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:Herceg Novi was founded (on a former small fishing village, existing since Roman Empire times) as a fortress in 1382 by first Bosnian King Stjepan Tvrtko I and was called Sveti Stefan or Castelnuovo. The Turks conquered Herceg Novi in 1482, and ruled for 200 years, until 1687. However, there was a short pause between 1538 and 1539 when it was held by the Spaniards before they were defeated in the Siege of Castelnuovo. Turkey ruled again until 1687, from then until 1797, the town was ruled by the Venetian Republic.
The Herceg Novi old town is amazing. It is on a fairly steep hill that leads all the way down to the sea. Wandering through the small stairways to the various plazas and fortresses is a many hour adventure.