[2] The village was first mentioned in an Ottoman defter of 1481, where it was listed under the name Voštarani and described as having one hundred and ninety-eight households.
After the Greco-Turkish War (1919–1922), the Turkish population left the village and Greek refugees from Anatolia were settled there.
[7] After the defeat of Greece by Nazi Germany in April 1941, a local government was established and villagers were actively involved in the pro-Bulgarian organization "Ohrana."
The festival has attracted performers from the neighbouring Republic of North Macedonia such as Vaska Ilieva, Suzana Spasovska, Elena Velevska, Synthesis and the Tanec folklore ensemble.
In the past, as was common with all festivals involving songs in Slavic Macedonian, there were suppressive measures enforced by local authorities.
[16] In 1988 the local police interrupted the festival to by switching off all power to the sound system, a reaction to the singing of Slavic Macedonian songs.
The police later justified these actions claiming that the mayor of the village had been warned not to use the Slavic Macedonian names of songs, but to instead use the Greek version.
Two years later the police employed similar tactics in response to a folkloric group singing in Slavic Macedonian.
[20] Following the Greek–Turkish population exchange, Greek refugee families in Vosterani were from East Thrace (2), Asia Minor (10), Pontus (24), the Caucasus (20) and one other from an unidentified location in 1926.