Helme church parish was first mentioned in 1329 during a Lithuanian raid. Most of the neighbouring land was fiefed in the 15th–16th centuries. Livonian Order castle in Helme (Ordensburg Helmet) was probably built in the first half of the 14th century.
The site on a steep hill is belived to have been used as a stronghold earlier by Sackalians in the Ancient Estonia. By its ground plan the order castle was 120×60 m oval shaped structure, surrounded by two moats. There was a borough beside the castle in the Middle ages, it was mentioned until the 17th century. The castle was destroyed by the Swedes during the Russo-Swedish War in 1658. Nowadays only parts of the walls with high window holes have survived.
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.