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The Many Henrys of the Middle Ages

Ever feel like every other medieval king was named Henry? You’re not wrong. From warrior monarchs to excommunicated emperors, scholars, and even a blind Venetian conqueror, the Middle Ages had no shortage of Henrys—here’s a guide to sorting them out.

By Cait Stevenson

Unless your workout power song is Sabaton’s Carolus Rex, chances are your prototypical idea of a medieval king is King Henry—perhaps the one whose victories on the battlefield pulse at the center of English patriotism even today. Or maybe the one whose showdown with the Church and tempestuous relationships with his capable and ambitious wives strike that perfect blend of personal and political intrigue. With so many Henrici running around the Middle Ages, it’s rather impressive that Iberia managed to conjure up enough men for a War of Two Peters (this war was won by Henry II of Castile).

When the Wikipedia disambiguation page for Henry III alone has 31 entries (two of whom double as a Henry I and Henry IV), it can be troublesome to keep all the “other” Henrys straight. Fortunately, we’re here to help!

The Kings

Henry I (d. 1135)

Henry I – British Library Cotton MS Vitellius A XIII

With wife Matilda, had a son named William who married a Matilda and a daughter named Matilda, who married a Henry, because the Middle Ages love you and want you to be happy. Compared to the two most famous Henrys of England, the First starts off strong in the relationship drama department with at least 21 illegitimate children; he also earned a good portion of his military reputation fighting against relatives in northern France. It’s only in the Church department that this Henry falls short. His branch of the investiture controversy didn’t even get him excommunicated.

Henry II (1133-1189)

Henry II – British Library Cotton MS Vitellius A XIII

Not quite Shakespeare-level, but appears in The Lion in Winter, Pillars of the Earth, and a T.S. Eliot poem that earned a Monty Python parody, which probably balances the scales. It’s a toss-up whether he is best remembered as the husband/jailer of dynamic crusading queen Eleanor of Aquitaine or for his vitriolic dispute with former friend Thomas Becket, which ended in the archbishop’s dramatic murder at Mass. Meanwhile, scholars are over in the corner shouting into the wind, “But his reforms paved the way for the common law system that the UK and US use today!”

Henry III (1207-1272)

Miniature of Henry III enthroned, flanked by Westminster Abbey and church bells. British Library MS Royal 20.A.II, f.9

Possibly the only Henry whose sons took his side in the inevitable revolt of the nobility. In the unenviable position of trying to assert his authority as king in the wake of John’s disastrous reign and years of powerful regency rule while Henry grew up, the Third watched every plan he made get thwarted. Scholars typically stress his piety, because the drama during his reign is all about his advisers. Dante’s placement of Henry in Purgatory is less bad than it could have been, which is a nice summation of his reign as well.

Henry IV (1367-1413)

Seriously, you’ve got two Shakespeare plays. Get on that.

Henry V (1386-1422)

Something something Agincourt, so here’s a list of other things that were happening in Europe while Henry was almost, almost, almost winning the Hundred Years’ War: Margery Kempe meets Julian of Norwich; Jan Hus burns at the stake; the first Latin-Ethiopian (Amharic) bilingual dictionary is composed; the Duke of Burgundy’s assassins murder the prince of France; there are briefly three popes; and best of all, medieval vernaculars became more or less readable to modern speakers of the language.

Henry VI (1421-1471)

Oversaw (part of) the Hundred Years’ War and the War of the Roses; lost the Hundred Years’ War and (part of) the War of the Roses. Suffered the indignity and terror of deposition and imprisonment in the Tower of London not once but twice, the second time ending in his murder. The Sixth certainly lived up to the action and adventure we expect from a medieval Henry—but from the wrong end.

Henry VII (1457-1509)

Henry holding a rose and wearing the collar of the Order of the Golden Fleece, painted by an unknown Netherlandish artist, 1505

Ended the War of the Roses by winning a battle, seizing the throne, and uniting Lancastrian and Yorkist causes in marriage, the last of which would seem to shatter all Game of Thrones parallels (OR DOES IT?). He did a much better job rebuilding a kingdom out of warring high nobility than Henry III had, it seems. Does a conflict with the pope even count if it’s just about money? Let’s just call it the English throne biding its time. But he found out you can’t hurry fate, even if it’s only in legend, when his son and heir Arthur died rather than returning from Avalon to restore Britain to glory.

Henry VIII (1491-1547)

Henry VIII

Let’s pause for a moment to consider the irony that Henry set aside Anne of Cleves because she was too ugly.

The Scholars

Henry of Ghent (c.1220-1293)

Regent master in theology at the University of Paris. What modern scholars of philosophy tend to highlight in his work are questions about what is so special about God versus everything else: knowledge of God and knowledge of creatures; divine acts of creation versus human acts of imagination. One of the most important post-Thomas Aquinas/Bonaventure lightning rods for the eternal “secular clergy versus mendicants” animosity at Paris, for very reasonably pointing out that, yes, the Fourth Lateran Council really did require people to make annual confession to their parish priest, not a friar.

