Princes of Powys Wenwynwyn
- 1160–1195 Owain Cyfeiliog married dau. of Owain Gwynedd and abdicated in 1195.
- 1195–1216 Gwenwynwyn ab Owain
Gwenwynwyn seized the cantref of Arwystli in 1197 when he was aligned with England. Following the marriage of Llywelyn the Great and Joan of England in 1208, warfare broke out once more between Gwenwynwyn and Llywelyn. In 1212 Gwenwynwyn's ancient royal seat at Mathrafal was destroyed and he was evicted from his territories. He changed allegiances again and was restored to his realm in 1215 making a new capital at Welshpool. In 1216 he was defeated in battle with the forces of Llywelyn and fled to England, where he died shortly afterwards. He was succeeded by his son.
- 1216–1286 Gruffydd ap Gwenwynwyn
Gruffydd ap Gwenwynwyn was forced to submit to Llywelyn Fawr in 1216. Like his father he repeatedly switched allegiances and was invested with the lordships of Arwystli, Cyfeiliog, Mawddwy, Caereinion, Y Tair Swydd and Upper Mochnant by Henry III of England in 1241.
Gruffydd ap Gwenwynwyn married Hawise daughter of John Le Strange of Salop in 1241. He transferred his allegiance back to Llywelyn ap Gruffydd in 1263 before returning to England's protection again after 1276 following a failed plot to murder Prince Llywelyn in collusion with his rival's own brother, Dafydd ap Gruffydd. His forces commanded by his son Owen mobilised during the Welsh War of 1282–1283 with those of John Le Strange and Hugh le Despenser and it was their soldiers who ambushed and killed the last native Prince of Wales near Builth on that fateful day in 1282.
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