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An almost complete collection of the School's magazines dating from 1884.

This sub-series relates to Remembrance services held in the Chapel or other churches in Oakham.

This series focusses on staff leavers, including list of staff changes, invitations to Leavers' events and booklets celebrating staff's time at Oakham School

This series focusses on obituaries, tributes and memorial services in memory of staff, teachers and their family.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 156 Pages; Contents for the Oakhamian: The Headmaster writes, Read All about it, New Faces, A Year in Pictures, A Coronavirus Challenge, Academic, Performing Arts, Trips & Tours, Community, Activities, Sport, Beyond Oakham. Contents for the OO Club Magazine: News, Alumni Interview, Dairy Good, 1584 Society, Frank & Stuart, Nursing the coronavirus frontline, OO Entrepreneurs, Memories of Oakham, Pet Names, Obituaries.

This series relates to the History of Shooting at Oakham School. The collection is made of team photographs, score books and ephemera relating to successes at Bisley. The collection spans from the 1950s to 1980s.

This series relates to Junior Day girls of Ancaster. The house was built in 1974, as part of the new Jerwoods Campus for the Lower School. Most of the collection is made of the House photographs since the first year of Ancaster, as well as informal photograph of the girls in house events and sports competition.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

This sub-series focuses on photographs of boys in School House since the 1940s.

This sub-series focuses on photographs of the Junior Boarding boys of Sargants House. The collection is complete from 1966 to 2010, missing only the years 1970 and 2009.