Berkhamsted Castle was taken prisoner at the Battle of Poitiers. When the Black Prince fell ill following his campaigning in France, he retired to Berkhamsted and died there in 1376. Richard II inherited Berkamsted Castle in 1377; initially the use of it was given to his favourite, Robert de Vere and, after de Vere's fall from power and exile in 1388, to John Holland. Henry IV lived in the castle after he deposed Richard in 1400, and he used the property to detain rival applicants to the throne. During this period Geoffrey Chaucer, later famous for his "Canterbury Tales", oversaw renovation work
Richard II of England have been described by historians as Richard's "tyranny". In 1399, after John of Gaunt died, the king disinherited Gaunt's son, Henry of Bolingbroke, who had previously been exiled. Henry invaded England in June 1399 with a small force that quickly grew in numbers. Although he initially claimed that his goal was only to reclaim his patrimony, it soon became clear that Henry intended to claim the throne for himself. Meeting little resistance, Bolingbroke deposed Richard and had himself crowned as King Henry IV. Richard died in captivity in February 1400; he is thought to have been starved to death, although