John Gill Commentary Zechariah 9:2

"and Hamath, also, which bordereth thereon; Tyre and Sidon, because they are very wise." — Zechariah 9:2 (ASV)

And Hamath also shall border thereby
By the land of Hadrach, or by Damascus; and that it was near Damascus is clear from (Isaiah 10:9) (Jeremiah 49:23) it is called Hamath the great in (Amos 6:2) and according to Jerom ^F4 , is the same with Antioch, which he says was so called by some; and the Targum of Jonathan ben Uzziel on (Numbers 13:21) , renders Hamath by Antioch: and, if so, here was the Lord's rest likewise; here the Gospel was preached, and many converted, and a church, consisting of Jews and Gentiles, was formed; and here the disciples were first called Christians, (Acts 11:26) .

Tyrus and Zidon ;
these were famous cities of Phoenicia; upon the borders of these our Lord himself was, (Matthew 15:21) of the conversion of the inhabitants of these places the psalmist prophecies, (Psalms 45:12) here likewise the Lord has his resting place; we read of the disciples here, (Acts 21:3Acts 21:4) (27:3) : though it be very wise ;
particularly Tyre, which was famous for wisdom, (Ezekiel 28:3Ezekiel 28:4) which the Lord confounded by the preaching of the Gospel, and by the foolishness of that saved them that believe. Kimchi refers this to the times of the Messiah; his note is, she shall not trust in her wisdom in the time of the Messiah: so Ben Melech.

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FOOTNOTES:

• F4: Comment. in Amos, fol. 44. C. & Quaest. Hebr. in Genesim, fol. 67. B. So Cyril. in Amos, p. 312.