Slip these insulated, waterproof, low-cut shoes on anytime your winter errand run doesn’t require tromping through deep snow. The casual yet classic style means you can get away with wearing them to work at most Northwest offices, and the winter-optimized rubber keeps you from getting all slippy on that sidewalk slush as you dash to make a meeting. Waterproof leather and a wool lining that sports 100 grams of Thinsulate keeps feet warm and dry splashing through parking lot puddles on the way to the local market or pub. While I love having warm, dry, nice-looking feet in the winter, the thing I like best about these shoes is not having to bend over to tie cold, wet laces over and over again each time I step out the door. MSRP: $135. Obozfootwear.com.