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
Pontefract Castle 1st Baron Darcy de Darcy handed over the castle to the leaders of the Pilgrimage of Grace, a Catholic rebellion from northern England against the rule of King Henry VIII. Lord Darcy was executed for this alleged "surrender," which the king viewed as an act of treason. In 1541, during a royal tour of the provinces, it was alleged that King Henry's fifth wife, Queen Catherine Howard, committed her first act of adultery with Sir Thomas Culpeper at Pontefract Castle, a crime for which she was apprehended and executed without trial. Mary, Queen of Scots was lodged at the castle