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A School list of staff and pupils for the Summer term 1915. Contents: Trustees; Teachers; Forms VI to I; Honours List; List of Exhibitions and Prizes gained during the year; Royal Drawing Society.

A fixture card for the 1887 cricket season.

A blank post card showing Masters and clergymen in the School House quad in 1925, probably going to the dedication service of the Chapel. The post card was published by Heawood & Son, Melton Mowbray and Oakham.

A book compiling the minutes of the Trustees' Financial Committee meetings.

A bound copy of several Oakhamian Magazines from 1884 to 1887. Inside the cover is a library sticker with the code 8JNX.

Oakham School Magazine, recording the Summer term 1893 (published in Winter term 1893). Contents: Editorial; School Notes; Marriages; The Ancient Home of the Hattons; On the Broads; Tits; Dominica; Cricket.

Oakham School Magazine, recording the Spring term 1890 (published in Summer term 1890). Contents: Early Rising; Four Months at Sea as an Apprentice; Jackdaws; Further Reminiscences of the late General Field; Poetry; The Athletic Sports; Entertainments; Debates; Library; Paperchases; Football; School Notes. Nine double-pages A to I.

Oakham School Magazine, recording the Summer term 1890 (published in Winter term 1890). Contents: Speech Day; The Speech Day Sermon; Four Oakham men afloat; Newstead Abbey and Park; Western Australia; Poetry; Cricket; School Notes. Eleven double-pages A to K.

Oakham School Magazine, recording the Winter term 1890 (published in Spring term 1891). Contents: The Concerts; Lutterworth; Golf; A Visit to the Post Office; Poetry; Western Australia; Paperchases; Old Oakhamian Club; Entertainment; Football; School Notes. Nine double-pages A to I.

Oakham School Magazine, recording the Summer term 1891 (published in Winter term 1891). Contents: Editorial; School notes; Speech Day; The Brocken; Palmistry; Proverbs; Poetry; Old Oakhamian Club; Balance sheets; In Memoriam; Swimming Sports; Cricket; Correspondence. Nine double-pages A to I.