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70+ Outfit Ideas to Get You Through the Long Winter in Style

Best Winter Street Style

70+ Outfit Ideas to Get You Through the Long Winter in Style

December 31, 2018 by Hannah Weil McKinley

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We're not about to let a little snow or ice stand in the way of a good outfit. That doesn't mean going bare-legged or refusing to bundle up — remember, we want to look stylish, not clueless — but we refuse to wear a sleeping bag masquerading as a coat.

Clearly, this street styled crew knows the feeling, showing off a set of Winter-ready outfits that don't include oversize puffers or snow pants. Instead, their looks inspire a sleek, pulled-together standard for your cold-weather style, because a little inclement weather should never stand in the way of a great outfit. Click through for the inspiration, and prepare to layer up in style.

Just add a pair of bright socks to slides, then cover up accordingly with a chic coat à la Julia Sarr Jamois.

Keep it simple — then add statement-making patterned boots.

Add impact to solid outerwear with a gorgeous lady's bag.

Some things change, but denim will always be a Winter standby. This season, just add a coat with killer texture.

Do like the cool girls do and keep it pretty monochromatic.

Find the fun where you can — like adding high-impact hues on pants and shoes.

Embrace a cropped pant so you can really show off those Winter boots.

It's time to give socks and sandals a try already.

Bundle up luxuriously if you choose and say yes to brocade patterns and a furry finish.

Balance out kick flares (and cover exposed ankles) with a mid-calf boot.

No one will know (or care) what you have on underneath an amazing coat like this.

Mix it up with texture, print, and color. Who says you can't have fun with Winter fashion?

Add warmth and outfit intrigue with a textured vest.

Repeat after us: the more layers, the merrier.

There's a way to show skin in Winter, and it looks something this.

Throw on a patterned scarf and shake up your whole look.

Wow the crowd when you remix your Spring pencil skirt with over-the-knee boots and a classic Winter coat.

Match your shoes to your coat to your bag, and your look just got a lot more noteworthy.

Whenever in doubt, rememeber: that's why you have a leather jacket.

Outerwear like this is a Winter game changer.

Layer up your knits for a look so cozy, you'll feel like you're still in your sweats — but look totally on your game.

There's a reason why we default to basic black — it looks killer.

Put on your party pants, then top it all off with your go-to coat.

Follow Chiara Ferragni's lead and give your denim on denim the 2016 upgrade with embellishments and a mom-jean fit.

Tone-on-tone color play made this combo a standout.
Source: Le 21ème | Adam Katz Sinding

Orange you glad she added some wow-factor color?
Source: Le 21ème | Adam Katz Sinding

Nothing emboldens a Winter look quite like a flash of bright color.
Source: Le 21ème | Adam Katz Sinding

Sometimes, it's all about how you style it — the fastened collar provides extra warmth and makes a statement.

All black, coupled with a printed blue coat and minimalist chain-adorned booties might be the quickest way to a chic Winter style moment.
Source: Le 21ème | Adam Katz Sinding

Sure, your puffer jacket is a Winter necessity, but it also looks pretty cute atop skinny jeans and a cozy sweater.
Source: Le 21ème | Adam Katz Sinding

Now's the time to embrace luxe texture in the form of a furry coat — the perfect antidote to black skinny jeans.
Source: Le 21ème | Adam Katz Sinding

Dress up your shearling with a crossbody bag.
Source: Le 21ème | Adam Katz Sinding

Practicality doesn't have to trump style. Just perk up your layers with a bright knit.
Source: Le 21ème | Adam Katz Sinding

Wide-leg pants further the vintage flair of a fuzzy coat.
Source: Le 21ème | Adam Katz Sinding

Don't let the Winter shut out your style. Add personality with a scarf — that's easy, right?
Source: Le 21ème | Adam Katz Sinding

Layers and leopard print, need we say more?
Source: Le 21ème | Adam Katz Sinding

Her hat may say tomboy, but that Chanel bag says fashion darling.
Source: Le 21ème | Adam Katz Sinding

Bundling up looks better in shearling, doesn't it?
Source: Le 21ème | Adam Katz Sinding

We can't take our eyes off her bright separates.
Source: Le 21ème | Adam Katz Sinding

