2 I will gather all the nations to Jerusalem to fight against it; the city will be captured, the houses ransacked, and the women raped. Half of the city will go into exile, but the rest of the people will not be taken from the city. 3 Then the Lord will go out and fight against those nations, as he fights on a day of battle. 4 On that day his feet will stand on the Mount of Olives, east of Jerusalem, and the Mount of Olives will be split in two from east to west, forming a great valley, with half of the mountain moving north and half moving south. 5 You will flee by my mountain valley, for it will extend to Azel. You will flee as you fled from the earthquake[1] in the days of Uzziah king of Judah. Then the Lord my God will come, and all the holy ones with him. 6 On that day there will be neither sunlight nor cold, frosty darkness. 7 It will be a unique day-a day known only to the Lord-with no distinction between day and night. When evening comes, there will be light.

8 On that day living water will flow out from Jerusalem, half of it east to the Dead Sea and half of it west to the Mediterranean Sea, in summer and in winter. 9 The Lord will be king over the whole earth. On that day there will be one Lord, and his name the only name.

Matthew Henry's Commentary on Zechariah 14:2-9

Commentary on Zechariah 14:1-7

(Read Zechariah 14:1-7)

The Lord Jesus often stood upon the Mount of Olives when on earth. He ascended from thence to heaven, and then desolations and distresses came upon the Jewish nation. Such is the view taken of this figuratively; but many consider it as a notice of events yet unfulfilled, and that it relates to troubles of which we cannot now form a full idea. Every believer, being related to God as his God, may triumph in the expectation of Christ's coming in power, and speak of it with pleasure. During a long season, the state of the church would be deformed by sin; there would be a mixture of truth and error, of happiness and misery. Such is the experience of God's people, a mingled state of grace and corruption. But, when the season is at the worst, and most unpromising, the Lord will turn darkness into light; deliverance comes when God's people have done looking for it.

Commentary on Zechariah 14:8-15

(Read Zechariah 14:8-15)

Some consider that the progress of the gospel, beginning from Jerusalem, is referred to by the living waters flowing from that city. Neither shall the gospel and means of grace, nor the graces of the Spirit wrought in the hearts of believers by those means, ever fail, by reason either of the heat of persecution, or storms of temptation, or the blasts of any other affliction. Tremendous judgments appear to be foretold, to be sent upon those who should oppose the settlement of the Jews in their own land. How far they are to be understood literally, events alone can determine. The furious rage and malice which stir up men against each other, are faint shadows of the enmity which reigns among those who have perished in their sins. Even the inferior creatures often suffer for the sin of man, and in his plagues. Thus God will show his displeasure against sin.