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A photograph of five girls outside Rushebrookes house, going on a 5km Charity house in 2018. The walk took place throughout the longest night of the year but this photograph shows the girls who were unable to do it on the set date and did it at a later day with the Housemistress, Tessa Drummond.

A weekly duty rota planner for the year 2020-2021.

A Lent term bill for B.G.S. Donald at Junior House for pocket money, book account, carpentering, clothes, stamps and other.

A photograph of Stevens House, staff and pupils, in 1992-1993, with a house list stuck at the back. The photographs was owned by Rev Terence Treanor, a Tutor in Stevens.

An account book recording costs per pupil in the boarding houses and expenditures such as food, laundry, fuel and oil, gardens and general maintenance, from Autumn term 1949 to 1967.

A small passport photograph of Elizabeth Baker at the start of 1994 Winter term in Stevens House.

A prospectus promoting studying at Oakham School in the 1930s. Contents: Staff; Admission; Work; Fees; Optional Payments; Absence & Remission of Fees; Health; Entrance Scholarships; Other Scholarships & Exhibitions; Buildings; Boarding Houses; Holidays & Hours; Games & Hobbies; School Societies; Expenses; Clothes List.

A prospectus promoting studying at Oakham School in 1942. Contents: Trustees & Staff; Foundation & History; The School today; Situation & Surroundings; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, The Junior House; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; O.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Nine double-pages A to I. Enclosed is modifications to the clothes list due to Rationing in July 1941 (J).

A list of the Chapel Choir members for the Winter term 2020. The item was pinned on Rushebrookes house' notice board.