Criccieth Castle a distant relation of Llywelyn ap Gruffudd, began an uprising against English rule that spread quickly through Wales. Several English-held towns were razed and Criccieth (along with Harlech Castle and Aberystwyth Castle) were besieged that winter. Its residents survived until spring when the castle was resupplied. In the 14th century the castle had a notable Welsh constable called Hywel ap Gruffydd, known as Howell the Axe, who fought for Edward III at the Battle of Poitiers in 1356. The castle was used as a prison until 1404 when Welsh forces captured the castle during the rebellion of Owain Glyndŵr. The
Owain ap Dafydd kept in a cage to ensure there was no means of escape. Order from King Edward I to the Constable of Bristol Castle, October 1305: "As the King wills that Owain son of Dafydd ap Gruffudd, who is in the Constable’s custody in the castle, should be kept more securely than he has been previously, he orders the Constable to cause a strong house within the castle to be repaired as soon as possible, and to make a wooden cage bound with iron in that house in which Owain might be enclosed at night." The exact date and circumstances of