9 Winter Outfits to Keep You Looking Cool All Season


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As we enter the holiday season, let’s have a little refresher on how to elevate our basic winter style, shall we? We took inspiration from today’s It-girls like Bella Hadid and Zendaya as well as the hottest runway shows to give you the best foundation for your cold-weather looks. It’s easy to cling to the safety of those all-black outfits, but now, it’s time to venture outside of your comfort zone. From smile-inducing sweaters and animal prints to furry accessories worn by Rihanna, there are plenty of ways to brighten up your winter outfits this season.

Don’t be afraid to bust out those favorite summer pieces in your closets. We’ll show you how to winterize those shorts and sandals to keep you feeling and looking hot in the colder temperatures. We often feel the chilly months mean we have to hide our fashion-forward sides under our puffer coats and thick ankle boots for the snow. Nevertheless, incorporating these statement styles will make sure you don’t miss a beat when it comes to your street style.

Scroll on for 10 cute winter outfit ideas that will serve as inspiration throughout the chilly months ahead.


Platform Boots

elsa hosk nyc street style gray skirt and ugg boots
Rachpoot/Bauer-Griffin

Platforms are back with a vengeance and are making no plans to leave again. This time around the 2022 shoe trend has taken on the iconic Y2K Ugg boot. Step out in this redesigned classic to take your winter wardrobe to new heights.

Classic Mini Platform Boot

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.ugg.com%2Fall-gender-footwear%2Fclassic-mini-platform%2F1134991.html%3Fdwvar_1134991_color%3DCHE&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Classic Mini Platform Boot</p><p>ugg.com</p><p>$160.00</p>

Ultra Soft Balloon Sleeve Duster

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.express.com%2Fclothing%2Fwomen%2Fultra-soft-balloon-sleeve-duster-cardigan%2Fpro%2F08412928%2Fcolor%2FHeather%2520Gray%2F&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Ultra Soft Balloon Sleeve Duster</p><p>express.com</p><p>$29.00</p>

High Waisted Ruched Side Midi Skirt

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.express.com%2Fclothing%2Fwomen%2Fhigh-waisted-ruched-side-midi-sweater-skirt%2Fpro%2F07650403%2Fcolor%2FHeather%2520Gray%2F%3Frx_channel%3Dsearch%26channel%3Dsearch%26merchantId%3D99%26programId%3D99%26affiliateId%3D99%26mrkgcl%3D638%26mrkgadid%3D3334456114%26CID%3DSEM_Goo-LIA-F-Main-Retail-96-000-Sweaters_Cardigans-US-Store-NA%26SearchID%3DGoo-LIA-F-Main-Retail-96-000-Sweaters_Cardigans-US-Store%26product_id%3D32651287%26creative%3D340336030557%26device%3Dc%26network%3Dg%26gclid%3DCj0KCQiA1ZGcBhCoARIsAGQ0kkqyhM-XUmR_Wd9IZrYoUk_0iYcsTHDc8dTnL2e7MVhiHZR9133FagkaAk7SEALw_wcB%26gclsrc%3Daw.ds&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>High Waisted Ruched Side Midi Skirt</p><p>express.com</p><p>$39.00</p>

Moto Jackets

hailey bieber street style leather jacket and cargo pants
Pierre Suu

The best moto jackets have proven themselves a timeless staple. The zipper details, ribbed padding, and shoulder pads give you that extra power to take on these city streets. Be a babe and a total badass!

Jylan Leather Moto Jacket

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.saksfifthavenue.com%2Fproduct%2Fveronica-beard-jylan-leather-moto-jacket-0400017899082.html%3Fsite_refer%3DCSE_GGLPLA%253AWomens_Clothing%253AVeronica%2BBeard%26country%3DUS%26currency%3DUSD%26dwvar_0400017899082_size%3D2%26dwvar_0400017899082_color%3DNAVY%26CSE_CID%3DG_Saks_PLA_US_Women%2527s%2BApparel_Contemporary_Must%2BWin%253AVeronica%2BBeard%26gclid%3DCj0KCQiA-JacBhC0ARIsAIxybyPrUhSG2GmAT_3iFHmirVInYvWqkM4fKVgq_AGs-srrhc1NWs4gpygaAoM8EALw_wcB%26gclsrc%3Daw.ds&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Jylan Leather Moto Jacket</p><p>saksfifthavenue.com</p><p>$1598.00</p>

Union Cargo Pants

<p><a href="https://www.shoprumored.com/products/union-cargo-pants?variant=40189596532825¤cy=USD&gclid=Cj0KCQiA-JacBhC0ARIsAIxybyOgptPx3pV2NvKG_H5cDIBQe_FkqVLZreymrcxqnk_UyyOrE8Q2nswaAnT7EALw_wcB" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Union Cargo Pants</p><p>shoprumored.com</p><p>$104.00</p>

Fink Studded Knee Boots

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.stevemadden.com%2Fproducts%2Ffink-black%3Fvariant%3D39704328896645%26gclid%3DCj0KCQiA-JacBhC0ARIsAIxybyONaikiG0LvJ9SHRxTdBwqNlC8fIHCRdH0Y2lG7qZtpKaGkTz3_xEoaAiceEALw_wcB&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Fink Studded Knee Boots</p><p>stevemadden.com</p><p>$159.95</p>

Bermuda Shorts

bella hadid paris fashion week ss23 brown short suit
Marc Piasecki

Remember those Bermuda shorts we wore in middle school (that we also had in a million different colors and prints)? Well, the plaids may be gone, but the Bermuda shorts are becoming a must-have for a chic schoolboy look. Pair them with tights, knee socks, or knee-high boots to beat any wind chills.