Black and white done right, with a chic bag and a flash of print on her scarf.
Source: Le 21ème | Adam Katz Sinding

A riff on the classics with red, white, blue, and camel.
Source: Le 21ème | Adam Katz Sinding

Dress up any outfit with bright color.
Source: Le 21ème | Adam Katz Sinding

Do it all up in neutrals for a keep-cool Winter approach.
Source: Le 21ème | Adam Katz Sinding

If you're going all black, don't underestimate the importance of great accessories.
Source: Le 21ème | Adam Katz Sinding

Turn up the outfit interest any time of year with a pair of patchwork pants.
Source: Le 21ème | Adam Katz Sinding

Ladylike plaid and a bit of camo are the proof that opposites do attract.
Source: Le 21ème | Adam Katz Sinding

This furry vest is as cozy as it is cool.
Source: Le 21ème | Adam Katz Sinding

Bundling up can look downright artistic with the right draping.
Source: Le 21ème | Adam Katz Sinding

Getting playful with your Winter dress code is as easy as adding prints.
Source: Le 21ème | Adam Katz Sinding

A hoodie and a beanie lend a sportier, '90s-girl effect to this Winter style.
Source: Le 21ème | Adam Katz Sinding

With a plaid coat, you need little else to tie together your Winter look.
Source: Le 21ème | Adam Katz Sinding

Nothing adds interest quite like a furry vest.
Source: Le 21ème | Adam Katz Sinding

Sure, it's simple, but this all-black look scores points with a little leather and a pair of tough-girl boots.
Source: Le 21ème | Adam Katz Sinding

A luxe muff does more than provide warmth.
Source: Le 21ème | Adam Katz Sinding

Layers don't mean you have to cover up your style — a bold camo-print coat is the perfect way to show it off.
Source: Le 21ème | Adam Katz Sinding

Let your layers be an opportunity to reinvent your look — she did with a denim dress, sweater, and camel coat.
Source: Le 21ème | Adam Katz Sinding

This is why we'll never tire of a great coat — invest in one and wear it proudly all season.
Source: Le 21ème | Adam Katz Sinding

Winter doesn't have to mean gray days: this street style pro added interest with a blue-hued leather jacket and white jeans.
Source: Le 21ème | Adam Katz Sinding

Sometimes, it's all about how you wear your accessories, like her shoulder bag thrown on crossbody style.
Source: Le 21ème | Adam Katz Sinding

Hanne Gaby Odiele stayed spunky with camo-print pants, an oversize fur, and a bright beanie.
Source: Le 21ème | Adam Katz Sinding

Say goodbye to the Michelin Man effect, and add warmth with a sleek puffer.
Source: Le 21ème | Adam Katz Sinding

Shorts over tights can be tricky, but when it's done right, the effect is oh so cool.
Source: Le 21ème | Adam Katz Sinding

Nothing wrong with the classics, especially when they look like this.
Source: Le 21ème | Adam Katz Sinding

Take the grunge-inspired approach, and add a little plaid and sheer black tights to the mix.
Source: Le 21ème | Adam Katz Sinding

If you're prep through and through, you'll appreciate this checked scarf and structured satchel.
Source: Le 21ème | Adam Katz Sinding

Make your all-black looks infinitely cooler with studded footwear.
Source: Le 21ème | Adam Katz Sinding

Give your edgy look a Winter upgrade with a cozy beanie and boots.
Source: Le 21ème | Adam Katz Sinding

Play the part of city sophisticate in a posh leather jacket and pumps.
Source: Le 21ème | Adam Katz Sinding

Borrow from a little model-off-duty style and add luxe with a furry topper — then elongate those stems with skinny black jeans and black booties.
Source: Le 21ème | Adam Katz Sinding

Refresh a bookish look with layers and geeky-chic specs.
Source: Le 21ème | Adam Katz Sinding

We never met a leopard coat we didn't like — how very Kate Moss, no?
Source: Le 21ème | Adam Katz Sinding

Let your scarf be the star of your outfit — and watch the compliments roll in.
Source: Le 21ème | Adam Katz Sinding

Counter your tough-girl ensemble with some smart footwear.
Source: Le 21ème | Adam Katz Sinding

Nothing breaks up all-black like a bit of eclectic print.
Source: Le 21ème | Adam Katz Sinding

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