This series focuses on Round House pupils and staff since its opening in 1972 as the first purpose-built girls' boarding house. Most of the series is made of photographs, house photographs as well as more informal photographs focussing on house events.

This sub-series is related to various photographs of Round House girls since 1974. It shows the girls in more informal events, such as Non-Uniform day, Leavers' balls, and various house events.

This series focuses on Talbots House pupils and staff. Talbots was a Day Girls' house from 1972 to 1997 when the girls were transferred to Gunthorpe and Hambleton. Most of the series is made of photographs, house photographs as well as more informal photographs.

This sub-series is related to the activities of the Oakham School Charities Association. The various files contains photographs of events, programmes and posters advertising those events, reports and detailed accounts of money raised to support charities.

A report from Rev John Darrall on the history of the Oakham School Charities Association and listing all the events organised by the school, houses and individuals to raise money in aid of various causes.

A short report from Rev John Darrall to be used in the termly letter and at the School assembly on the charity events organised during the Winter term 1987.

A letter to Old Oakhamians detailing the history of the Oakham School Charities Association and the first events, sponsoring and fund raising organised by the school and OOs.

A cuttings book (A) with various photographs of the girls and staff of Ancaster House, between 1988 to 2006, including a sponsored swim in 1988, a non-uniform day, a Christmas Party, interthouse netball matches, two orders of services in memory of Diana Ridley and Henrietta Lea, and Sports Day photographs. The book contains four loose items: three poster advertising the performance of three girls in the Globe Theatre (B to D), and a programme for the 2001 production of 'Macbeth' (D).

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.

An end-of-term summary from Rev John Darrall on the charity events organised during the Winter term 1988.