Hundred Years' War (1337–1360) in the context of "Siege of Calais (1346–1347)"

The Caroline War was the second phase of the Hundred Years' War between France and England, following the Edwardian War. It was so-named after Charles V of France, who resumed the war nine years after the Treaty of Brétigny (signed 1360). In this part of the conflict, the Crown of Castile emerges as a supporter of France. The Kingdom of France dominated this phase of the war.

The Black Prince, eldest son and heir of Edward III of England, spent a huge sum of money in order to restore Peter the Cruel to the throne of Castile. The Castilian King was unable to repay him, however, so the Black Prince raised taxes in his domains in Aquitaine. The people's complaints were unheeded, so they appealed to the French King Charles V. In May 1369, the Black Prince received summons from the French king demanding his presence in Paris. The prince refused, and Charles responded by declaring war. He immediately set out to reverse the territorial losses imposed at Brétigny and he was largely successful in his lifetime. His successor, Charles VI, made peace with the son of the Black Prince, Richard II, in 1389. This truce was extended many times until the war was resumed in 1415.

Henry of Grosmont, Duke of Lancaster KG (c. 1310 – 23 March 1361) was an English statesman, diplomat, soldier, and Christian writer. The owner of Bolingbroke Castle in Lincolnshire, Grosmont was a member of the House of Plantagenet, which was ruling over England at that time. He was the wealthiest and most powerful peer of the realm.

The son and heir of Henry, 3rd Earl of Lancaster, and Maud Chaworth, Grosmont became one of King Edward III's most trusted captains in the early phases of the Hundred Years' War and distinguished himself with victory in the Battle of Auberoche. He was a founding member and the second knight of the Order of the Garter in 1348, and in 1351 was created Duke of Lancaster. An intelligent and reflective man, Grosmont taught himself to write and was the author of the book Livre de Seyntz Medicines, a highly personal devotional treatise. He is remembered as one of the founders and early patrons of Corpus Christi College, Cambridge, which was established by two guilds of the town in 1352.