Archaeological findings in the area date back to the year 6000 BC, to the time of Roman Emperor Diocletian's reign when the castle, called Diospolis, was built on the location of the present modern town.

The best preserved historical sites, dating back to the fifteenth century, are the bazar "Bezisten" and the mosque "Esky Djamia", which have been restored and are functioning at present.

Other historical sites of interest are the prehistoric tumulus by the village of Drama, the remains of Yambol Mediaeval castle and the Monastery of the Middle Ages in Voden.

The archaeological investigations of the ancient city that have taken place in the last thirty years have revealed a great number of artefacts (stone inscriptions, coins, ceramic ware and remains of building activities) dating from times over a millennium long history.

The Tundja River, the fourth of its size with an earth embankment, flows through the district, and mineral water wells are found near the village of Stefan Caradjovo.