Bolekhiv is first mentioned in historical records in 1371 after the defeat of the Kingdom of Galicia–Volhynia to Poland. During the Galicia–Volhynia Wars in the 14th century, Bolekhiv was variously held by Poland, Hungary (Danylo Dazhbohovych), and Lithuania. Subsequently, King Jogaila of Poland succeeded and Bolekhiv became part of the Kingdom of Poland.