Location: 2–3 km from the town of Kriva Palanka

History and Architecture

Founded in the 12th century, this monastery complex is one of the most monumental and impressive spiritual centers in the region. Over the centuries it established itself as an exceptionally important spiritual, educational, and cultural hub. The monastery's feast day is celebrated on August 29.

Distinctive features:

• The great monastery church: Dedicated to St. Joachim of Osogovo and renovated in the 19th century. Its construction and frescoes were entrusted to some of the most renowned masters of the era – the master builder Andreya Damyanov and the icon painter Dimitar Andonov Papradishki.
• The small church: Bears the name "Nativity of the Most Holy Theotokos" and is believed to date back to the late 11th century.
• The monastery lodgings (konaks): The most significant element of the accompanying architectural composition is the imposing three-storey konak, which together with the other buildings shapes the characteristic monastic space. In the 19th century, Yoakim Karchovski, the first Macedonian man of letters and Revival-era figure, lived and worked here.
• An Ottoman symbol: Osogovo Monastery is the only Orthodox place of worship where a Turkish protective mark can be seen, preserved to this day beside the great church. This stone symbol (a pillar with a turban at its center) testifies to the special regard and status the monastery enjoyed during Ottoman rule.