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He worked in London from 1617 to 1622, where he painted portraits of members of the court of James I, including Prince Charles (later Charles II), the Lord Chamberlain William Herbert, 3rd Earl of Pembroke, William Drummond of Hawthornden and Ben Jonson.
In 1468, the castle was part of the estates granted by the Earl of Norfolk to William Herbert, Earl of Pembroke in exchange for lands in the east of England.
He was rewarded with a creation as a Knight of the Garter before the end of that day, alongside George Brooke, 9th Baron Cobham, Thomas West, 9th Baron De La Warr and William Herbert, 1st Earl of Pembroke.
Born in Oakley Park, at Bromfield, Shropshire, into a landed and titled family, she was the daughter of Henry Herbert, 1st Earl of Powis, and Barbara, granddaughter of William Herbert, 2nd Marquess of Powis.
At Eton he was the associate of Sir William Pepys, Henry Hallam, William Frere, William Herbert, and others, who were known as the "literati"; and he contributed to the Musæ Etonenses.
His portrait, and that of his father William, are on display at the National Museum Wales in Cardiff, adjacent to Cardiff Castle which the family owned and occupied for much of the sixteenth century.
He was knighted by Henry VI at Greenwich on 5 January 1453, alongside Edmund and Jasper Tudor, his brother Thomas, William Herbert, Roger Lewknor, and William Catesby.
Her younger brother William Herbert is now Earl of Pembroke.
The first version of Powis House was built in the 1690s for William Herbert, 2nd Marquess of Powis.
He was the son of William ap Thomas of Raglan Castle and Gwladys ferch Dafydd Gam, and the brother of William Herbert, Earl of Pembroke.
He remained in Ireland until the king's flight back to France after the Battle of the Boyne, and settled again at the exiled Jacobite Court at St Germain.
Montgomery was not tried, and in November 1700 was ill at Ghent.
Of their children, Catherine Parr, queen of Henry VIII, and William Parr (afterwards Marquess of Northampton), are separately noticed; while a daughter, Anne, married William Herbert, first Earl of Pembroke of the tenth creation.
Sir Richard Herbert (died 1510), illegitimate son of William Herbert, 1st Earl of Pembroke