He is now remembered as an accomplishedmedieval poet, owing to the more than five hundred extant poems he produced, written in both French and English, during his 25 years spent as a prisoner of war and after his return to France.
Charles was born in Paris, the son ofLouis I, Duke of Orléans and Valentina Visconti, daughter ofGian Galeazzo Visconti,Duke of Milan.[1] He acceded to theduchy at the age of thirteen after his father had beenassassinated on the orders ofJohn the Fearless, Duke of Burgundy.[2] Charles was expected to carry on his father's leadership against theBurgundians, a French faction which supported theDuke of Burgundy. The latter was never punished for his role in Louis' assassination, and Charles had to watch as his grief-stricken mother Valentina Visconti succumbed to illness not long afterwards. At her deathbed, Charles and the other boys of the family were made to swear the traditional oath of vengeance for their father's murder.
During the early years of his reign as duke, the orphaned Charles was heavily influenced by the guidance of his father-in-law,Bernard VII, Count of Armagnac, for which reason Charles' faction came to be known as theArmagnacs.[citation needed]
After war with theKingdom of England was renewed by KingHenry V of England in 1415,[4]Charles was one of the many French noblemen at theBattle of Agincourt on 25 October 1415. He was discovered unwounded but trapped under a pile of corpses. He was taken prisoner by the English, and spent the next twenty-four years as their hostage. After his capture his entire library was moved from Blois into the care of the Duchess of Anjou,Yolande of Aragon[5](who had elected to support the French), atSaumur in theDuchy of Anjou in 1427[6]to prevent the works from falling into hostile hands.
The captive Duke was held at various locations in England; he was moved from one castle to another, including theTower of London,[7][a]Bolingbroke Castle (from 1422[9]to 1423, where he contributed to the building of the Church tower), andPontefract Castle – the castle where a former English king,Richard II (the first husband of Charles's own deceased first wifeIsabella of Valois), had been imprisoned and had died in 1400 at the age of 33. His last place of confinement seems to have beenStourton, Wiltshire.
The conditions of his confinement were not strict; he was allowed to live more or less in the manner to which he had become accustomed, like so many other captured nobles. However, for a quarter of a century he was notransomed, since the English King Henry V (r. 1413–1422) had left instructions forbidding any release:[10]Charles of Orléans was the natural head of the Armagnac faction and (as aPrince of the blood and the head of the House ofValois-Orléans) prominent in the line of succession to the French throne.[b]He was therefore long deemed by English statesmen too important to be returned to circulation within the French political scene.
It was during these twenty-four years that Charles would write most of his poetry, including melancholy works which seem to be commenting on the captivity itself, such asEn la forêt de longue attente.[citation needed]
The majority of his output consists of two books, one in French and the other in English, in theballade androndeau fixed forms. Though once controversial, it is now abundantly clear that Charles wrote the English poems which he left behind when he was released in 1440.[11] Unfortunately, his acceptance in the English canon has been slow.A. E. B. Coldiron has argued that the problem relates to his "approach to the erotic, his use of puns, wordplay, and rhetorical devices, his formal complexity and experimentation, his stance or voice: all these place him well outside the fifteenth-century literary milieu in which he found himself in England."[12]
Finally freed on 3 November 1440 by the efforts of his former enemies,Philip the Good andIsabella of Portugal, the Duke and Duchess of Burgundy, he set foot on French soil again after 25 years, by now a middle-aged man at 46 and "speaking better English than French," according to the English chroniclerRaphael Holinshed. Part of the agreement, concluded the previous July, was an immediate ransom payment of 80,000saluts d'or, and a promise to pay 140,000crowns later.[13] Philip the Good had also made it a condition that the murder of Charles' father Louis of Orleans by Philip's own father,John the Fearless, would not be avenged (John himself had been assassinated in 1419).
