[galligator]

Kind of an old thread, but here goes:

Based on my own experience & attempts to keep it down to 1 carry-on bag(Jeans, 3 shirts, a black skirt & maybe a special occasion dress):

1. Sturdy hiking boots, well broken with use.
2. Whichever pair of basic tennies I haven't yet destroyed.
3. Black calf or knee riding boot 'flats' for use with anything formal or informal.

Last trip out of my very small town I came back with a wedge, a flower-embroidered pinstripe pump & new knock-around tennies. Yes, I did have to check a bag on the return.