I would say that Woodstock (and festivals with similar atmosphere that popped up occasionally afterward) or that Middle East hospitality you've mentioned are far cry from what is described in NT.

First, such festivals attract people with similar taste, views, or socioeconomic background (though this is rather broad), not to mention age. Second, I'm not from Middle East, but even where I live is the kind of attitude toward any kind of "guest" as you describe it a common courtesy. So that's that.

Now, when I read those stories about Jesus, he is portrayed (no matter how historically accurate that depiction is) more like an UFO landing -- everybody wants to see it. So, to me, that multitude is more like if Woodstock crowd met in one place with everyone they were ever against, and then some.

Well, it's certainly rather easy to create a monastery or some (sort of) protected space, it's a completely different matter to account for infinity of forms and still find a unifying tone. As far as I'm concerned, there's but one way. But yeah, experiencing Woodstock (and similar) or being honored as a guest even in dubious circumstances certainly pushes one's perspective of what is possible.