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1274 (?) Battle of Neopatras ★ ★ ★ ★
Outcome: Defeat of the Imperial army by the Latin allies of the Despotate of Thessaly early 1270’s
War  &  Enemy: Enemy:
Latins
War:
Despotate Wars
Battle Type:
Surprise Attack
The Battlefield Neopatras Location:
Neopatras or New Patrai, modern Ypati, Fthiotida, in Central Greece
Modern Country:
Greece
  The Byzantines(emperor:  Michael VIII Palaiologos) The Enemies
Commander: Sebastokrator John Palaiologos Despot John I Doukas of Thessaly
Forces: 30,000 (?) 300 to 500 horsemen
Losses:
Background story: In 1266 or 1268, Michael II Doukas, the despot of Epirus died, and his possessions were divided among his sons: Nikephoros, inherited what remained of Epirus proper, while John, who had married the daughter of a local Vlach ruler of Thessaly ("Great Wallachia"), received Thessaly with his capital at Neopatras. Both brothers were hostile to the restored Byzantine Empire, which aimed to reclaim their territories, and maintained close relations with the Latin states in southern Greece. The Byzantine Emperor Michael VIII Palaiologos, tried to attach them to him through dynastic marriages but both brothers, and particularly John Doukas, remained ill-disposed towards him. Following the deeply unpopular initiative of Michael VIII, the Union of the Churches in 1274, the two even provided refuge for the many dissenters and critics of Michael's religious policies.
Eventually, Michael VIII decided to take action against the kingdom of Thessaly and assembled a huge force, mostly mercenaries, which contemporary sources put, certainly with considerable exaggeration, at 30,000. These were placed under his own brother, John Palaiologos, and the general Alexios Kaballarios. This force was sent against Thessaly, and was to be aided by the Byzantine navy under the protostrator Alexios Doukas Philanthropenos, who was to attack the Latin principalities and prevent them from aiding John Doukas.
The Battle:
Neopatras
John Doukas was caught completely by surprise by the rapid advance of the imperial forces, and was bottled up with few men in his capital, Neopatras, which the Byzantines proceeded to lay siege to. Doukas, however, managed to escape: he climbed down the walls of the fortress with a rope and, disguised as a groom, he walked through the Byzantine leaguer. After 3 days, he reached Thebes, where he requested the aid of John I de la Roche, the Duke of Athens.
The two rulers concluded a treaty of alliance, by which John de la Roche's brother and heir, William, would marry John Doukas' daughter Helen and receive the fortresses of Gravia, Siderokastron, Gardiki and Lamia as her dowry. In return, de la Roche gave Doukas 300 or 500 horsemen (depending on the source) with whom he returned quickly to Neopatras. The Byzantine force there had been considerably weakened, with several detachments sent off to capture other forts or plunder the region, and was furthermore unwieldy and not very cohesive, given the many races that served in it.
According to the Venetian historian Marino Sanudo, when John Doukas and John de la Roche climbed a height and saw the huge Byzantine encampment, de la Roche uttered, in Greek, a phrase from Herodotus: "there are a lot of people here, but few men." Indeed, the Byzantine troops panicked under the sudden attack of the smaller but disciplined Latin force, and broke completely when a Cuman contingent abruptly switched sides. Despite John Palaiologos' attempts to rally his forces, they fled and scattered.
Noteworthy:
Aftermath: John Palaiologos was shattered by the loss of his army at Neopatras. Despite his victory a little later in Demetrias, he resigned from his title of Despot (or maybe his brother, the emperor, just fired him) and died shortly after.