All-Weather Boots to Update Your Winter Style

Alas, folks, it’s finally January—can you believe it? Feels like just yesterday I was crop-topping my way through downtown Manhattan, popsicle in hand. But for real—it’s January 4th—and you know what that means: statistically speaking, around 15% of New Years’ resolutions have already been broken. Not wrong.


So, let me make this easy for you; planning ahead can be tough, especially 12 months worth. Opt instead to live in the moment—we can all agree that being ‘more present’ makes it onto our lists anyways, right? That starts with recognizing that the real feel is 38° and listening to the little voice inside our heads saying, “Stay warm! Stay cozy! Wear practical footwear!” I’ve made enough tireless rants about dressing for the weather that you must know by now—style and practicality are not mutually exclusive. Below are my absolute favorite all-weather boots to help make your New Years style resolute. 


These Sies Marjan iridescent clog/hiking boot hybrid 


Jessa Lace-up Iridescent Coated-leather Ankle Boots - Silver

$895 $537

Heavy grip soles, a clunky wood heel, and thick iridescent leather uppers – need I say more? Pair these with cashmere leggings and an oversized fair-isle knit (with a turtleneck layered underneath, of course) for a look that your mom wore in the 90s and still works nearly thirty years later.


Maryam Nassir Zadeh’s ‘Jupiter’ knee-high boots 


Jupiter leather-trimmed boots

$593 $355

Not practical, you say? Think again. These beauties are like a raincoat for your feet, with coverage that extends all the way up to your knees. Follow Fall’s biggest trend by wearing these with a calf-skimming skirt or dress, and don’t forget tasteful socks.


The Miu Miu sock boots – yes, I’m serious


over the knee logo sock boots - Black

$890 $534

You thought I included these just for shits and giggles? No way. These boots double-down on cold weather essentials with the sock built right in. Easily tucked into straight-leg denim or tapered trousers, this classic Chelsea boot will give you a leg up (!) on cold weather dressing.


Proenza Schouler’s most realistically practical boots on this list


Proenza Schouler Leather Hiking Boot

$695 $347.99

This heavy duty, no-fuss, “we mean business” boot might be the one pair that can last you all year long. It’s rugged enough to handle the great outdoors, yet sleek of shape and design to work well with tights and dresses for a less outdoorsy affair. I love a super thick ski-style sock peaking out the top for that extra umph.


The ‘If I had money I would splurge on these boots’ boots 


Viv Rangers Crystal-embellished Paneled Leather And Suede Ankle Boots - Black


I’ve recently rekindled a love affair with all things bedazzled, and these Roger Vivier boots do not disappoint. They’re functional, combat-style lace-ups with some extra jazz in the form of an embellished square buckle. Goes well with pretty much anything, because you’ve just spent all your money on a single pair of shoes so they better.




No more articles