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A collection of photographs and artworks of the school campus and buildings, and pupils and staff.

There is one series dedicated to a large collection of photographic negatives which show the campus, daily life at school, and special events. These cover the period 1978 - 1988.

One series focus on the frescoes painted by Mary Sargant Florence in Old School and is rich in research about the frescoes and the artist.

Photo albums and scrapbooks compiled by members of staff throughout the years.

A blue photo album containing nine photographs of Alex Greenwood in 1932, of Tony Dymock in 1999, the reunion of the class of '83 in 2003, Sarah Bell's weeding in 2001, the OO London dinner in 2002 and the OO Dublin dinner in 2001.

A scrapbook compiled by John Barber from 1954 to 1979 and by Terence Treanor from 1979 to 1994, presented to the O.O. Club by C.H. Falconer. The album contains photographs of and newspaper cuttings related to O.O. Club events and Old Okahmians, their lives at school and after.

A spiral bound scrapbook containing 10 pages of photographs of the filming of "Great Expectations" on Market Place and Chapel Close, showing the set, the actors and Oakham School pupils. With seven additional loose photographs.

A red photo album containing photos of several pupils an staff members, the Chapel, the Opening of Stumps and team photographs.

A blue photo album containing photographs of the opening of Schanschieffs, retiring teachers, sports teams, the school orchestra, Oxbridge entrants, the 50th anniversary of Deanscroft/Haywoods, the Harvest Party, the Row Across Channel challenge, Sports Day and the visit of Garry Kasparov.

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

A letter from Beatrice Townrow thanking David Morgan and the boys for taking photographs of the Queen's visit on Doncaster Close.

A group of photographs, taken by the Photographic Society and David Morgan, of the Royal visit, C.C.F. training, boys walking on campus, the Baths and the archaeological dig on the Castle grounds.