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This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

Staff and Trustees list and school roll per forms, including successes at the Royal Drawing Society Exam and Oxford and Cambridge examinations. Items A to E

Staff and Trustees list and school roll per forms, including successes at the Royal Drawing Society Exam and Oxford and Cambridge examinations. Cover detached from the booklet. Items A to E

A roll call of the summer term including names of trustees, teachers, upper, middle and lower school, and prizes given out for subjects and awards. Items A to E

A prospectus including list of Trustees and staff. Contents: Subjects, Upper School, Lower School, Examinations, Boarding Houses, Library, Games, Extras, Terms, Holidays, Infectious disease, Scholarships, Exhibitions and Prizes. Items A to C

A prospectus for the school including names of trustees and staff, information on the school, boarding, the library, societies, terms, holidays, health, scholarships and prizes. Items A to C

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.