Charles agreed to this condition prior to his release.[14] Meeting the Duchess of Burgundy after disembarking, the gallant Charles said: "M'Lady, I make myself your prisoner." At the celebration of his third marriage, to Marie of Cleves (Philip's niece), he was created aKnight of the Golden Fleece. His subsequent return toOrléans was marked by a splendid celebration organised by the citizens.[citation needed] Marie brought a considerable dowry, which helped to pay part of his ransom, although he had difficulty making up the balance, and that of his brotherJean d'Angoulême, also a prisoner.[13]
He made an unsuccessful attempt to press his claims to Asti in Italy, before settling down as a celebrated patron of the arts. In Blois, he kept a miniature court at which many of the French men of letters at the time—François Villon,Olivier de la Marche,Georges Chastellain,Jean Meschinot and others—were residents or visitors or correspondents. He died atAmboise in his 71st year.[13]
The critically acclaimed historical novelHet Woud der Verwachting / Le Forêt de Longue Attente (1949) byHella Haasse (translated into English in 1989 under the titleIn a Dark Wood Wandering) gives a sympathetic description of the life of Charles, Duke of Orléans.
Charles is a major character inMargaret Frazer'sThe Maiden's Tale, a historical mystery and fictional account of a few weeks of his life in England in the autumn of 1439, shortly before his release in 1440.
Charles is a minor character in the historical fiction novelCrown in Candlelight byRosemary Hawley Jarman.
Charles is referenced as the author of "the first known Valentine" in Netflix originalBig Mouth's Valentine's Day special, "My Furry Valentine".
^In a 15th-century artistic interpretation, in a "widely famed image of Charles within the Tower of London [...] Charles is first seen writing his letter inside the White Tower, watched over by men-at-arms wearing the English badge of the St. George's cross".[8]
^Burne, Alfred H. (30 June 2014) [1956].The Agincourt War: A Military History of the Hundred Years War from 1369 to 1453. London: Frontline Books. pp. 34, 40.ISBN9781473838307. Retrieved28 August 2025.Though it is impossible to say at what precise moment [Henry V] 'crossed the Rubicon' and decided definitely on war, it must have been sometime in the early spring of 1415. [...] the [English] fleet cast anchor on August 14, 1415, in the mouth of the Seine [...] Before dawn next day a reconnaissance party [...] landed and soon reported the coast clear. The king then ordered a general but methodical disembarkation and was himself one of the first to land. His first act was to kneel down on the shore and utter a prayer that in the coming war he might do nothing which would not redound to the honour of God and the furtherance of justice.
^Rohr, Zita Eva (29 April 2016).Yolande of Aragon (1381-1442) Family and Power: The Reverse of the Tapestry. Queenship and Power (reprint ed.). Basingstoke: Palgrave Macmillan. p. 231.ISBN9781137499134. Retrieved5 September 2025.Upon Charles's capture, the bibliophile Yolande of Aragon lost no time in arranging for his entire library and literary collection to be entrusted[ ]to her personal care for safekeeping.
^Rohr, Zita Eva (23 July 2025). "The Ripple Effect".Anne de France and Her Family (1325–1522): Genealogies of Premodern Gendered Power and Influence. Queenship and Power ISSN 2730-9398. Cham, Zug: Springer Nature. p. 359.doi:10.1007/978-3-031-84861-2.ISBN9783031848612. Retrieved5 September 2025.The transmission of these more private libraries was very much a family affair with the father of Louis XII, Charles de Orléans's private library housed in Blois sent to the dedicated bibliophile Yolande d'Aragon in Saumur for safe-keeping in 1427, probably at her suggestion.
^Porter, Stephen (15 November 2012).The Tower of London: The Biography. Stroud, Gloucestershire: Amberley Publishing Limited. p. 1487.ISBN9781445615707. Retrieved12 September 2025.Charles, Duke of Orléans, was captured by Henry V's army at Agincourt in 1415. As the nephew of the French king, Charles VI, he was a considerable asset, and was held in England, although only initially in the Tower.
^Green, David (11 August 2020) [2014].The Hundred Years War: A People's History. Yale University Press.ISBN9780300209945. Retrieved12 September 2025.With Henry V's death in 1422 and the continuing hostilities with the dauphin, the prospects for the release of Charles d'Orléans became ever more remote; by December he had passed into the custody of Sir Thomas Comberworth and was kept mostly at Bolingbroke Castle (Lincolnshire).