The Battle of Grosmont took place in 1405 during the Glyndwr Rising and formed part of the wider Welsh rebellion led by Owain Glyndwr. Glyndwr's trusted ally and captain Rhys Gethin raised a force of perhaps 8,000 men who marched on Grosmont, burning the town to the ground. At the time, Grosmont was a large and important settlement, surpassed in size in all of South Wales only by Abergavenny and Carmarthen, making its destruction a significant blow.
Prince Henry, who would later become King Henry V, dispatched a force from Hereford to intercept the Welsh army. This force comprised men led by John Talbot, 1st Earl of Shrewsbury, Sir William Newport, and Sir John Greynder. They fell upon the Welsh forces and defeated them decisively, killing between 800 and 1,000 men. Among those captured were Owen ap Gruffydd ap Rhisiant, Glyndwr's Secretary, and John Hanmer, Glyndwr's brother-in-law; both survived the battle but were subsequently imprisoned in the Tower of London.
The battle at Grosmont was followed in May 1405 by the Battle of Pwll Melyn, with historian R. R. Davies placing Grosmont in March of that year. The Welsh rebels who survived Grosmont were attempting to regain momentum in the North Gwent area when the second defeat came, and their heavy losses at Grosmont made the casualties sustained at Pwll Melyn all the more damaging to the rebellion's prospects in south-east Wales.
Rhys Gethin led a Welsh force of perhaps 8,000 men to Grosmont, burning to the ground one of the largest towns in South Wales, only for Prince Henry's commanders John Talbot, Sir William Newport, and Sir John Greynder to fall upon them from Hereford, slaying between 800 and 1,000 Welsh fighters and capturing Glyndwr's own Secretary and brother-in-law, both of whom were sent to the Tower of London.
800 to 1,000 Welsh killed; Owen ap Gruffydd ap Rhisiant and John Hanmer captured
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