Here's what's been working for me this winter:
Morning or late night commute (sub 40 degrees)
I usually wear about three woolly layers, varying them for the temps.
1 light wool layer next to skin (Smartwool or Ibex underwear layer)
1 light wool shirt layer (not much thicker than the baselayer) (e.g. Smartwool Zip-T, Ibex Pico)
1 warm wool layer (either a sweater like the Ibex Long Trail or a jacket like the Ibex Pingo. I don't actually have the Pingo, I have something from a few years back that's a lot like it.)
Outer shell varies by weather - for wet the Showers Pass rain jacket in Mango color, or for dry the PI Whisper jacket or vest for high visibility and wind-blocking.
Bottom (I'm sadly wool-deficient in these areas):
Bike shorts or knickers (PI, Sugoi, etc. For wool I just got the Ibex Calais shorts and love them. The El Fito's just don't fit my legs at all for some reason.)
Fleece tights or pants (PI Amfib, Craft storm pants, etc)
Alternately, I may just combine my PI Sugar knickers with knee-high Smartwool ski socks. Classy!![]()
If rainy, Craft Rain Pants over shorts + baselayer
Extremities:
Thick wool socks (Smartwool snowflake, adrenaline, or ski socks)
Balaclava (Smartwool, or some off-brand wool-blend thingy I bought from Sierra Trading Post)
Gore Vulcano Windstopper gloves
Gore-tex overshoes
(Helmet has rain cover)
Midday commute (~50):
Stash one or more warm wool layers and the balaclava in my panniers to prevent overheating.
I find it much easier to dress for cold 30's rain than warm 50-60's rain. For warm rain, often just a thin longsleeve wool underwear top under the rain jacket (with pitzips wide open) is enough.




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