Twill Shirt Jacket

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fbananarepublic.gap.com%2Fbrowse%2Fproduct.do%3Fpid%3D802192&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Twill Shirt Jacket</p><p>bananarepublic.com</p><p>$59.97</p>

Dillon Bermuda Short

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.nililotan.com%2Fproducts%2Fdillon-bermuda-short%3Fvariant%3D39663926050934%26gclid%3DCj0KCQiAgribBhDkARIsAASA5bsK_8NllMo0x1b-sIZ8i6Y21-THT4Utgou8g0lxr3Zpf7toGVCcO9waArRCEALw_wcB&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Dillon Bermuda Short</p><p>nililotan.com</p><p>$285.00</p>

Cener Knee Boot

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.net-a-porter.com%2Fen-us%2Fshop%2Fproduct%2Fisabel-marant%2Fshoes%2Fknee-high%2Fcener-leather-knee-boots%2F38063312420859928%3Fcm_mmc%3DGoogle-ProductSearch-US--c-_-NAP_EN_US_PLA-_-NAP%2B-%2BAM%2B-%2BNY%2B-%2BGS%2B-%2BSSC%2B-%2BZombie%2BProducts%2B-%2BShoes--Zombie%2BProducts%2B-%2BShoes_AM%26gclid%3DCj0KCQiA1ZGcBhCoARIsAGQ0kkr1i7dx3KIA7DWQo05pD6Djt51jwuq8lRRtJZYWHKrNvY7fkuNa6dUaAm5yEALw_wcB%26gclsrc%3Daw.ds&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Cener Knee Boot</p><p>net-a-porter.com</p><p>$1290.00</p>

Fur Bucket Hats

rihanna nyc street style fur bucket hat
Pierre Suu

It’s ugly and outdated until Rihanna says it’s not. This furry accessory is impractical, weird, and just what you need to slay the day. Who cares about practicality when you’re turning heads? Added bonus if you get your favorite color in faux fur.

Faux Fur Bucket Hat

<p><a href="https://tylerlambert.com/collections/apparel/products/f-ck-it-bucket" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Faux Fur Bucket Hat</p><p>tylerlambert.com</p><p>$145.00</p>

Shop Now

Faux Fur Bucket Hat

tylerlambert.com

$145.00

Birdie Denim Shirt in Kirk

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fkhaite.com%2Fproducts%2Fbirdie-shirt-in-kirk%3F_pos%3D6%26_sid%3D56d4f5a51%26_ss%3Dr&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Birdie Denim Shirt in Kirk</p><p>khaite.com</p><p>$720.00</p>

Island Mini Bowl Bag

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.urbanoutfitters.com%2Fshop%2Fbinge-knitting-island-mini-bowl-bag2%3Fcategory%3Dbags-wallets-for-women%26color%3D060%26type%3DREGULAR%26size%3DONE%2BSIZE%26quantity%3D1&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Island Mini Bowl Bag</p><p>urbanoutfitters.com</p><p>$98.00</p>

Bold Color

zendaya valentino ss23 fashion week pink
Arnold Jerocki

Monochromatic outfits are the easiest choice for the cold months ahead, and black and neutrals are usually what come to mind. Think outside the box this season and flaunt neon from head to toe. After all, the ’80s called, and they want their colors back, but they won’t be getting them anytime soon.

[gallery id='79411c98-dd2a-40ae-b6d1-7852db834305' mediaId='83a5e8c4-c253-4a03-a105-a2fb53fc9d79' display='list' align='center' size='medium' share='true' expand='' captions='true' suppress-title='true'][/gallery


Faux Fur Coats

bottega veneta ss23 fur coat
Victor VIRGILE

This winter, unlock your inner Carrie Bradshaw and strut around the city in a faux fur coat. Being cruelty-free will always be in style. This coat will instantly elevate your winter outfits with a more formal touch.

