7 Easy Winter Outfits That Will Never Ever Fail You

It can be easy to get stuck in a rut during winter when the weather is miserable—black trousers, same old sweater, and that go-to peacoat. Sound familiar? Well, it's actually incredibly easy to stand out this season with minimal effort. To prove it, we're highlighting seven simple outfits that will amp up your winter style game.

Keep scrolling to check out more—and shop statement-making pieces, too.


#1: Statement Coat + Skinny Jeans + Heels
(Image credit: Style du Monde)

Style Notes: Rather than your standard black topper, go for a bold coat.

Key Buy:

Related: It's the Perfect Time to Invest in a Great Winter Coat—28 That Stand Out


#2: Sweaterdress + Ankle Boots
(Image credit: The Styleograph)

Style Notes: There's nothing cosier (or cooler!) than snuggling up in a sweaterdress with ankle boots or flats this winter.

Key Buy:

Related: Trust Me—These 5 Ankle-Boot Trends Will Be Everywhere You Look in 2024


#3: Statement Boots + Cropped Jeans + Blazer
(Image credit: A Love Is Blind)

Style Notes: The easiest way to stand out in a basic ensemble? Add a pop of colour below the ankles with a pair of statement boots.

Key Buy:

Related: 56 Winter Outfits That Look Great—Even When It's Cold AF Outside


#4: Poncho + Flared Jeans
(Image credit: A Love Is Blind)

Style Notes: Try a cool poncho rather than a traditional jacket for a retro vibe.

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Related: 8 Cold-Weather Outfits That Will Bring You Joy This November


#5: Suit Blazer + Trousers
(Image credit: Christian Vierig/Getty Images)

Style Notes: There's nothing more on trend right now than a chic suit. Pop a roll neck underneath in case you're not warm enough.

Shop suits:

Related: Autumn/Winter 2016 Trends: 9 Key Looks You Need to Know


#6: Jumper + Waistcoat + Oversized Coat
(Image credit: Style du Monde)

Style Notes: Want to make an impact (especially when it's freezing)? Layer on everything you have for a high-concept-feeling look.

Key Buy:

Related: I'm Not Much of a Dress Fan, But These 21 Styles Stopped Me in My Tracks


#7: Bomber Jacket + White Shirt + Tracksuit Bottoms
(Image credit: Timur Emek/Getty Images)

Style Notes: We love the idea of wearing a standard bomber if you're somewhere that's slightly chilly but not completely freezing. It's a simple way to upgrade a basic jeans-and-tee ensemble.

Shop bombers:

Want more? Check out our other winter outfit ideas.

Bobby Schuessler
Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retialers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.