Caldicot Castle is an extensive stone medieval castle, built near the site of Harold Godwinson's former Saxon castle by the Norman earls of Hereford from about 1100. Humphrey III de Bohun was the probable builder, in about 1170, of the stone keep and curtain walls of the present-day castle. The Bohun family held the manor and castle of Caldicot for more than two centuries, over eight generations.
In 1381, Essex was convulsed by the Peasants' Revolt. This may be why Thomas decided to spend part of that year in Caldicot. During his stay he gave orders for major new work to be done on the castle. A new gatehouse and drawbridge were constructed. At the rear of the castle a dovecote was replaced by a new tower with private chambers, now known as the Woodstock tower. At the foot of the Woodstock tower two carved stones were to be placed, one marked 'Thomas' the other 'Alianore'.
In the 16th-17th centuries Caldicot Castle was evidently neglected, fell into ruin and became little more than a farmyard. In 1964, Chepstow Rural District Council bought the castle. The building, including a small museum, was opened to the public in 1965.
References:Doune Castle was originally built in the thirteenth century, then probably damaged in the Scottish Wars of Independence, before being rebuilt in its present form in the late 14th century by Robert Stewart, Duke of Albany (c. 1340–1420), the son of King Robert II of Scots, and Regent of Scotland from 1388 until his death. Duke Robert"s stronghold has survived relatively unchanged and complete, and the whole castle was traditionally thought of as the result of a single period of construction at this time. The castle passed to the crown in 1425, when Albany"s son was executed, and was used as a royal hunting lodge and dower house.
In the later 16th century, Doune became the property of the Earls of Moray. The castle saw military action during the Wars of the Three Kingdoms and Glencairn"s rising in the mid-17th century, and during the Jacobite risings of the late 17th century and 18th century.