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Owing to its geographical location the town was frequently embroiled in the border warfare and power play of the 12th and 13th centuries in the Welsh Marches.
In 1175, Abergavenny Castle was the scene of a reputed massacre of local Welsh chieftains by the pious and ruthless William de Braose.
So the story goes, after a period of discord and conflict he invited the local leaders to a Christmas banquet under the pretext of resolving differences and building relations but his plan was to eliminate them.
Accepting his supposed hospitality, at a traditional time for settling differences, the influential Welsh leaders of the surrounding areas nearly all arrived, proffered their swords as tokens of peaceful intent to servants and, unarmed, were ushered further into the castle where de Braose's armed soldiers hacked them down in cold blood.
Gerald of Wales relates how in 1182 the castle was seized back by the Welsh.

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