He was summoned to Parliament between 28 November 1375 and 5 October 1417,[5] and, in the 1370s and 1380s, served as a warden of the Scottish Marches.[1]
In 1384, he led an English force that was defeated by the Scots, under the command of George I, Earl of March, while they were travelling to Roxburgh.[2] Greystoke was captured and taken to Dunbar Castle, where he was provided with a meal in the great hall, served upon his own dining-ware, which had been seized from his baggage train along with hangings that now decorated the walls of the great hall.[2][6] Greystoke's ransom was 3,000 marks,[5] and his younger brother William was his hostage in the exchange.[7] While at Dunbar, William took ill with fever and died.[7] William was buried at the castle, but two years later his remains were moved to Newminster Abbey in Northumberland, where his grandfather Ralph de Greystoke, 1st Baron Greystoke, was buried.[7] Greystoke returned to fight the Scots in 1402 at the Battle of Humbleton Hill in Northumberland.[8]
In the 1390s, "disillusioned" with the reign of Richard II, Greystoke backed the return of the exiled Henry of Bolingbroke, son of John of Gaunt and grandson of Edward III.[1] Greystoke brought his own men to join those of the exile at Doncaster in 1399 and, after Richard II was deposed, with other northern English lords he remained loyal to Bolingbroke, who succeeded to the crown as Henry IV.[9]
They had 11 children according to GENI: Maud de Greystoke, Lady Gainsby; John de Greystoke, 4th Baron Greystoke; Anna de Greystoke; Thomas de Greystoke; Henry de Greystoke; Catharine Greystoke; William Greystoke; Alionora de Greystoke; Joan Bowes; Elizabeth de Greystoke and Ralph de Greystoke.
Geni - Ralph de Greystoke (1353-1418)- Ravensworth
Brother of Alice de Greystoke, Lady Harrington; William de Greystoke; Robert de Greystoke and John Greystoke
Greystoke died on 6 April 1418.[1] At inquisitions following his death, his estate was assessed to include messuages, or "dwelling-houses", and land holdings in Westmorland, Northumberland, and Yorkshire, as well as the manors and castles of Greystoke and Morpeth.[10]
^D. Laing (ed.), Andrew of Wyntoun's Orygynale Cronykil of Scotland, 3 vols (William Paterson, Edinburgh 1872-1879), III (The Historians of Scotland, Vol. IX), pp. 19-20 (Book IX, Chapter 5).