The Dentheletae (Greek: Δενθελῆται) were a Thracian tribe that in antiquity lived near the sources of the River Strymon, and are mentioned in texts by Polybius, Cassius Dio, Tacitus and by Livy. They may have dwelled in the area of Sofia in towns such as Pautalia, with their territories bordering the Agrianes and Maedi. Their main city, called Dentheletica, was presumably Pautalia (modern-day Kyustendil), and they possibly built fortifications around Stara Planina in the 1st century BC.
Circa 30BC, when under their king 'Sitas, who was blind', and whilst under treaty with Rome, their territories were invaded by the Bastarnae. In response to this invasion and with the wider objective of securing the Macedonia/Thrace frontier of the Roman Empire, Consul Marcus Licinus Crassus Dives (grandson of Crassus the triumvir) earned a triumph  for his attack on the Bastarnae in defense of the Denteleti in 28-29BC with Legio IIII Scythica, Legio V Macedonica and possibly Legio X Fretensis.
Raids in Dardania 16-13BC marked the end of the Denteleti.
- Fanula Papazoglu, The central Balkan tribes in pre-Roman times (1978), pp101
- Ab Urbe Condita, Book XL, pp22, Livy
- Historia Romana, Book LI, pp23, Cassius Dio
- The Legions of Rome, Stephen Dando-Collins, pp216, Quercus (December 2010)
- The Legions of Rome, Stephen Dando-Collins, pp212-6, Quercus (December 2010)
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