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A letter and 67 photographs taken in the 1960s by the Photographic Society and David Morgan.

Four pages (A to D) from a 1919 photo album, with captions below the photographs. Contents: Main entrance (School House), pupils after school fire, 1919; 'Tudor House' in Boughton; Rugby 1st XV, 1919; Burleigh gardens and pond; Old Hall and the quad; A cricket match; Lord French inspecting the cadets; St John's College; pupils in the quad; the Long Dormitory boys; a dog; Coates, 1919; pupils at the baths; Burleigh woods and hill; Market Place; F.C. Dwyer; Cricket 1st XI, 1919; The Rectory; C.F. Bayley.

A group of photographs of the interior of Old School, including some of the frescoes, and a letter regarding Mary Sargant Florence's life and work.

A list of School buildings and their dates of construction and contractors compiled by R.E.M. Thomas, School Marshal, and other town buildings. Two pages A and B.

A letter from R.D. Dudley, Under-Sheriff of Rutland, to the Headmaster Graham Smallbone regarding The Honourable Mr Justice Owen attending the Court Opening in the Castle in January 1992, a service and the participation of the choir. Two pages A and B.

A letter from Bryan Waites, Honorary Editor of The Rutland Record Society, to the Headmaster Graham Smallbone regarding celebrating the 450th anniversary of the birth of Archdeacon Robert Johnson.

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.

A letter from Michael Stevens to the Headmaster Dr Joe Spence thanking him for a splendid day at the C.C.F. Biennial Inspection on 5 May 2006.

A photograph of the Boarding boys in Peterborough House in the academic year 1994-1995 under the Housemaster Brian Welford. Names of the pupils and staff are written below.

A letter from David congratulating John Barber on his book.