Rashi on the Former Prophets

Who shall go up for us against the Canaanites? To the territories for which lots were cast but are as yet unconquered.

Let Yehudah go up. Let the tribe of Yehudah go up first to conquer their alloted territory.

To his brother Shimon. To the tribe of Shimon.
Go up with me and assist me in conquering my alloted portion. Some interpret "Let Yehudah go up" as a reference to Asniel, also known as Ya'avetz; for it is remarked, in tractate Temurah, "What was his name? His name was Yehudah, brother of Shimon." He told his brother Shimon to accompany him.

At Bezek. The name of a place.

Seventy kings. From here we learn of the eminence and affluence of the Canaanite potentates, for Adoni-bezek was not worthy of being listed among the Canaanite monarchs by the title "king", yet this is written of him.
They brought him to Yerushalayim. They proceeded from there to do battle at Yerushalayim.

They set [literally 'sent'] fire. They sent the fire throughout it.

Coleiv's …brother. Maternally.

She cajoled him. She advised him, as in "he took counsel"; one counsels a person, and directs his thinking to an alternative. This is my opinion.
She lowered herself. "She lowered herself" as if falling at her father's feet.

Arid land. A man barren of anything gainful, as he contains nothing but Torah.
Streams of water. Wetland, "territory supplied abundantly with water."

From the city of dates. This refers to Yericho, as the fertile tract of Yericho by five hundred amohs. (Yalkut, 38.) was given to them for their consumption until the Beis HaMikdosh would be built. The one in whose portion the Beis HaMikdosh would be built would then receive it, so that all of Yisroel could share in the Beis HaMikdosh. It was given to the descendants of Yisro for four hundred and forty years. The scholars among them departed, and went to Asniel, the son of Kenaz, also known as Ya'avetz, to the wilderness of Yehudah south of Arad to study Torah.
He settled with the people. With the disciples who sat before him. He requested of the Holy One, blessed is He, that He furnish him with suitable disciples, as it said, "Ya'avetz cried out to Elohim…etc." He furnished him with these pious men.

However, he could not oust. [Targum] Yonasan interprets: Afterward, as they had sinned, they could not oust the valley dwellers.

But the Yevusi dwellers of Yerushalayim. There was a section of Yerushalayim entitled Yevusi. They were descendants of Avimelech, and they could not oust them because of the oath—until the arrival of Dovid—as his grandson still lived, and he had sworn to him, his son, and his grandson.

Beis El which was part of their ancestral allotment. Although Michah's idol was in their possession—for Michah was from the tribe of Ephraim—it is said here, "and Adonoy was with them." Concerning this, Daniel said, "Yours, O Adonoy, is benevolence—ours is the face of humiliation."

Sent spies. Through others, they sent spies. "They spied the land" is said concerning the spies themselves. However, concerning these who sent spies it is said, "they sent spies."

The entrance to the city. It was entered through a cave. A hazelnut tree stood at the mouth of the cave, and they passed through the tree into the cave.

He showed them with his finger.

Luz. Small nuts grow on this. "Coudre" in old French.
It is so entitled to this day. Sancheriv did not "jumble" it, and Nevuchadnetzar did not devastate it.

Menashe did not oust. Scripture censures them, as they began betraying the Holy One, blessed is He, Who commanded them: "Oust all those dwelling in the land, etc."