Henry Suso (Heinrich Seuse) (c.1295-1366)

Henry Suso depicted in a medieval manuscript. Bibliothèque Nationale et Universitaire de Strasbourg, Inkunabel K. 7

Beloved German Dominican preacher and author whose work frequently sought to translate speculative mysticism and the severe, dangerous saintly life into a more practical and accessible journey to God through meditation on suffering and Christ’s suffering. His devotion to the Holy Name of Jesus (HIS) and teachings on how to die well in the mid-14th century presaged the fifteenth-century obsession with those topics and helped make his Little Book of Wisdom the most popular German vernacular text.

Heinrich von Langenstein (c.1325-1397)

His activism in Great Schism politics took him from Paris to various leadership roles at the University of Vienna, spurred him to help outline the conciliar theory that would shape 15th century Church politics, and informed the writing of vitriolic treatises against false prophets. At Vienna, he was one of the most important early voices to advocate the gathering of current theological knowledge and translating it into religious principles for lay Christians to learn—ultimately leading to modern understanding of “religion” as a set of beliefs to assent.

Heinrich Kramer (c. 1430-1505)

Malleus Maleficarum in a 1669 edition.

Wrote the Malleus Maleficarum. Yes, that one.

The Princes

Henry (VII) (1211-1242)

Henry may have died this way.

I’m not making up those parentheses, which tells you all you need to know about this son of Emperor Frederick II, who just couldn’t catch a break. Frederick had him crowned King of Sicily as an infant to keep Sicily under German control, but took back the crown when Henry was six. He was placed in symbolic charge of Burgundy at age eight and lost that just a year later. When he was crowned King of the Romans in 1220, half the German nobility and the pope refused to recognize him because of a petty little disagreement with Henry’s dad.

In 1228, Henry took a stand against some powerful nobles plotting against his father, only for his father to undo some of Henry’s most important laws and for the nobles to force him to grant them more power over his supporters in the cities. He stood up for peasants in 1234, which got him (a) excommunicated by the Church, (b) declared an outlaw by his father. Poor Henry’s rebellion ultimately failed, and the various rumors about his death say he was (a) killed by his father, (b) killed on his father’s orders, (c) killed himself to avoid being killed by his father, or (d) died completely by accident—nothing to see here, move along.

And if that’s not tragic enough for you—he expected as a child to marry one princess, was set up in adolescence with another by a bishop, maneuvered towards yet another by the German princes, and finally forced to marry someone else for his father’s political ambitions. Through all this, poor Henry is said to have greatly supported poets and written his own love poetry.

Henry the Lion (c.1130-1180)

Henry the Lion depicted in a 12th-century manuscript

Most importantly husband to the Matilda of England who wasn’t an empress, this Henry also made an Emperor Frederick [Barbarossa] very very angry, except he did it by being as competent and fierce as his moniker suggests. Consolidating his own territories and nurturing cities in the pivotal twelfth century, he somehow found time to help Barbarossa in Italy. Until one time he didn’t, Barbarossa got mad, and forced Henry into the most dreaded situation imaginable: staying with his in-laws.

Enrico Dandolo (c.1107-1205)

Doge Enrico Dandolo (left) is depicted along with St. Mark in the obverse of this venetian “grosso”, currency first introduced during his administration.

He was ninety-six and blind, he conquered Constantinople by accident, and somehow there is still not a Hollywood movie about this.

The Emperors

Henry I (876-936)

Founded a dynasty and it’s not even named after him.

Henry II (973-1024)

Emperor Henry II in a 11th-century manuscript – Bamberg, Staatsbibliothek, Msc.Bibl.95, fol. 7v

After a string of successful Ottos, the Second brought the dynasty to a strong close by paying attention to both Germany and Italy, putting down rebellions where they sparked up, and simply failing to produce a biological heir. On the other hand, his relationship with both German clergy and with the pope was strong and positive enough that he is actually St. Henry, which I’m pretty sure disqualifies him from being a medieval royal Henry.

Henry III (1046-1056)

Emperor Henry III, accompanied by two other people, sees the newly risen star above the roofs of the city of Tyburnia (Tivoli) and points to it. 15th-century manuscript

Any emperor can be crowned by a pope; Henry was the emperor who crowned a pope. Had dealings with men named Zemuzil, Wazo, Pandulf, and Drogo, which is a relief because he naturally named two of his own kids Henry and Matilda.

Henry IV (1050-1106)

Henry IV – Wikimedia Commons

Say what you want about the English Reformation, England’s Henry VIII had one big advantage: his own island. When Henry IV escalated his challenge to ecclesiastical authority, he did it face to frozen, wind-swept face at Canossa. His skills in person-to-person manipulation, balancing the whims of eleventh-century geopolitics, and on the battlefield should have made for a successful reign. But even his final victory, just days before his death, was a defeat of his own son and chosen successor. Chosen after his first son and then-chosen successor had also revolted. Still, Henry’s voice thunders down to us in one of the most famous letters of the Middle Ages:

To Hildebrand, at present not pope but false monk: I Henry, king by the grace of God, do say unto thee, together with all our bishops: Descend, descend, to be damned throughout the ages.

Cait Stevenson earned her PhD in medieval history from the University of Notre Dame. She is the author of How to Slay a Dragon: A Fantasy Hero’s Guide to the Real Middle Ages. You can follow her on BlueSky @anyfourcastles.bsky.social