Yep, the Coolest Winter Outfits All Feature These 8 Pieces
Want to know the key to looking cool this winter? It's not about planning all your outfits days in advance, buying into a bunch of new trends, or nailing down a precise layering combo. While all of those things will definitely help you to achieve a good cold-weather look, it's actually much simpler than that. In all the research I've done on Instagram, I've found that the coolest winter outfits come down to a few key (and on-trend) wardrobe staples.
I'm not saying you need to go out and buy all of the things I'm highlighting here (my wallet hurts at the thought), but hopefully, you'll see how swapping in one of these of-the-moment pieces will totally upgrade your outfits for the rest of the season. Whether it be wearing leather pants in lieu of your usual jeans or opting for some practical-chic chunky boots, scroll through to see the eight must-have pieces to keep you warm, snug, and stylish, and fill up on styling ideas from our favorite fashion people.
1. Leather Pants
Forget wearing jeans and a sweater—leather pants make even the simplest outfits so much cooler.
Style yours like fashion girls are right now with a cardigan and loafers.
2. Tall Chunky Boots
Leggings and this boot trend are a match made in heaven.
These trendy boots are comfortable and also happen to be practical for winter, so yes, they're elite.
3. Second-Skin Tops
Make a graphic-print top the centerpiece of your outfit.
They're basically made for tucking into high-waisted jeans.
4. Knit Sets
Comfy, cool, and put-together—what's not to love?
Some chain jewelry makes the look so elevated.
5. Ripped Jeans
Ripped jeans with a basic sweater and loafers or ankle boots make for the perfect casual winter look.
They also happen to pair well with chunky-sole boots, another A+ winter trend.
6. Asymmetric Tops
Asymmetric tops are the kind of item that's an easy-to-wear basic but adds a little something extra.
The simplest winter outfit—a long-sleeve top with trousers—looks all the cooler with an off-kilter neckline.
7. Retro Sneakers
If you're going to wear sneakers right now, reach for a cool throwback pair from brands like New Balance and Reebok.
Wear them now with winter pieces like a camel coat and keep wearing them with your basics year-round.
8. Layered Collars
Two pieces that were made for each other, sweater-vests and collared shirts. Combine them to make a trendy winter 'fit.
Style the combo with your trusted black pants and ankle boots.
This story was published at an earlier date and has since been updated.
Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.
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