Bosilegrad (Serbian Cyrillic: Босилеград; Bulgarian: Босилеград) is a town and municipality located in the Pčinja District of southern Serbia. The municipality comprises an area of 571 km (220 sq mi). According to the 2022 census, the town has a population of 2,348, while the municipality has 6,065 inhabitants.
Along with Dimitrovgrad (Tsaribrod), Bosilegrad is an economic and cultural centre of Serbia's ethnic Bulgarian community.