Boboshevo (Bulgarian: Бобошево) is a town in Western Bulgaria. It is located in Kyustendil Province and is close to the towns of Kocherinovo and Rila.

The town of Boboshevo is situated around 75 km (47 mi) to the south of Sofia and 65 km (40 mi) from Bulgaria's prime skiing destination, Bansko. Approximately 4 km away from Boboshevo is the main road that connects Sofia with the Greek border.

Boboshevo lies in the lowest part of the southwestern ridge of the Rila Mountains, in the fertile valley of the Struma River (where it meets with the German River). Thanks to its favourable location and mild climate, the area of Boboshevo has been populated since antiquity.

The Boboshevo region is known also as the 'Bulgarian Jerusalem' along with the region of Ohrid due to its role of a cultural centre during the 15th to the 17th century. The region is rich in churches and monasteries, most of which date back to that period.

The most famous of these is the St Dimitar Monastery, which lies in the lower eastern part of the Ruen Mountain. It is an extremely precious representative of medieval architecture, possessing the highest value — a monument of national importance — according to the Bulgarian criteria of listing. The church (as it now stands) was constructed during the last quarter of the 15th century. It has one nave, one round apse, and is covered by a semi-spheric vault. The wall paintings cover both the walls and the ceiling entirely, as well as the western façade. They are dated to 1488 and are extremely valuable, which goes beyond national cultural boundaries and provokes the interest of many Balkan researchers, tourists and pilgrims.