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18 Cute Winter Outfit Ideas For 2020

18 Wear-Anywhere, Easy Winter Outfits That You'll Feel Confident In

Whether your winter days will be spent inside or you plan to venture out, you do probably need something else to wear besides sweatpants and PJs. The good news is, you don't need to buy up any more basics than what's already stocked in your wardrobe for the stylish, comfortable looks we gathered below. All of them consist of essentials like jeans, boots, and dresses that you can throw on with some added layers or a great new coat before heading out the door.

If you need a travel outfit for a long drive, we've got your back, and if you just want to put a little more oomph into your walk-around-the-block attire, we're here for you, too. Even if you refuse to slip back into your rigid jeans and you just want to look cute in your leggings, we swear that's doable with the right puffer coat and a pair of cool, on-trend lug-sole boots. Ahead, find the outfit that speaks to you most this season, courtesy of some of our favourite style influencers, and bring on the crisp winter weather — because now you'll have more than enough of a confidence boost to walk right on through.

Wear your knee-high boots in the winter over tights with a miniskirt and lots of layers up top.

Cap off cropped denim with ankle-rise platform boots. Tuck a pair of cosy socks underneath.

Allow your sneakers to provide your neutrals with a needed pop of colour.

Wear a fresh white pair with a tough utility jumpsuit and puffer.

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Go hands-free in the winter by swinging your waist bag over your shoulder and turning it toward the front for easy access. Always finish your look with a beanie.

Give your sweatsuit a touch of class with a long, wool jacket. Keep things sporty on the bottom in white sneakers and thick ankle socks.

Layer up with pieces you might need on your trip, like a lightweight turtleneck.

If you're travelling long distance, you can always sneak a cosy PJ set underneath your cocoon coat and button it up to appear polished on the outside.

Allow smart leather block-heel boots to peek out from an ankle-grazing jean and layer a peacoat over a double-breasted blazer.

Coordinate your '70s-style, wide-leg denim with a cropped jacket and tee and finish with a messenger bag.

Tuck your leggings into lug-sole boots and style with a long puffer jacket and retro sunglasses.

Separate your leggings from your weather-proof boots with thick ankle socks and layer up with a boyfriend shirt, loose sweater, and flannel jacket.

Go monochrome from head to toe in dark brown, but allow a lighter tone to peek out from underneath your outerwear for a welcome contrast.

Wear a beret over your hijab that you coordinate with your checked outerwear for Parisian flair.

Choose a longer skirt to fall over your tall boots (so you're not showing any skin) and complete with a jacket in a contrasting material to play with texture.

Throw your thick, wool jumper over a trendy midi skirt and complete with sock boots.

Rock that ribbed dress you've been wearing as loungewear inside the house with suede over-the-knee boots, a dramatically oversize cardigan, and a mini statement purse.

Not into repurposing your lightweight midi dresses in the winter? Find an A-line coatdress to style with high socks and loafers or a tall boot. No one needs to know you're only wearing tights and a long-sleeve underneath.

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