Villalonso Castle is one of the best conserved castles in the province of Zamora. The castle is a typical and notable example of 15th-century architecture; its construction may be attributed to Juan de Ulloa and his wife María de Sarmiento, whose coats of arms can be seen above the entrance gate. It played an important role during the siege of the queen Isabel the Catholic on Toro during her war against Juan 'La Beltraneja' and during the comunero rebelion against Carlos V.
In 1235 there was an earlier fortification at this site belonging to the Order of Alcántara. During the wars of the Catholic Kings against the King of Portugal, Villalonso Castle, along with other castles in the area, was in the hands of Pedro de Avendaño, in the name of the Portuguese king. At that time the count of Marialba, having fled the town of Toro, sought refuge in the castle shortly before the conquest of this city by the Castilian forces. The castle also played a role, although of small importance, in the War of the Communities.
The castle consisted of two enclosures and a wide moat still visible although mostly covered up.The outside enclosure has not been preserved. The interior one has been partially preserves. It is square and has cubes in the corners and a Tower of Homage, also square, in the centre of one of the sides, topped with a beautiful running crenellation.
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.