Guide To Winter Outfits For Every Seasonal Occasion

’Tis the Season! Winter is without a doubt my favourite time of year, and the outfits we get to wear are just one part of the reason why. It’s the best time to really experiment with layering, wearing deep colors, and cozy knits. Over the years, as a self-confessed fashion girly, I’ve realised that having a few versatile outfits for every seasonal occasion can make it just that much more special. So, I'm here to share the perfect seasonal outfits with you!

Christmas Markets: Cozy Meets Chic

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It’s that time of year—twinkling lights at night, endless hot chocolates, Kinder Bueno pancakes, ice rinks, and Christmas-themed rides. For me, the key to dressing for a Christmas Market date is staying warm without compromising style.

Personally, I always opt for a fitted black turtleneck—simple, chic, and cozy—paired with low-rise jeans or pleated trousers and a woolly or faux-fur coat for that extra touch of winter glamour. On my feet? Either some chic sneakers or pointy New York–style boots (stylish but easy to walk in, of course!).

And the accessories? Let's be real, I never leave the house without my Bottega drop dupe earrings. Add a chunky knit scarf—extra points if colorful! And for all the trendy girls, sunglasses or a pair of yellow-tinted spectacles are a must!

WEEKDAY
Coat
$189

 

ASOS
furr Coat
$159

 

COS
Merino Wool TurtleNeck
$79

 

URBAN OUTFITTERS
Low Rise Jeans
$69

 

ZARA
Pinstripe Pants
$59.90

 

ZARA
Cowboy flat boots
$109

 

ASOS
Scarf
$20

 

REVOLVE
Sunglasses
$49

Coffee Dates: Effortless Winter Comfort

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Whether you’re meeting a friend for a seasonal drink or settling in for a study session, there’s nothing better than a café that feels warm and inviting on those chilly days. At a winter coffee date, you’ll find me channeling my inner Rory Gilmore at Luke’s Diner: cozy yet effortlessly put together. The vibe is knit cardigans, a comfy pair of jeans, and a pair of Ugg boots. Let’s not forget an oversized leather jacket for extra warmth and downtown-girl vibes, as well as a practical tote packed with necessities. The goal is subtle but cozy sophistication.

WEEKDAY
Cardigan
$115

 

ZARA
Wool cardigan
$53.94

 

ASOS
& Other Stories Jeans
$125

 

RICK OWENS DRKSHDW
Silver Concordians Light Nylon Shopper Tote
$505

 

UGGS
Women's Tazz II
$145

 

Office Holiday Party: Corporate Sleigh

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Ah, the good old office Christmas party—the one night a year you can slay without breaking the HR dress code. The goal is to turn heads, make an impression, but also say, “Yes, I’m still chic and professional,” you know the vibe. I would either opt for longline laced trousers—they're bold but glamorous—paired with an oversized black blazer and a red lip. The whole look tied together just screams classy yet trendy. On the other hand, you could go for a long satin skirt with something sparkly on top—truly festive.

ASOS
Long Lace Mesh Pants
$113

 

ASOS
Long Pants
$39.99

 

JIL SANDER
Black Tailored Blazer
$345

 

ASOS
Single-Breasted Blazer
$99.99

 

ASOS
Sheer Sequin Mesh Top
$32.99

 

ZARA
Sequin Top
$45.90

 

REFORMATION
Satin Skirt
$198

 

Holiday Family Dinner: Festive but Classy

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The holiday season means a marathon of family gatherings and dinners—Thanksgiving, Christmas, New Year’s. It’s essentially a mini runway, and your audience? The aunt you see once a year who always asks about your love life, the uncle who still doesn’t understand what you do for work, and cousins who suddenly got tall and couldn’t care less about being at the function.

The energy I want to serve? “I’m the Kim Kardashian of the family—cool, chic, and finally home for the holidays.” I want to give understated confidence. This is what I'd wear:

A clean, classy little black dress paired with deep red tights for a subtle yet festive touch. In this case, accessories are everything—a fun pair of gold earrings and a silky red bow in the hair make all the difference. It’s simple, timeless, yet celebratory and elegant.

ASOS
Burgundy Tights
$16.99

 

BOOHOO
High Neck Dress
$70 $13

 

URBAN OUTFITTERS
Mary Janes
$99

 

ASOS
Burgundy bow
$17.50

 

ISABEL MARANT
Gold-tone hoop earrings
$495

 

’Tis the season for slaying and serving all winter long, am I right?