Replying to Making tough decisions. (with skiing in mind)

I feel like I face one of the toughest decisions of my life deciding where I am going to spend my winter.  I have worked for several years and finally have the financial means and resources to live in a resort town.  I also have a couple really great friends that live in two different resort towns and jobs lined up in both of them.  I feel like I am telling one of my best friends, " I don't wanna ski with ya this winter".  Its keeping me awake at night and I need to let employers know which job I am taking my the end of the week.  I am not looking for anyone to make this decision for me but does anyone have any advice when making this kind of decision.  Thanks

P.S.  Don't get me wrong I am stoked I get to ski a bunch this winter, but this decision sucks.