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This collection highlights the achievements of Old Oakhamians after they have left Oakham School.

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 series focuses on Wharflands pupils and staff since its opening in 1920. Most of the series is made of house photographs, various photographs of Housemasters and administration documents.

This sub-series focuses on photographs of boys, living in Wharflands since its inception in 1920. The bulk of the collection gathers photographs from the 1960s to 1980s.

This sub-file contains post cards related to the building and dedication of the War Memorial Chapel. Three post cards show the service of the laying of the foundation stone on Speech Day 1924. Four post cards show the dedication service on 29 October 1925. All post cards were published by Heawood & Son.

This sub-series is related to services held in the School Chapel since the laying of the Foundation stone in 1924.

A blank post card showing the boys and staff gathered around the foundation stone on Speech Day in 1924, published by Heawood & Son, Melton Mowbray and Oakham.

This photographic series focuses on the history of the chapel since the laying of the foundation stone. It documents its building and opening, services held in the Chapel and objects used in everyday services.

A blank post card showing the Dr Theodore Woods, Bishop of Winchester, laying the foundation stone on Speech Day, in 1924. The post card was published by Heawood & Son, Melton Mowbray and Oakham.

This sub-series contains photographs of the exterior and interior the School memorial Chapel throughout the years. The earliest photographs showed the chapel being built in 1924-1925.