Judges 1:20

20 ¹And Hebron was given to Caleb, as Moses had said. And he drove out from it ²the three sons of Anak.

Judges 1:20 Meaning and Commentary

Judges 1:20

And they gave Hebron unto Caleb, as Moses said
Which was done in the times of Joshua, both by him and all the people, according to the order of Moses. This is to be understood not of the city which was given to the Levites, but of the fields and parts adjacent, ( Joshua 14:13 ) ( Joshua 21:11 Joshua 21:12 ) ;

and he expelled thence the three sons of Anak:
whose names are given ( Judges 1:10 ) ; this shows that this refers to the same expedition as in ( Joshua 15:14 ) ; and is expressed in the same manner.

Taken from John Gill's Exposition of the Bible

Judges 1:20 In-Context

18 Judah also captured Gaza with its territory, and Ashkelon with its territory, and Ekron with its territory.

19 And the LORD was with Judah, and he took possession of the hill country, but he could not drive out the inhabitants of the plain because they had chariots of iron.

20 And Hebron was given to Caleb, as Moses had said. And he drove out from it the three sons of Anak.

21 But the people of Benjamin did not drive out the Jebusites who lived in Jerusalem, so the Jebusites have lived with the people of Benjamin in Jerusalem to this day.

22 The house of Joseph also went up against Bethel, and the LORD was with them.