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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 document showing the various charities that Oakham School raised money for between September 2017 and Spring term 2019. Also includes amounts.

A list of Trustees, Old Oakhamians, Parents of present boys and Personal friends who raised the Sargant Presentation Fund in order that an organ might be placed in Oakham School Memorial Chapel. The book was presented to Walter Lee Sargant by Colonel Sir Herbert Bryan on 26 July 1930 when the organ was dedicated. Thirteen pages A to M.

A programme for Rushebrookes Summer Concert in aid of The Orphanage at Tatarai, Romania, with list of the musical numbers and performers.