Isabella of Castile, the Controversial First Duchess of York, c.1355-1392

Isabella_of_Castile-Langley
Isabella of Castile

As the third daughter of Peter (or Pedro) the Cruel of Castile and his long-term mistress (and sometime wife) Maria of Padilla, Isabella of Castile‘s childhood was marred by her father’s battles to hold on to his throne and almost constant warfare with Aragon.

Peter was known in some areas as Peter the Cruel and in others as Peter the Just, depending which side of the conflict people were on. He received support from Edward III of England’s eldest son and heir Edward, the Black Prince, but Peter’s failure to pay the costs of the prince’s campaign,  his faithlessness, and the failing health of the Black Prince, meant the king of Castile was left to his own devices by 1367. Adding to Peter’s woes, his own nobles backed the king’s illegitimate brother, Henry of Tastamara, as an alternative candidate. Henry eventually defeated and killed Peter in March 1369.

Peter had been married, in June 1353, to the unfortunate French princess, Blanche de Bourbon, though some historians believe he had already married Maria de Padilla sometime before this. Whatever the case, Peter abandoned Blanche for Maria just 3 days after the wedding. Blanche was imprisoned in various castles, far away from the French border to prevent her rescue. Repeated calls from the French, for her to be released, went unheeded and the pope refused to excommunicate Peter for his actions. Blanche died at Medina Sidonia in 1361, though whether her death was by natural causes or assassination on Peter’s orders is disputed. One source claims Peter’s crossbowman was sent to kill Blanche. Another claims she was poisoned. While another suggests natural causes. With Peter and his brother Henry vying for the crown, misinformation his hard to filter.

Isabella was born sometime around 1355. Her mother died in 1361 and her 3-year-old brother, Alfonso, in 1362. In 1362, Peter had persuaded the Cortes to recognise his relationship with Maria as a legitimate marriage, and thus legitimise his 3 daughters, Beatrix, Constance and Isabella, making Beatrix his heir. However, Beatrix died in 1367 and son, on Peter’s death in 1369, it was Constance who inherited their father’s claim to the crown of Castile. The situation in Castile was precarious, to say the least and Constance was unable to pursue her claim. Her father had taken Constance and her sister to the English territory of Guyenne in 1366, where they had remained whilst Peter had tried to reclaim his crown from Henry. They remained in Bayonne as hostages against the repayment of the financial costs of the expedition. Following Peter’s death, the English took the princesses in and soon after, in September 1371, Constance was married to John of Gaunt, the third surviving son of Edward III, at Roquefort. John of Gaunt had become duke of Lancaster on marrying his first wife, Blanche of Lancaster, who had died in 1368; he saw this second marriage as an opportunity to gain a kingdom of his own. When the newly married couple returned to London, they brought Constance’s younger sister, Isabella, with them.

Edmund_of_Langley_remonstrating_with_the_King_of_Portugal_-_Chronique_d'_Angleterre_(Volume_III)_(late_15th_C),_f.186r_-_BL_Royal_MS_14_E_IV

Following Constance’s official entry into London, 16-year-old Isabella probably stayed with her sister and new brother-in-law at Gaunt’s house on the Thames, the Savoy. A year later, Edward III arranged for Isabella to marry Gaunt’s younger brother, Edmund of Langley. Edmund was the fifth son, fourth surviving of Edward III and Philippa of Hainault. Born in 1341, Edmund was 14 years older than his bride. They were married on 4 July 1372, at Wallingford. John of Gaunt gave the bride a wedding gift of plate bought from leading London goldsmiths. The marriage was a continuation of the of the English policy of the time, to reinforce the dynastic link between England and Castile and thus ensuring that both heirs of Peter of Castile were married into the English royal line. Should Constance die without an heir, Isabella would inherit her claim to the Castilian throne.

On her marriage to Edmund, Isabella became Countess of Cambridge, and would become the first ever Duchess of York when Edmund was created Duke of York by his nephew, King Richard II, on 6 August 1385. She was appointed a Lady of the Garter in 1379. In 1381, Isabella accompanied her husband, taking along their 8-year-old son Edward to Lisbon, on John of Gaunt’s ill-fated expedition to claim the Castilian throne for his wife. The Portuguese chronicler, Ferñao Lopes, noted how the Portuguese king, Ferdinand, supported the countess on his arm on the walk up the steep slope from the Tagus to the cathedral, and led her mount by the rein to the monastery where they were lodged. Little Edward was briefly betrothed to King Ferdinand’s only legitimate child, Beatriz, who would go on to marry John I of Castle, the son of Henry of Trastamara.

The couple’s first son, Edward was born in 1373 – he would become the second Duke of York, and be killed at Agincourt in 1415. A daughter, Constance, was born in 1374. A second son, Richard of Conisbrough, grandfather of both Edward IV and Richard III, was born at Conisbrough Castle in Yorkshire, sometime between 1375 and 1386. He was executed for his involvement in the Southampton Plot, against Henry V, in 1415.