Kathmandu Coat

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.freepeople.com%2Fshop%2Fkathmandu-coat%2F&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Kathmandu Coat</p><p>freepeople.com</p><p>$499.00</p>

Collapsed Stripe Leather Tote Bag

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.neimanmarcus.com%2Fp%2Fmedea-collapsed-stripe-leather-tote-bag-prod247370149&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Collapsed Stripe Leather Tote Bag</p><p>neimanmarcus.com</p><p>$657.00</p>

True To You Denim Skirt

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww2.hm.com%2Fen_us%2Fproductpage.1071021002.html&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>True To You Denim Skirt</p><p>hm.com</p><p>$12.99</p>

Puffer Coats

max mara fallwinter 2022
Andreas Rentz - Getty Images

One of the biggest dilemmas for winter dressing is finding something that feels warm, lightweight, and breathable—the solution: a puffer coat. This winter closet staple is a must-have for anyone who plans on surviving this winter season.

The Super Puff™ Long

<p><a href="https://www.aritzia.com/us/en/product/the-super-puff%E2%84%A2-long/84577.html" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>The Super Puff™ Long</p><p>aritzia.com</p><p>$350.00</p>

Shop Now

The Super Puff™ Long

aritzia.com

$350.00

No.188 Happy Roll-Neck Stretch-Cashmere Sweater

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.matchesfashion.com%2Fus%2Fproducts%2F1448668&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>No.188 Happy Roll-Neck Stretch-Cashmere Sweater</p><p>matchesfashion.com</p><p>$258.00</p>

Balaclava Knit Hooded Turtleneck

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.bergdorfgoodman.com%2Fp%2Fbevza-balaclava-knit-hooded-turtleneck-prod176180040&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Balaclava Knit Hooded Turtleneck</p><p>bergdorfgoodman.com</p><p>$2023.00</p>

Socks with Sandals

fendi re23 runway show
Getty Images

Socks and sandals are the most interesting solution to spicing up your footwear game in the winter. Give your heels another life by pairing them with bright-colored socks made in cashmere or wool for maximum warmth. Your outfits will still feel and look like your own personal style, just with more personality.

Leila Satin Charmeuse Dress

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.anthropologie.com%2Fshop%2Fbhldn-leila-satin-charmeuse-dress7&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Leila Satin Charmeuse Dress</p><p>anthropologie.com</p><p>$248.00</p>

Bare Satin Asymmetrical Slingback Sandals

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.neimanmarcus.com%2Fp%2Fthe-row-bare-satin-asymmetrical-slingback-sandals-prod252460214&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Bare Satin Asymmetrical Slingback Sandals</p><p>neimanmarcus.com</p><p>$387.00</p>

Cashmere & Wool-Blend Cozy Socks

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.neimanmarcus.com%2Fp%2Ffalke-cashmere-wool-blend-cozy-socks-prod255040364&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Cashmere & Wool-Blend Cozy Socks</p><p>Neiman Marcus</p><p>$24.00</p>

Animal Print Mania

16arlington springsummer 2023
Kate Green/BFC - Getty Images

Animal prints were once a bold fashion choice, but lately, we have been spotting this trend down the runway—and even on our sidewalks. If you aren’t ready to rock a head-to-toe look à la Shania Twain, search for the right animal print for you and start with one clothing item. You’ll soon discover that this is just what you need to take your outfits to the next level.

Merino Wool Snake Print Shell

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.brooksbrothers.com%2Fmerino-wool-snake-print-shell%2FWY00949_____GREY_XSML_____.html&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Merino Wool Snake Print Shell</p><p>brooksbrothers.com</p><p>$88.00</p>

Iana faux snakeskin jacket

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.mytheresa.com%2Fen-us%2Fnanushka-exclusive-to-mytheresa-iana-faux-snakeskin-jacket-1201938.html&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Iana faux snakeskin jacket</p><p>mytheresa.com</p><p>$352.00</p>

Snakeskin-Effect Tote Bag

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.farfetch.com%2Fshopping%2Fwomen%2Fyuzefi-snakeskin-effect-tote-bag-item-16704214.aspx&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Snakeskin-Effect Tote Bag</p><p>farfetch.com</p><p>$434.00</p>

Statement Sweaters

undercover springsummer 2022
Victor Virgile - Getty Images

If you’re looking to cure your winter blues, a statement sweater is just what you need. Pick a sweater that will fill you with joy whenever you read it because sometimes a cheesy saying is just what we need to lift our mood. Pair your eye-catching knit with trousers and bold-colored shoes for a head-turning outfit.

Gyles & George Women's "I'm a Luxury" Sweater

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Frowingblazers.com%2Fcollections%2Fwomens-sweaters%2Fproducts%2Fim-a-luxury-sweater-womens&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Gyles & George Women's "I'm a Luxury" Sweater</p><p>rowingblazers.com</p><p>$295.00</p>

Dillon Virgin Wool Wide Leg Pants

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.nordstrom.com%2Fs%2F7252571&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Dillon Virgin Wool Wide Leg Pants</p><p>nordstrom.com</p><p>$556.50</p>

Yellow Traktori Loafers

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.ssense.com%2Fen-us%2Fwomen%2Fproduct%2Fcamperlab%2Fyellow-traktori-loafers%2F9627551&sref=https%3A%2F%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Yellow Traktori Loafers</p><p>ssense.com</p><p>$150.00</p>

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