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 Cyfeiliog his court following a raid in 1155 to free his brother Meurig from prison in Maelor. The mission accomplished, Owain calls for the drinking horn to be passed to each member of his bodyguard in turn, with words of praise for each one. There is a more sombre note when he remembers two of his men who fell in the fighting and grieves for their loss. The poem's most recent editor, Gruffydd Aled Williams, has suggested that the poem was actually written by Cynddelw Brydydd Mawr, the preeminent Welsh court poet of the century, perhaps in collaboration with Owain. Owain