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
Croft Castle of Wigmore and later Ludlow. The Battle of Mortimer's Cross took place on Croft lands nearby in 1461. The present building originated as a castle in the 14th century and has been much altered since. It was the home of a John Croft who married one of Owain Glyndŵr's daughters. In the 15th century the Croft family adopted the Welsh Wyvern crest, a wounded black dragon, seen as a subtle allusion to their Glyndwr heritage. Croft Castle was restored after slighting in the Civil War. It now consists of a stone quadrangular manor house with a small castellated round tower