12 Practical and Cute Winter Boots, Under $100

We may earn a commission from links on this page.

Every year I tell myself the same thing: I will not leave the house for the entirety of winter. I have low blood pressure, chronic cold feet and no patience for any kind of discomfort. But, against my better judgment, I always leave the house. Invariably, I’m woefully unprepared for what awaits—Canals of unadulterated garbage water line the streets! A filth moat appears on the threshold of my bodega! Pure shit rains down from the sky! Between you and me, it’s a real bummer.

Over the years, I’ve amassed a king’s ransom in smart wool and an arsenal of boots. My closet looks like a DSW graveyard. This year, I prowled the depths of bargain websites and clearance sales to bring you the best winter boots—all under $100! Good luck out there and I hope you’ll do slightly better than me. Commerce Content is independent of Editorial and Advertising, and if you buy something through our posts, we may get a small share of the sale. Click here to learn more. We want your feedback.


Mel by Melissa Open Ankle Boots ($65) | ASOS

If I could propose to a pair of rain boots, it would be these. Made entirely of recycled plastic, these geometric cut-out boots are discounted by $35.


Polka Desert Boot ($80) | Clarks USA

With over a century of craftsmanship behind it, Clarks isn’t messing around with tailored, soft as hell boots. Peek the website to find an abundance of clearance items from the storied British brand.



Croc Puff Boot ($40) | 6PM

Crocs, a company that represents the lowest low of humanity, has done the impossible: Made something completely inoffensive and borderline nice. The Puff Boot—which is definitely not a scourge upon mankind— is even discounted by $20.


Sorel Winter Carnival Boot ($99) | Amazon

When it comes to socially-acceptable, waterproof winter boots, Sorel reigns supreme. Over at Amazon, we found a pair of deeply discounted Carnival Boots.


Nike Yoga Shoe and Outdoor Boot ($81) | The Outnet

Oh heavens. These babies look like a massage chair for your toes. Mosey on over to The Outnet, where they’re offered for 40% off the original price.


Sam Edelman Fringe Boots ($98) | Net-a-Porter

If you haven’t yet jumped on the ‘70s revival bandwagon, it might just be time. And these heavily discounted boots—originally priced at $325!—are the perfect excuse to start.


Dr. Martens Assange Lace Boot Hardwear ($95) | 6PM

It’s no secret that Dr. Marten’s are timelessly cool, so do take advantage of the massive sale 6PM is hosting on them.


Truffle Collection Rani Mid Chelsea Boots ($52) | ASOS

Presenting the one night stand of winter boots—waterproof, discounted, and on trend. They won’t last you ten years, but they’ll certainly last until winter concludes.


Jay Leather Pull-On Boot ($50) | Urban Outfitters

If you have a soft spot for slouchy leather boots, then look no further than Urban Outfitters, where the offerings are up to 50% off.


Report Poe Lace-Up Ankle Boot ($84) | Nasty Gal

High-heeled winter boots require a certain amount of agility and self-confidence that I can’t quite muster. But, I’ve seen women who can and I am in awe of them. If you happen to be one of those infinitely blessed women, go forth and buy these deeply discounted Poe Boots.


Original Short Rain Boots ($97) | Hunter

For those that desire Hunter boots, there’s one real downside: Rarefied heritage makes cost a real concern. However, if you peek the outlet section of their website, there are some miraculous deals to be had.


London Fog Womens Melton Cold Weather Snow Boot ($50) | Amazon

If London Fog can outfit the United States Navy during WWII, then they should be able to do the same for you.


Commerce Content is independent of Editorial and Advertising, and if you buy something through our posts, we may get a small share of the sale. Click here to learn more. We want your feedback.

Send deal submissions to Deals@Gawker and all other inquiries to Shane@Gawker.