The village is situated on both sides of the gold-bearing Topolnitsa River, in the foothills of the southern slopes of the Sredna Gora mountain range.

In 1943, while plowing near Kalugerovo, there was found a treasure consisting of 7 double bronze hatchets, used in XVII-XV BC for exchanged (money).

Northwest, 2 km from Kalugerovo on the bank of mountain stream Boshtitsa are found ruins of a fortified Thracian settlement from the late Iron Age (4th-1st centuries BC) in north-western Thrace.

Southwest of Kalugerovo on the highest of the three surrounding hills is an artificial mound that in the Thracian (5th-3rd centuries BC) probably served as an observation.

In the northern foot of the hill Zmeyovets Romans built of stone fountain, which unlike the roadside station exists today.

It is named Ognyanka and involves an interesting folk legend in which the central character is Marina - daughter of the governor of the Roman station, which was burned alive because Christianized against the will of her parents.

Another legend say that at the beginning of the 1st millennium AD monks (kalugers) funded the Christian monastery St. Nicholas, around which was formed the present village.

The carnival called Jumalovden includes performance of kukeri (mummers) in traditional costumes which influence is dating back to Tracks.