A fictionalised Winchester appears as "Wintoncester" in Hardy's "Tess of the d'Urbervilles" (1891).
Winchester je delno model za "Barchester" v "Barsetshireu" romanih Anthonyja Trollopela, ki so hodili na Winchester College; "The Warden" (1855) naj bi temeljil na škandalu v bolnišnici St križa.