Toward the end of 2019, probably starting around Thanksgiving, I noticed myself playing with the same rotation of garments every day: 1) a warm top–usually a knit of some sort–that I can decorate with jewelry or layer with blazers or jackets; 2) trousers on weekdays, jeans on Fridays, and cozy stretchy pants on the weekends; and 3) boots that work well with the hemline of my pants or make it easy for pants to be tucked into them. These three elements— knitwear, pants, and boots—are what I call the winter trifecta (starting now, anyways) and are the basis of my most reliable outfit template for cold weather.
If you have a shortage of these mainstay items and don’t want to pay full-price in the effort to acquire more, I’m about to rock your world—because we are currently in the midst of peak winter sale season. I first noticed how great the sales are right now when Maggie and I started chatting about Mango’s current offerings. (In particular, these pants, which are the sort of pants you can wear every single day with a different top.) I then turned my attention to Shopbop’s truly incredible sale section, specifically this fringed knit which would look great both with a collared shirt under it and, alternatively, with several gold necklaces. Suddenly I found myself cruising around the sale pages of Net-a-Porter, The OUTNET (both up to 80% off), and then Need Supply (which, full disclosure, always has a fantastic sale section). A few things I was previously eyeing are on extreme markdown, like these tall black boots, which are half off. Once I realized that SSENSE is running a 70% off sale (which ends tonight!), I knew I was morally obligated to aggregate all of this information for the good of the internet. Scroll down for a curation of the best winter staples that are on sale at the moment.
Sweaters That Feel Like a Hug
My favorite winter purchase thus far is a fringed sweater very similar to this $65 one. I can already tell that it will last me for multiple seasons, perpetually on-trend and cozy for years to come. Speaking of (what else?) sweaters, I love this color block turtleneck one, ideally worn French-tucked into a pair of wool trousers. I’m also eyeing this oversized swiggled gem from Rachel Comey, which I would wear with leggings in après-ski form. Speaking of après-ski–check out this Jason Wu fair-isle guy for just over 100 dollars! I also can’t stop thinking about this long cardigan, belted as a dress or over some cozy knit pants. I’ll channel Leandra with a collar under this floral embroidered knit that is 75% off. Over at Net-a-Porter with up to 80% off, I found this colorful Missoni v-neck and this mohair striped number for 100 bucks. If these are all too crazy for you, what about this cozy striped knit or this $62 grey knitwear staple? And run don’t walk to this MSGM silver lurex contender and this delicious beige Isabel Marant turtleneck, both of which are on heavy sale at SSENSE–but only until end of day today!
Boots You’ll Be So Glad You Waited to Buy
Ah, my favorite category on earth: shoes! Specifically boots! And they’re all on sale!!!! I own these and delight in how easily they dress up a pair of joggers/sweatpants/leggings/any number of home clothes. Eva Chen has posted these to her stories multiple times, and I always love the way they look. They’re now 60% off! These beloved Ganni western bad boys? Also now on sale. Or maybe you prefer these classic ones for $120? Or a classic tall black boot that I would wear with a mini skirt or shorts suit when it gets a tad bit warmer? Since I know so many of you love a good cow print, these heeled guys are $69 and worth a peek. Keeping with the animal print theme, these and these snake print ones are too good to resist. Then there’s Stella McCartney coming in hot with these weatherproof ones. I am a big fan of these and these, too. It looks like I could climb a mountain in both of them, however I’ll probably just climb Bleecker street. Last but not least, I bought these cold weather boots five years ago when I first started at Man Repeller and still wear them to this (very brisk) day. Highly recommend.
Pants to Get You Through The First Snow Storm and Then Some
I just impulsively bought these Toteme pants from SSENSE for $100 (I repeat: their sale only goes until end of day!) because as I cannot resist an excellent discounted trouser, and I know I will wear these a ton. Potential outfit ideas include: with a shrunken cardigan, with a ribbed tank and blazer, and with a turtleneck and nothing else à la Steve Jobs. I also own these and love these, which are now 70% off. If you’re in the market for jeans, these high-rise ones from GRLFRND and these from Eve Denim both fit REALLY, really well and are 50% and 70% off, respectively. These classic dark wash ones from FRAME are $98 and give off the perfect dressed-up vibe. You could wear them with a fancy blouse and heels and look like a million bucks, if I do say so myself. And for you risk-takers out there, take a gander at this red pair by L.F. Markey that I have in a different color but now want in red to wear with a red top and moonlight as the tomato I was always meant to be. OMG and how cool are these with the massive belt with one size L left???! They’re $50!!!! On another note, these front zip trousers would look great with a high pair of boots and a tonal sweater. Layer with pearls for good measure. Oh and Mango’s having a 70% off sale, and these $30 pants I mentioned already are high on my list (and come in several colors). Also stretchy and versatile are these grey kick-flare ones for $35! Channel my friend and co-worker Crystal Anderson with these skinny PVC lilac pants or these statement zipper glossed ones. While not cheap (but still highly discounted) I would also gladly crown these, these or these my perfect cold weather trouser. Speaking of wintry plaid (unless that was just me talking to myself?), these are also great and $38. And finally, I’d wear these or these ribbed ones for cozying around on the weekend with my puffer coat.
Let me know what you’re eyeing, what you getting, and what you’re looking for in the comments below. We’re in this together!
Feature photos by Tory Rust.