So when I spotted the Sole Bliss Wonder Boots on this year's Oprah’s Favorite Things list, I knew I had to try them. As much as I trust Oprah, these Chelsea-style boots exceeded my expectations.

What else should you keep in mind while snow boot shopping? Here’s some advice. A waterproof sole can be pivotal to ... widely spaced lugs—these little rubber teeth help the boots grip onto ...

However, brands and designers are always reimagining the Chelsea boot, with new details like sky-high shafts, thick platform soles, and even cap toes. I kept an eye out for those kinds of features ...