In 1053, Duke William came to Cherbourg with his wife Matilda and founded a canons' monastery in accordance with a vow.
The Anglo-Norman state created in 1066 after William's victory at Hastings was a decisive factor in the development of Cherbourg with its exceptional geographic position in the heart of this state.
In 1145, William the Conqueror's granddaughter, Matilda, acquired land in the parish of Equeurdreville (La Croûte du Homet) on the approximate site of the modern Cherbourg Arsenal. She ordered the construction of an abbey dedicated to the Holy Virgin, whose cult was in full expansion at the time, the Abbaye du Voeu, of which important remains still stand.
The Anglo-Norman State - or Plantagenet State - was then at its peak and occupied a large part of Western Europe, from Scotland to the Pyrenees.
In 1204, the King of France, Philip-Auguste, making the most of feudal legal quibbles, took control of Normandy. Franco-English relations deteriorated towards the end of the 13th century. The English carried out a raid on Cherbourg, sacking the Abbaye du Voeu, the first in a long series of depredations, and set fire to the town. Only the castle held firm.
Towards 1300, King Philippe IV le Bel had fortifications built. They would subsequently be rebuilt and consolidated several times, thus making Cherbourg impregnable.
In 1337, the Hundred Years War began. Cherbourg became a strategic trump card. During the conflict, the town changed sovereign six times. In 1354, the King of France offered it to his future son-in-law, Charles de Navarre, who ceded it to the English in 1378. In 1394, the son of Charles de Navarre took back the town and exchanged it with the King of France for the Comté of Nemours. Then, in 1418, Cherbourg had to surrender to the English and didn't become French again until 1450, following a financial agreement.
Little by little, the town lost the importance that it had acquired during the Franco-English conflict.
The end of the 16th century saw the outbreak of the Wars of Religion. In 1563 and in 1574, the Protestants of Normandy, with the Count of Montgomery at their head, tried to capture Cherbourg but the town was victoriously defended by Jacques de Matignon whose descendants subsequently governed Cherbourg until the middle of the 18th century.