Sir Henry Guildford (1489–1532) was an English people courtier of the reign of King Henry VIII, master of the horse and comptroller of the royal household.
He had been a childhood companion and Cup-bearer of Henry, Duke of York and thus when the Duke acceded to the throne as Henry VIII, Guildford was a young man of twenty, and a favourite with the new king.
On 18 January 1510 he and his half-brother, Sir Edward, formed two of a company of twelve in a performance described by Edward Hall, got up for the amusement of the queen. Eleven of them impersonated Robin Hood and his men, and with a woman representing Maid Marian surprised the queen in her chamber with their masque. Next year, on Twelfth Night, he was the designer of the pageant with which the Christmas revelries concluded: a mountain which moved towards the king and opened, and out of which came morris-dancers.Janette Dillon, 'Shakespeare and the Masque', Shakespeare Survey, 60: Theatres for Shakespeare (Cambridge, 2007), pp. 68–70.
At the tournament next month, held in honour of the birth of a prince, he signed the articles of challenge on the second day.Tara Alison Walker, 'The Westminster Tournament Challenge (Harley 83 H 1) and Thomas Wriothesleys Workshop', eBLJ (2011), Article 9, p. 3: Henry Ellis, Original Letters Illustrative of English History, series 2 vol. 1 (London, 1827), p. 183. Immediately afterwards he went with Lord Darcy's expedition to Spain against the Moors, where the English generally met with such a cool reception; but he and Sir Wistan Browne remained a while after their countrymen had returned home, and were dubbed knights by Ferdinand at Burgos on 15 September 1511. Early next year they had both returned, and received the same honour at the hands of their own king at the prorogation of the parliament on 30 March 1512. Hitherto he had been only squire of the body, a position he seems still to have retained along with the honour of knighthood. He was also a 'spear' in the king's service, and as of 29 March 1510 he had a grant of the wardship of Anne, daughter and heiress of Sir John Langforde.
On 3 December, he was appointed bailiff of Sutton Coldfield in Warwickshire, and keeper of Sutton Park; on the 24th constable and doorward of Leeds Castle, and keeper of the parks of Leeds and Langley in Kent.
He commanded a hundred men when he passed out of Calais on 30 June. He and Sir Charles Brandon had five shillings a day each as joint captains of the Sovereign, in which posts they crossed the English Channel.
At the winning of Tournai he was created a knight-banneret,William Arthur Shaw, The Knights of England, 2 (London, 1906), p. 31. and as master of the revels he celebrated the victory by an interlude, in which he himself played before the king.
In 1519, he received two letters from Erasmus in praise of the court of Henry VIII. Next year he attended the king as Master of the Horse to the Field of the Cloth of Gold,John Gough Nichols, Chronicle of Calais (London: Camden Society, 1846), p. 21. and also to the meeting with the Emperor Charles V at Gravelines. On 12 February 1521 he had a grant of the custody of the manor of Leeds in Kent, and of the lordship of Langley, near Maidstone, for forty years.
In May 1521, he was one of the justices both in Kent and in Surrey before whom indictments were found against Edward Stafford, 3rd Duke of Buckingham. Next year, on 24 April, the duke's manor of Hadlow in Kent was granted to him. In the autumn of 1521 he accompanied Thomas Wolsey to the Calais conferences, but on 21 September Richard Pace wrote to the cardinal to send him and Francis Brian home, as the king had few to attend him in his privy chamber.
In May 1522 he went again in Wolsey's train to meet the emperor at his landing at Dover. In 1522, after surrendering his post as master of the horse, he was appointed Comptroller of the Household.
In 1523, he became, on the return of Gerald FitzGerald, 9th Earl of Kildare to Ireland, one of the earl's sureties that he would come again on reasonable warning and present himself before the king. On 1 September on the death of his uncle Nicholas Vaux, 1st Baron Vaux of Harrowden, Guilford and three other executors received orders to deliver up Château de Guînes to Lord Sandes.
At this period his personal wealth was growing with many grants, and about this time he is said to have surrendered his office of standard-bearer, which was conferred upon his brother, Sir Edward, in conjunction with Sir Ralph Egerton. He took on administrative duties, such as Chamberlain of the Exchequer from 1525. In 1526, he was invested as a Knight of the Garter.
About 1527, he and the poet Sir Thomas Wyatt built a banqueting-house for the king at Greenwich. He then accompanied Cardinal Wolsey on a diplomatic mission to France, and was acknowledged by Francis I as an ambassador. He was actually receiving at this time a pension from Francis under the treaty of the Moore.
In the spring of 1528 there were seditious rumours in some parts of Kent about demanding repayment of the loan which the people had been forced to contribute to the king; and some even proposed to break into gentlemen's houses, among others that of Guildford's half-brother, Sir Edward, and steal their weapons. This gave Sir Henry much to do, and he ultimately sat on a commission at Rochester for the trial of the malcontents. When Thomas Cromwell came as Wolsey's agent to suppress the small priories in Kent for his college at Oxford, Guildford asked him to visit him at Leeds Castle, with a view to obtaining from him the farm of the suppressed house of Bilsington.
On 23 April 1531 Guilford attended a chapter of the Order of the Garter at Greenwich. He was still in high favour with the king, but he was strongly opposed to the policy the king was now pursuing of casting off his wife without a papal sentence and fortifying himself against the pope and emperor by a French alliance. On this subject he spoke his thoughts freely to Eustace Chapuys and even in court he could not disguise his views; so that Anne Boleyn, looking upon him as an enemy, warned him that when she was queen she would deprive him of his office of comptroller of the household. He answered that she need take no trouble about that, for he would give it up himself, and he immediately went to the king to tender his resignation. The king told him he should not trouble himself about what women said, and twice insisted on his taking back his baton of office; but for a time Guildford retired from court. He still remained one of the king's council. He died in May 1532.
His second was Mary, daughter of Sir Robert Wotton of Boughton Malherbe, Kent and sister of Margaret Wotton, Marchioness of Dorset. She survived him, and as his executrix obtained a release from all her obligations to the king on 25 March 1533, and she afterwards married Gawain Carew of .
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