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A wooden shield awarded by Rotary Club of Rutland at the Rutland Debating Festival in memory of P.P. 'Pop' Westmoreland. The shield has one central medallion and nineteen small metal medallions, nine of which are engraved with the wining school and year. Oakham School won in 1987, in 1992 and in 1995. Other winners are Uppingham Community College, Uppingham School, Vale of Catmose College and Casterton Community College.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of the Chamber Choir singing at the School Choir of the Year Competition on the cover; contents: News, Feature, Academic, Trips And Tours, Performing Arts, Cover Story, Pastoral, Community Activities, Staff News, Sport, Beyond Oakham, Old Oakhamian, Foundation, The OO Interview; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of a boy rock-climbing in Wales on the cover; contents: News, Academic, Trips and Tours, Performing Arts, Pastoral, Activities, Cover Story, Sport, Staff News, Old Oakhamian; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 163 pages; a photograph of five girls performing Five Women Wearing the Same Dress on the cover; contents: Features, Academic, Performing Arts, Cover Story, Trips and Tours, Pastoral, Sport, Staff News, Old Oakhamian; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 131 pages; a photograph of pupils rafting in Borneo on the cover; contents: News, Features, Academic, Performing Arts, Trips and Tours, Cover Story, Pastoral, Community Activities, Sport, Staff News, Beyond Oakham, Old Oakhamian, Foundation, The OO Interview; with various photographs of staff, pupils, house events, plays, sports, trips, buildings