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A programme for an amateur performance given by the students to celebrate the opening of the new buildings of Oakham Grammar School on 8 September 1858.

A School list of staff and pupils for the Summer term 1902. Contents: Trustees; Teachers; Forms VI to I; Successes since Midsummer, 1901; Oxford & Cambridge Board, 1902; Royal Drawing Society. Five double-pages A to E.

A roll call for School House, Mr. Scriven's, Mr Williams', Bank House and the Day Boys in Winter term 1887. One name has been hand-written in Form VI.

Order of service for a memorial service for Walter Lee Sargant in the School Chapel on 22 September 1956.

Oakham School Magazine, recording the Summer term 1884. Cover with contents: Introduction, The Tercentenary, The Tercentenary Services, Extract from the Bishop's Sermon, A Drive through Delhi, Poetry, Cricket, Correspondence, School Notes. Ten sheets A to J. This is the first issue of the School Magazine. It was published in the Winter term 1884.

Oakham School Magazine, recording the Spring term 1886 (published in Summer term 1886). Contents: Compulsory; A Strange Experience; Lent Races at Cambridge; Guernsey; Poetry; The Last Evening; The Debates; The Paperchase; The Sports; Football; School Notes. Eight double-pages A to H.

Oakham School Magazine, recording the Summer term 1888 (published in Winter term 1888). Contents: The Speech Day; Organ recital; The Italian Exhibition; Bound for Australia; Handel; Old Oakhamian Club; 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 Spring term 1897 (published in Summer term 1897). Contents: Editorial; School Notes; In Memoriam; The late Bishop of Hereford; German Duels; The Debating Society; The Sports; The Cross-Country Race; Cricket; Correspondence. Nine double-pages A to I.

Oakham School Magazine, recording the Summer term 1897 (published in Winter term 1897). Contents: Editorial; School Notes; Old Oakhamian Club; In Memoriam; Prize Day; Cricket; Correspondence. Nine double-pages A to I.