9 After that they had gone down to fight the Canaanites who were living in the hill country, the Negev, and the foothills. 10 Judah had gone on to the Canaanites who lived in Hebron (Hebron used to be called Kiriath Arba) and brought Sheshai, Ahiman, and Talmai to their knees.
11 From there they had marched against the population of Debir (Debir used to be called Kiriath Sepher). 12 Caleb had said, "Whoever attacks Kiriath Sepher and takes it, I'll give my daughter Acsah to him as his wife." 13 Othniel son of Kenaz, Caleb's brother, took it, so Caleb gave him his daughter Acsah as his wife. 14 When she arrived she got him to ask for farm land from her father. As she dismounted from her donkey Caleb asked her, "What would you like?" 15 She said, "Give me a marriage gift. You've given me desert land; Now give me pools of water!" And he gave her the upper and the lower pools.
16 The people of Hobab the Kenite, Moses' relative, went up with the people of Judah from the City of Palms to the wilderness of Judah at the descent of Arad. They settled down there with the Amalekites. 17 The people of Judah went with their kin the Simeonites and struck the Canaanites who lived in Zephath. They carried out the holy curse and named the city Curse-town. 18 But Judah didn't manage to capture Gaza, Ashkelon, and Ekron with their territories. 19 God was certainly with Judah in that they took over the hill country. But they couldn't oust the people on the plain because they had iron chariots. 20 They gave Hebron to Caleb, as Moses had directed. Caleb drove out the three sons of Anak.
Matthew Henry's Commentary on Judges 1:9-20
Commentary on Judges 1:9-20
(Read Judges 1:9-20)
The Canaanites had iron chariots; but Israel had God on their side, whose chariots are thousands of angels, Joshua 15:16-19. The Kenites had settled in the land. Israel let them fix where they pleased, being a quiet, contented people. They that molested none, were molested by none. Blessed are the meek, for they shall inherit the earth.