Silver Fire, by your responses it seems to me that you really haven’t come to grips with the distinctions between throwing a party and promoting an event. Perhaps I’m wrong, but I get the impression that you see these two things as two points on a scale of “big parties”, when in reality they are on entirely different scales.
Because you can throw a helluva big party without converting it into a business, as long as you don’t cross some lines, like selling tickets and alcohol. There’s nothing to stop you from inviting all of your friends to pny up 20 bucks a pop to buy beer and hire a band. And they can spread those invitations on to more of their friends. You should know in advance what it will cost (and if you don’t, figure it out before sending invites), so you’ll know that you need x number of people to buy in. If you don’t get there, you either shitcan the idea or accept that you’ll cover the difference out of pocket.
To me as a host, 100-200 people would be a hell of a party; 2,000 would be a nightmare. It’s hard to say from your description of your land, but it seems possible you have a chunk large enough for several thousand. Is that correct? According to this site 1969’s Woodstock was on 600 acres. About half a million people were there. I can also give you a relatively high assurance that if a thousand or more people attend, you personally won’t have much time to kick back and enjoy. You’ll be trying to control the vendors and resolve a gazillion little questions and problems that always pop up.