The Battle of Castillon, the last engagement of the Hundred Years' War, ended with the English losing all holdings in France except the Pale of Calais.

The Battle of Castillon was a battle between the forces of England and France which took place on 17 July 1453 in Gascony near the town of Castillon-sur-Dordogne. On the day of the battle, the English commander, John Talbot, 1st Earl of Shrewsbury, mistakenly believing that the enemy was retreating, led a relatively small advance force of his army in an attack on a strongly fortified French encampment without waiting for reinforcements. Talbot then refused to withdraw even after realising the strength of the French position, allowing the French artillery to successively obliterate his piecewise reinforcements as they arrived. Castillon was the first major European battle won through the extensive use of field artillery.

The Hundred Years' War was a conflict between the kingdoms of England and France and a civil war in France during the Late Middle Ages. It emerged from feudal disputes over the Duchy of Aquitaine and was triggered by a claim to the French throne made by Edward III of England. The war grew into a broader military, economic, and political struggle involving factions from across Western Europe, fuelled by emerging nationalism on both sides. The periodisation of the war typically charts it as taking place over 116 years. However, it was an intermittent conflict which was frequently interrupted by external factors, such as the Black Death, and several years of truces.

The Pale of Calais was a territory in northern France ruled by the monarchs of England from 1347 to 1558. The area, which centred on Calais, was taken following the Battle of Crécy in 1346 and the subsequent Siege of Calais, and was confirmed at the Treaty of Brétigny in 1360, in the reign of Edward III of England. It became an important economic centre for England in Europe's textile trade centred in Flanders.