarding the upcoming Guest Night dinner on 02 October 1987 to celebrate the opening of the Barraclough, enclosing an invitation card and a list of the guests.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the Winter term 1988, including concerts, Drama performances, Non-Uniform Day and various houses events.