While we undoubtedly wear a variety of clothing and accessories each season, there are often a few specific items that tend to get the most mileage. These are the pieces that become mainstays. You know, those special staples that are worn over and over again and are constantly styled in a multitude of ways. Well today, we thought we’d round up some of the winter pieces we’re already wearing a lot and will continue to turn to throughout the season, all in an effort to give you a bit of shopping and style inspiration if that’s of interest.
Below, you’ll find a list that showcases a few team members’ winter wardrobe go-tos. As you’ll see, the options really do run the gamut. There’s everything from beautiful outerwear options that complete the chicest looks to beautiful sweaters that are wildly cozy. Of course, there’s also a smattering of strong shoe silhouettes included in the mix. All that and more is coming at you if you scroll along.
“I bought this jacket last year, and it continues to be my favorite. It has a cool oversize fit that I can wear over even the thickest sweaters, and it can look dressy or casual depending on what I’m wearing.”
“I just ordered this, but I can already tell I’ll be wearing it a ton. It’s the perfect turtleneck, and I like that it gives the bodysuit look without actually being a bodysuit.”
“These are the best Uggs (I have them in Chestnut), and I’m guessing they’ll sell out again by the time the holidays roll around, so I suggest you order them now.”
“I wear sweatshirts a lot, and this is the best one I’ve come across. It’s kind of cropped and boxy in a cute way, and it’s soft and warm without being too thick. I sized up for more of a relaxed fit.”
“A statement sweater is always at the top of my shopping list this time of year. I’m choosing an elevated take on the winter wardrobe staple by wearing as many Fair Isle knits as possible this season. Each unique detail brings me so much joy.”
“Some of the best money I’ve ever spent has been on the simplest winter pieces—e.g., a black knit sweaterdress from Zara. I’ve probably owned this dress for five years now, and I pull it out season after season. It gets the most mileage for me.”
“Ever since I got this Staud bag, I’ve been unable to put it down. I love the shape, the hue, the size—it’s genuinely the perfect transitional bag from fall to winter. And considering how I’ve already worn it a million times, it’s safe to say it will stay on my arm for the rest of the year.”
“As much as I love heeled boots, I’m excited to embrace chunkier flat shoes like these chic loafers this winter. I just got them, and I can already see myself slipping into them for the rest of the season.”
“I’m guessing our Who What Wear Collection pants are about to be my new staple. They’re so buttery soft and fit so well.”
“It’s not even winter yet, but I’ve already started wearing these Zara boots nonstop. They’re on-trend and comfortable and give me some extra height, and they’re so low-maintenance that I don’t have to worry about ruining them.”
“As someone who loves dressing in black, I rarely ever wear (or buy) things in brown, but this cardigan has changed me. I’ve been wearing it with jeans multiple times a week since getting it, and I like it more and more with each use. It’s so simple but makes my outfits so much more interesting than a basic black sweater would.”
“When I bought Puddle Boots, I half expected to only wear them for special occasions, so I was surprised to discover how wearable they are on a day-to-day basis. I wore them the other day during a rainstorm, and they really held up. Plus, they look good with pretty much anything. Win-win.”
“I got this jacket in gray back in September and knew immediately that it’d become a regular in my fall and winter wardrobe. It really does make everything I wear with it look cooler, and it’s great for layering since it has an oversize fit.”
“In the year since I’ve had these in my closet, I’ve lost track of how many times I’ve worn them. They definitely live up to all the hype they’ve gotten for being comfortable and flattering.”
“I can’t understate how comfortable these loafers are. The leather is so soft, and I can tell they were really well-made because there was basically no break-in period.”
“Here I am in one of my favorite sweaters by Alex Mill. It’s beyond comfortable and quite on-trend with the cable-knit fabric. No joke, I got seven compliments on it in one day recently.”
“I got these sneakers from Italist. They’re certainly an investment style, but they were actually on sale. (The site has great deals.) They’ve literally become my new everyday sneakers, so the cost per wear is strong.”
“I find amazing items at Saks Off 5th. I recently scored this beautiful coat, and I can’t wait to wear it all winter long. The deep-green hue makes it different and unique.”
“I recently got these newly released Everlane boots, and I’m so into them. They’re comfortable and go with basically everything. I also like how they feel a bit more dressed up, but they’re still casual at the same time.”
“I always love a great moto jacket, and this particular style from Boda Skins gets an A+ because of the details and the cool cropped silhouette.”
“In terms of solid winter boots, Sorel is where it’s at. I live somewhere where it gets super cold and snowy, so I swear by these.”
“Full disclosure: I was kind of expecting these to be uncomfortable and set aside for certain occasions. I’m so happy I was wrong. These are literally the most comfortable loafers ever. The chunky sole makes them feel extra durable for the cold and rainy days ahead. Plus, it doesn’t hurt that they make any outfit look way cooler.”
