Topolovgrad is a town in south-central Bulgaria, part of Haskovo Province, situated at the northern foot of the Sakar Mountain. It is the administrative centre of the homonymous Topolovgrad Municipality.
The town had the Turkish name Kavaklı (from Turkish kavak, "poplar"), which was also used by the local Greek community (as Καβακλί), during the Ottoman rule of Bulgaria and until 1934. About 4,000 Greeks emigrated from the town and its surroundings around 1925, with compact groups of Bulgarian refugees from Western Thrace, Eastern Thrace, Asia Minor and Macedonia coming at their place. Topolovgrad and the surrounding area have otherwise been inhabited since ancient times, as evidenced by the dolmens found at Hlyabovo and the Paleokastro fortress that may have been built by the Thracians.