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Caldicot is a market town located in Gwent, Wales. There was considerable activity in the area during the Bronze Age. Excavations near the Nedern Brook beside the castle revealed a plank from a boat and complex wooden structures in the former river bed. The boat probably traded across the Severn with the farmers and traders of Somerset. Later, in Roman times, it is likely that trading vessels sailed up the Nedern Brook to Caerwent.

In 1158 the manor of Caldicot passed to Humphrey II de Bohun, who was responsible for building the stone keep and curtain walls of the present-day castle. In 1376 it passed to Thomas Woodstock, third son of King Edward III, when he married Alianore de Bohun. It began to fall into ruins around the 16th century. Caldicot is one of the few villages to appear on the Cambriae Typus map of 1573.

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