Some childhood memories of the castle in the early years of the 20th century appear in Enemies of Promise by the writer Cyril Connolly, whose mother was one of the Vernon family.
Notable winners, both from St Cyprian's, included Dyneley Hussey (1905) and Cyril Connolly (1916), with his colleague Eric Blair (George Orwell) in second place.
Billy Connolly | James Connolly | Cyril of Alexandria | Cyril Wecht | Cyril Ramaphosa | Saints Cyril and Methodius | Cyril Clarke | Cyril | William E. Connolly | Maureen Connolly | Cyril Scott | Cyril Newall, 1st Baron Newall | Cyril Connolly | Cyril Bibby | Dublin Connolly railway station | David Connolly | Cyril Ritchard | Cyril Davies | Bob Connolly | Patrick Connolly | John Cyril Porte | Cyril Walsh | Cyril Toumanoff | Cyril Smith | Cyril Lowe | Cyril Hanouna | Cyril E. King Airport | Bishop Connolly High School | Ss. Cyril and Methodius University of Skopje | Sarah Connolly |
The Journal is perhaps influenced by Cyril Connolly's The Unquiet Grave in this respect, although it modifies Connolly's use of the "commonplace book" technique - itself perhaps borrowed by Connolly from George Gissing's The Private Papers of Henry Ryecroft - to produce a more traditional narrative.
The contemporary British novelist William Boyd has identified Gerhardie, along with Cyril Connolly, as key inspirations for the central character (the writer Logan Mountstuart) in his 2002 novel Any Human Heart.
Orwell headed the school prize list in 1916 with Classics, while Cyril Connolly won the English prize, Cecil Beaton won the drawing prize, Walter Christie won the history prize and Rupert Lonsdale won the scripture prize.