So.. wear boots to keep your feet dry and warm in the snow and to prevent an embarrassing (and painful) skid on the ice. Okay. That choice is easy.
But, as always, the challenge is how you make it look good. My friend Christina told me last night that she is trying to figure out how to go from work to evening on wintry sidewalks without too many awkward shoe changes and without destroying your normal shoes (and having to walk in those mincing little geisha steps that are so frustrating to the people walking behind you). Do you pretend like there’s no snow and hope you can cab it the whole way, or do you plan for the high probability that you’re going to be on foot?
I think the solution is to accept reality and embrace the ski lounge look as much as possible. A cozy sweater and skinny pants or leggings tucked into boots offsets the clompiness of practical snow boots and is a seasonally-appropriate (and comfortable!!) look, I think. For work, I think the easiest footwear transition is with similar clothes – skinny pants or tights tuck into boots easily and, once at the office, you can slip on a pair of heels.

As I was walking back to my office around lunchtime today, I ran into my friend Emily who had a great pair of boots – lace-ups that are fluffy at the top and rubber at the bottom – sort of après meets LL Bean’s duck boots.. a little feminine without looking drag queen .. and practical! (and silly me – I forgot to ask her who made them!!) Looking at what friends have suggested/tried: Michele mentioned some of the new Timberlands, Simi had Moon Boots (very cute, though white needed maintenance), and Lovey had wedge heeled Gucci boots (look great, not waterproof).
I found a few other pairs on-line, but the choices are really limited: super sporty (fine, but uninspiring), UGGS (not waterproof and hideous if you pick the wrong style, though I will admit that my boots are UGGS), fur boots (not practical, think wet dog on your feet), and moccasins (think wet cow..?). Here are a few I found that have an appealling style/practicality ratio. (The grey patent Stella McCartney boots with the wedge would be great in the rain, I bet.. not snow so much, though..)



But really, I think I'm just going to buy a can of Scotchguard...