Hubert de Burgh was granted the three castles of White, Skenfrith and Grosmont in the Welsh Marches by King John.

William de Braose, King John's favourite, was granted the three castles of White, Grosmont and Skenfrith.

While Hubert de Burgh was defending the castle at Chinon and then later in captivity, King John back in England gave orders for his land to be taken back. By the end of the year the order was given to transfer ownership of the tree castles Skenfrih, Grosmont and Llantilio (White Castle) to William de Braose.

Hubert de Burgh improved the defences at Grosmont Castle, including the gatehouse and towers.

When Hugh de Burgh fell from grace, he lost control of the important Monmouthshire castles of White, Grosmont and Skenfrith.

Henry III's army was camped at Grosmont Castle when they were attacked in the night by a force of Welsh and English rebels. Several of Henry's supporters were captured and the castle was returned to Hubert de Burgh, one of the rebels.

King Henry III granted his eldest son Edward areas of land including Crown lands in Wales, Ireland, the Channel Islands and Gascony. He was also given cities such as Bristol, Stamford and Grantham.These areas were on the edge of Henry's lands and the idea was to give Edward experience of governing lands of his own before becoming king. Edward was granted the three castles in the Marches, Skenfrith, White and Grosmont.

English forces fought and defeated Welsh forces in two battles at Grosmont and Usk. Sir John Talbot defeated Glyndwr at Grosmont and Prince Henry forced the Welsh to flee at Usk. Glyndwr's eldest son was captured at Usk and sent to the Tower of London where he died.