A poster advertising the School's charity golf day and BBQ event held at the Stapleford Park Golf Course in aid of the Matt Hampson Foundation.

A calendar for Hope HIV signed by notable Old Oakhamians.

This sub-series related to various conference and lectures organised at Oakham Schools and inviting other schools to attend.

Recollections, a letter and a photograph related to life at Oakham School during the Second World War.

An account of John Good's time at Oakham School and the changes that occurred during the Second World War. The account spreads over two chapters and the pages are numbered A to I.

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 Winter term 1887 (published in Spring term 1888). Contents: The Concerts; The Unemployed of Ancient Rome; A Lycée at Caen; Cricket in its earliest forms; Notes on a Wimbledon Meeting; My First School; Football; Correspondence; School Notes. Nine double-pages A to I.

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 Winter term 1909 (published in Spring term 1910). Contents: Editorial; School Notes; The Concert; Lectures; The Old School Frescoes; "Rondeau"; Football; Balance Sheet - Games Fund - 1909. Seven double-pages A to G.

The Old Oakhamian Magazine, published in May 1995. Contents: Vintage 1905 - A Very Good Year; Two Long Standing Members of the O.O. Club; O.O. News; Marriages, Births, Engagements & Deaths; Obituaries; School Games; O.O. Day.