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
Carreg Cennen Castle responsible for the remodelled castle we see today. In early July 1403 Owain Glyndŵr, together with 800 men, attacked Carreg Cennen, but, although inflicting severe damage to the walls, failed to take the castle. It was defended against Glyndwr's forces, who laid siege to it for several months, with Owain himself present, by a man who was to marry one of Glyndwr's daughters just a few years later, Sir John Scudamore of Herefordshire. The damage was repaired in 1409. However, in 1461, during the Wars of the Roses, Carreg Cennen became a Lancastrian stronghold. A Yorkist force subsequently captured the