I'm not sure how to answer the first question.
A trail is "too far away" when it takes more than, er, 2 hours to get there. I live near downtown TPA, so all the swamp trails, santos and san felasco, etc. are all within two hours.
I wouldn't feel too good about paying more than $5 to ride at a private location.
My ideal trail system would have a lot of smooth flowing trail like in spider kingdom, some intermediate ridge trails like golf cart, anything like north creek, also some flowing difficult trails like abyss and rollercoaster, and some technical rocky trails like the vortex rim trail. I could care less about jumps or drops.
So Beercan....what is your motivation in asking these questions?