Why the Romans Besieged Jerusalem Why did the Romans besiege Jerusalem for so long? That’s what one of Vespasian’s generals asked him – why not just enter the city and destroy it? What Josephus writes was Vespasian’s answer is fascinating! Watch Rav Perez explain: Share Tweet Write a comment: CommentName Email Website Your email address will not be published. Save my name, email, and website in this browser for the next time I comment.