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This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

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 sub-series is made of various informal photographs of the boys in Deanscroft, especially in the 1960s. It also contains items related to the 50 years Anniversary celebration of Deanscroft & Haywoods House, including a tie designed for the special occasion.

Bound copy of several Oakhamian Magazine; hard, black and red cover

Magazine celebrating the School Quatercetenary, stappled; photographs of the Royal Visit on the cover; 44 pages; contents: 1984 - A Personal View, A Backward Glance, Main Events, Summer Term Festivities, The Royal Visit, other Opening Ceremonies

A photograph of the guests, staff and former staff, attending the celebration of the 50 years of Deanscroft/Haywoods in 1998.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of a girl and a boy and a bust on the cover; contents: News, Features, Academic, Trips and Tours, Performing Arts, Pastoral, Community Activities, Staff News, Sport, Beyond Oakham, Old Oakhamian, Foundation ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

A guest list and a photograph of the Deanscroft-Haywoods transfer and the Deanscroft 50 years anniversary.