Winter is arguably the toughest time of the year to buy shoes. Why? Because we never know what weather to expect and—sometimes—matching our shoes with a particular outfit is more important than matching them for weather, even if the cost is soiled feet. We’re not concerned with weather-abiding; instead, we dress for the moment. That said, here are our top three boots and shoes for the holidays, all of course are available at Shoefly.com:

First is–what should be–a staple in every woman’s closet; UGGs. Our favorite for the moment is the Classic Crochet, which happens to be on sale for 30 percent OFF.

Second is the fun and functional shin-high Cherie by Vince Camuto. Available in black or deep-red, the Cherie can match nicely with just about anything and offers a unique look when you need it most.

Last, but not least, is one item every man should gift for his lady (be it girlfriend, spouse, sibling or mother). It’s the Cozy slipper by UGG. And with a name like "Cozy," you know it has to be good.