10 Winter Boots That Withstand the Weather and Are Actually Cute

It’s not too much to ask.

By Hannah Zahner

Since we don’t get much icy weather here in Austin, I have a lot of friends who are headed to chillier places for winter vacations to get their fill of snow. Whether it’s a visit to Aspen or New York (or Minneapolis – Camille is headed there next week and the forecast is predicting -3 temperatures), your boots have got to be waterproof and non-slip – and hopefully really stylish, too.

While sporty is totally fine when you’re on the trails, we love a boot that will take us from outdoor escapades straight to dinner.

Say hello to insulation, waterproof materials and grippy soles that all happen to look totally chic. We’ve rounded up the best winter boots that’ll get you through any snow days – but are also cute enough to wear when it all eventually melts away.

featured image freepeople

Frye & CoThe Frye Company Rayner Hiker

Kinetic Caribou Boot by Sorel at Free People

And Other Stories Chunky Leather Snow Boots


Samuel Hubbard Alpine Water Resistant Genuine Shearling Lined Boot

Kenneth Cole Brooklyn Waterproof Leather Tread Sole Combat Boot

Bernardo Wiley Waterproof Rain Boot

Whitney Flurry Weather Boot by Sorel at Free People

Cougar Fargo Waterproof Chelsea Bootie


Timberland Sienna Genuine Shearling Trim Waterproof Hiking Boot

Blackstone OL23 Lace-Up Boot