I live in "Usually Snowy Winter" PA.  (Not so this winter, so far.)  Except for the hiking boots I'd say that nothing you've pictured is going to work.  The cowboy boots are too bulky to pack, &amp; since they aren't lined, that leather can be very cold.  I'd say something like the hiking boots, maybe with a fur (or faux fur) lining that makes a fur cuff on the top of the boots.  And, be sure they have a good tread; you don't want to fall &amp; suffer from another concussion.  Enjoy the trip!