The shortest verse in the English translation of the Bible is John 11:35, where John records that "Jesus wept," deeply moved and troubled in His spirit for those mourning Lazarus, who He was about to resurrect.
The only other time in the Gospels where it is recorded that Jesus wept occurs in Luke 19. Riding down the Mount of Olives, the people were celebrating Him coming as their King - the day in modernity we celebrate as Palm Sunday. Luke records the somber words that Jesus spoke over Israel in verses 41-44:
"And when he drew near and saw the city, he wept over it, 42 saying, “Would that you, even you, had known on this day the things that make for peace! But now they are hidden from your eyes. 43 For the days will come upon you, when your enemies will set up a barricade around you and surround you and hem you in on every side 44 and tear you down to the ground, you and your children within you. And they will not leave one stone upon another in you, because you did not know the time of your visitation.”