Hello, friends. I'm a filthy citydweller and I need to cross 250 kilometers of average, european, slightly hilly, terrain. On foot.
Time is not really a factor but I'd really prefer to not die.
I'm in alright physical condition and I excercise and run, though I've never done anything quite like this.
There will be several town-stops on the trail though, for refilling and shit.

I've got some questions but feel free to tell me anything you might consider applicable.

1) How to sleep on such a long-distance journey? Do I like climb a tree every night and unleash my inner ape to be safe?
2) What food to bring? I understand I'll need some calorie-dense sustenance.
3) What to avoid?

Please no bully.