An outdoors editor reveals the best Amazon Prime Day deals on essential cold weather clothing and footwear, including jackets, fleeces, boots, and more from top brands like The North Face, Columbia, and Lands' End, to help you stay warm this winter without breaking the bank.
I found the best Prime Day deals on cold weather clothes from The North Face, Columbia and more The best winter jackets are a necessity when temperatures drop, but boy can they get expensive. However, thanks to Amazon’s October Prime Day, you don’t have to spend as much to stay warm. I’m CNN Underscored’s outdoors editor and I’ve tested a ton of winter gear — including down jackets — so I know a thing or two about what you need to brave the cold. I’ve used that experience to tirelessly click through dozens of the best Amazon deals to find discounts on things like coats and jackets, beanies and winter boots. Here are the best discounts I’ve found so you can stay warm from head to toe this winter. Amazon Prime Day women’s coat deals Columbia Women's Benton Springs Full-Zip Fleece Jacket Numerous colors of this best-tested fleece are marked down this Prime Day. When we pit it against other popular fleece jackets, we found it soft, durable and warm — everything you want in a winter layer. Read Our Review $35 From $27 at Amazon $65 $32 at REI Lands' End Women's Fleece Full-Zip Jacket Another fantastically-priced fleece jacket, this one from Lands' End is at its lowest price ever and available in four versatile colors. $49 From $28 at Amazon Orolay Women's Thickened Down Jacket This down coat went viral years ago, and even though it isn't as trendy today, it's still versatile, warm and on sale. It's down to its lowest price of the past few months, just in time for winter. $160 From $100 at Amazon The North Face Women's Antora Rain 2.0 Jacket This jacket from The North Face wasn't the best I tested, but now that it's at the lowest price we've ever seen it, it's a great option to stay dry this winter. $130 From $66 at Amazon Lands' End Women's Quilted Puffer Vest Sometimes you don't need the warmth of a full insulated jacket. That's where puffer vests like this Lands' End one comes in. There is a wide variety of colors available, and it's an impressive 43% off. $70 From $40 at Amazon Ewedoos Fleece-Lined Leggings With Pockets These editor-approved leggings are affordable and can keep you warm on brutally cold days. The black color is discounted by 49%, making them a no-brainer to help you prepare for the winter. $37 From $19 at Amazon Amazon Prime Day men’s coat deals Columbia Men's Watertight II Rain Jacket Columbia always offers good gear at a great value, and this discounted rain jacket is a prime example. Just $70, it's the perfect layer to keep you dry during what seems like will be an extremely wet fall and winter. $100 $70 at Amazon Lands' End Flagship Flannel Shirt A flannel is a cool-weather staple, and if you don't have one yet, there's no reason to spend a fortune. This Lands' End top is perfectly stylish, warm and layerable. $70 From $40 at Amazon The North Face Men's Yumiori Quarter-Zip Jacket If you don't have a trusty fleece in your closet yet, now's the time to buy. This one from The North Face is stylish enough to wear on its own, but you can also use it as a midlayer on super-cold days. $100 From $70 at Amazon Ororo Men's Heated Full-Zip Fleece Jacket I absolutely love this heated fleece on those extreme winter days. It's thin enough to wear underneath my puffy jackets, so I can stay comfortable when temperatures drop well below zero. Now's a great time to buy this fleece, because it's just a few dollars above it's all-time-low price of $98. Read Our Review $150 $105 at Amazon Arc'teryx Men's Atom Insulated Hoodie This cult-favorite jacket has synthetic insulation that's incredibly lightweight, warm and durable. It's $100 off at REI right now, where there are tons of other deals on cold weather apparel and gear you can shop. $300 From $200 at REI Amazon Prime Day winter boot deals Hunter Women's Original Chelsea Rain Boots These classic rain boots are the ultimate protection from fall showers and light snow. Now you can score them at the lowest price we've ever seen in Navy. $155 From $106 at Amazon VBDB Women's Square-Toe Knee-High Boots These editor-favorite boots are already a great budget alternative to Frye Campus boots. You can save even more this Prime Day with a solid 20% discount on a few of the colors. Read Our Review $38 From $31 at Amazon Hoka Women's Kaha 3 GTX Hiking Boots These hiking boots are incredibly comfortable and have a Gore-Tex membrane to keep your feet dry in the snow. A sticky Vibram sole and a 50% markdown in this tan color make them some of the best winter boots you can buy right now. $240 $120 at REI Columbia Women's Newton Ridge Plus Waterproof Hiking Boots Our pick for the best budget hiking boots are also fantastic winter boots. They're waterproof, have great traction and most importantly, are priced right. $110 From $63 at Amazon Dream Pairs Women's Winter Duck Snow Boots Who said insulated, waterproof boots have to be ugly? These are cute enough to wear around town but built tough enough to trudge through snow drifts. $60 From $43 at Amazon Project Cloud 100% Genuine Leather Women's Ankle Boots If you can't get through winter without a pair of cozy slippers, you need to see these ankle boots. They're made with genuine leather and a faux-fur lining, and they're 33% off this Prime Day. $46 From $38 at Amazon Why this Amazon Prime Day Deal is worth shopping Amazon’s October Prime Day is the perfect time to gear up for winter. Just as temperatures start to drop and frost is beginning to form, you can stock up on discounted jackets, coats, gloves, beanies and more. As CNN Underscored’s outdoors editor, I’ve tested my fair share of cold weather gear, so I used that expertise to find great deals on good products. Why trust CNN Underscored In addition to looking out for your wallet via daily deals coverage, our editors are here for you on the biggest shopping days of the year. Come Amazon Prime Day, Black Friday and every long weekend in between — Presidents Day, Memorial Day, Labor Day — we put in extra hours to help our readers expertly navigate major sales events with an understanding of what’s actually worth buying. During Prime Big Deal Days 2026, our team of 30-plus editors is working around the clock to highlight those can’t-miss deals from Amazon you should shop this fall. For this article, CNN Underscored outdoors editor Kai Burkhardt used his years of experience reviewing products and searching for deals to find the best discounts on winter jackets, coats, boots and more. He’s written many cold weather guides, including to the best down jackets, best heated gloves and best hiking boots.
