Madewell Is Having a Major Pre-Holiday Sweaters and Boots Sale—Here Are Our Top Picks

Raise your hand if your wardrobe was personally victimized by stay-at-home orders. Keep it up if instead of consistently updating said wardrobe throughout 2020, you opted to exist in sweatpants or any equivalent level of comfort. We're not quite done. Just let it hang there for a second longer if you've recently opened your closet door and found outdated styles—no shame: there are flared jeans in mine RN—that you'd rather not don today.

Okay, and just to confirm, for those with your hands still in the air, did you know that Madewell is having a major sale wherein a LOT of sweaters and boots are up to 25 percent off? Because it sounds like this pre-Black Friday sale is made for you. (But no, really, this is one of the best winter sales we've seen so far this season. Get in on it.)

Scoop up all the shearling, and find wool sweaters to replace those that you lived in during the pandemic year, and *finally* invest in that pair of snow boots you say you'll buy every year. Buy socks. Buy sweaters. Buy underwear. Buy jeans. But especially buy the stuff up to 25 percent off—especially since you'll need it to stay toasty this winter. Live your life in cool new clothes. The sky is really the limit here. Keep scrolling for our favorites.

For more can't-miss Black Friday and Cyber Monday deals, check out our curated sales hub, and shop all the major discounts this holiday season.

The best sweaters and boots on sale at Madewell right now

MWL Betterterry Jogger Sweatpants — $40.00

Originally $70, now $40

I know I talked a big game on how sweatpants are over a .2 seconds ago, but they’re not. They never will be. And this pair is a best-seller at Madewell, due to the fit and the fabric. It sits high on the waist and tapers to the ankle and the feel on your body is like soft-meets-structure. They look good even after a day spent sitting on the couch. Invest in them—you won’t be sorry. These puppies are on sale.

The Lace-Up Lugsole Rain Boot — $75.00

Originally $88, now $75

Every year without fail around this time of year, I swear I’m going to buy snow boots and then every year after I’ve fallen on the ice, I CURSE the fact that I never did. I shan’t make that mistake again in 2022—mark my words famous last words.

Somervell Fair Isle Turtleneck Sweater — $74.00

Originally $98, now $73.50

If a ski trip in Aspen was a sweater, it would be this. The Somervell Fair Isle turtleneck sweater (made of an acrylic/wool/polyamide blend) is a chunky knit number your winter desperately needs. The bubble sleeves gives it a unique touch.



madewell henley
Donegal Bowden Henley Sweater in Coziest Yarn — $64.00

Originally $85, now $64

This relaxed, ribbed henley sweater has a cool I-just-got-subtly-splashed-with-white-paint look (it’s also available in oatmeal), and you can style it buttoned or unbuttoned (you do you!). Super soft, warm (it’s made of a polyamide/acrylic/wool blend), this is the perfect sweater to wear whether you’re lounging around the house, or getting brunch on a crisp day.

hiking boot
The Citywalk Lugsole Hiker Boot in Leather — $149.00

Originally $198, now $149

These hiker-inspired lace-up boots are crafted with lug soles and give you the grip you need when walking in snow or on ice. Crafted with premium leather and featuring padding around the ankle for comfort, these are a solid mix between function and style. Plus, these boots are made with Cloudlift Lite padding, which gives your feet extra comfort.

black lugsole boots
The Kathleen Lugsole Boot — $149.00

Originally $198, now $149

These boots are a bestseller for a reason—they’re sleek, effortlessly cool, and give you just enough lift without being uncomfortable. And thanks to the MWL Cloudlift Lite padding, rest assured you’ll feel like you’re walking on a cloud (yup).

Glenbrook Half-Zip Pullover Sweater in Colorblock — $64.00

Originally $85, now $64

Get this pullover sweater on extra sale—it’s 25 percent off its already marked-down price. Crafted with ethically-sourced wool, this sweater will be on heavy rotation this winter, we guarantee it. Plus, it’s machine washer-friendly. Score.

madewell sweater
Wilmington Hoodie Sweater — $65.00

Originally $85, now $64

Another Madewell favorite, this stretchy wool hoodie offers a kangaroo pocket (ya know, for storing snacks, obviously) and a high-low shirttail hem which is stylish, fun, and clearly made to wear with your most toasty leggings.

mockneck cardigan
Harwood Cableknit Mockneck Cardigan Sweater — $94.00

Originally $110, now $94

This sweater is Taylor Swift’s “Cardigan” reincarnated as a real-life cardigan. It’s a work of art, and its mockneck gives it an edge of fancy that makes it ideal for WFH Zooms or holiday parties that call for a little more class than usual. With its cropped fit, we like pairing this wool number with some high-waisted jeans.

chelsea boot
The Toasty Chelsea Boot — $151.00

Originally $178, now $151

This winter Chelsea boot is lined with faux shearling and is easy to pull on and take off. Plus, it’s water-resistant, so if you need to take ’em outside, you don’t have to worry about any damage. While they’re made with suede, they truly are designed to handle the winter elements (think snow and slush).

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