It is hard to discern the truth of the relationship between Isabella and Edmund. Froissart remarked on Edmund’s indolent character and together they were described as an ill-matched pair. Thomas of Walsingham, in particular, commented on Isabella’s ‘loose morals.’ And 40 years after her death, John Shirley, spicing up poems he was transcribing with gossip, referred to a love affair ‘my lady of York doughter to the king of Spaygne and my lord of Huntyngdone.’ The affair was said to have started as early as 1374 and has cast doubt on the legitimacy of Edmund and Isabella’s third and youngest child, Richard of Conisbrough. Recent studies, however, have cast doubt on the affair, their argument supported by Duke Edmund’s will, giving the lie to a rocky relationship by requesting to be buried ‘near his beloved Isabel, formerly his companion.’ 

conisbroughcastle
Conisbrough Castle, Yorkshire

Isabella died on 23 December 1392, aged about 37, and was buried at the church of the Dominicans, in King’s Langley, on 14 January 1393. In her will, drawn up a week before her death, and with her husband’s consent, she made Richard II her heir and asked that he provide a pension for her youngest son and Richard II’s godson, Richard of Conisbrough. Richard was given an allowance of £500 by the king, but this was only paid sporadically following Richard II’s deposition by Henry IV. Richard was not even mentioned in the wills of his father and brother and G.L. Harriss, of the Oxford Dictionary of National Biography, has speculated this could be proof that Richard was not the son of the Duke of York. Although it could simply be because his mother had already made provision for their youngest son. At the time of Isabella’s death, Duke Edmund was still in debt due to the failed Castilian expedition, and so Isabella’s will gave provision for her younger son whilst protecting the incomes of her husband and older son.

Jenny Stratford’s recent essay on Isabella of Castile from the Oxford Dictionary of National Biography has an extensive study of Isabella’s will and argues against the supposed affair with John Holland, rooting out the sources of the rumours and and demonstrating how they took flight. Isabella’s will demonstrates her pride in her heritage and affection for her husband and children, as well as a conventional piety. She left personal bequests to Richard II and his queen, Anne of Bohemia, in addition to books, jewels, plate, horses and robes to her husband, children and friends, with monetary bequests for various other members of the York household, including servants and the musicians of the household chapel. Isabella also left a bequest of robes, furs and jewels, to the first lady of her household, Marie St Hilaire, who was the mother of Gaunt’s illegitimate daughter, Blanche, born about 1359.

Edmund married again, to his cousin Joan Holland, niece of his first wife’s supposed lover, John Holland. In another bizarre family twist, it was Joan’s brother, Edmund Holland, 4th Earl of Kent, who had an affair – and an illegitimate daughter – with Constance of York, the daughter of Edmund and Isabella.

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Sources: Ian Mortimer, Edward III The Perfect King; englishmonarchs.co.uk; womenshistory.about.com; WM Ormrod, The Reign of Edward III; Conisbrough Castle, South Yorkshire; Oxforddnb.com; The History Today Companion to British History, edited by Juliet Gardiner & Neil Wenborn; Brewer’s British Royalty by David Williamson; Britain’s Royal Families, the Complete Genealogy by Alison Weir; The Wars of the Roses by John Gillingham; The Wordsworth Dictionary of British History by J.P. Kenyon; The Oxford Companion to British History, edited by John Cannon; The Reign of Edward III by WM Ormrod; The Wars of the Roses by Martin J Dougherty; englishmonarchs.co.uk; womenshistory.about.com; findagrave.com; conisbroughcastle.org.uk; hrionline.ac.uk.

Photos from Wikipedia, except Conisbrough Castle which is © Sharon Bennett Connolly.

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©2015 Updated ©2024 Sharon Bennett Connolly FRHistS

45 thoughts on “Isabella of Castile, the Controversial First Duchess of York, c.1355-1392

  1. James's avatar James 08/01/2015 / 16:07

    I really enjoyed this, Sharon.

    Thanks for sharing!

    Like

  2. Gloria's avatar Gloria 08/01/2015 / 19:24

    Interesting. Must have been risky behavior on her part. Maybe linked to the DNA issue now revealed by RIII’s remains.

    Liked by 2 people

    • Sharon Bennett Connolly's avatar Sharon Bennett Connolly 08/01/2015 / 19:37

      I think you’re right, Gloria. There is a distinct possibilty that this is where the break in DNA occurred. It would certainly make sense. And it wouldn’t mean that Richard III and Edward IV’s claims to the throne were invalid, as their superior claim was through Richard of Conisbrough’s wife, Anne Mortimer, via her descent from Lionel of Antwerp, rather than Richard of Conisbrough himself.

      Liked by 2 people

  3. karrrie49's avatar karrrie49 09/01/2015 / 12:22

    Really interesting blog Sharon… What a life and the issue of DNA break here is interesting. Thanks hope you will do more will reblog it.

    Like

  4. karrrie49's avatar karrrie49 09/01/2015 / 12:24

    Reblogged this on karenstoneblog and commented:
    Really interesting piece on Isabella of Castile the first Duchess of York

    Like

  5. Bernadette's avatar Bernadette 09/01/2015 / 12:27

    Hi Sharon, Isabella sounds very interesting. Looking forward to the next article xx

    Like

  6. Kathy Hamilton's avatar thefemalescriblerian 09/01/2015 / 16:13

    Really interesting. Funny to think of the links between England and Spain existing a long time before the more famous Catherine of Aragon made an appearance in the history books!

    Liked by 2 people

  7. hever1536's avatar hever1536 08/01/2016 / 17:21

    Really enjoyed this article, very interesting!

    Like

  8. kristinaaldrup's avatar kristinaaldrup 23/12/2018 / 16:41

    As I read… there was a breathless quality… waiting for the next event. Especially since John of Ghent is an Ancestor.

    Like

  9. Linda's avatar Linda 24/12/2020 / 10:51

    I am listening to Ian Mortimer’s The perfect King at the moment it is very good ,thanks for the insight to Isabella. Merry Christmas x

    Like

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