The winter season is upon us, and for many that means it’s time to start planning that dreamy snow-filled getaway!
While vacations are always exciting, let’s be real – as fun as frolicking in the snow and sipping hot cocoa by the fire sounds, if you don’t pack the right cold weather outfits, your winter retreat can quickly go from a winter wonderland to a chilly nightmare.
That’s why I’ve put together this guide to help you pack like a pro for your upcoming winter vacation!
The Snow Bunny
Kicking things off, we have the snow bunny look – perfect for those cool but sunny days hitting the slopes!
Let’s start from the ground up with this cozy outfit:
On your feet, you’ll want a sturdy pair of snow boots that are equal parts warm, waterproof, and cute.
I love a sleek black pair like the Sorel Whitney boots – they’ll keep your toes toasty without looking clunky. Make sure to throw on a pair of thick socks too for good measure!
Next up are bottoms: snow pants are non-negotiable for a day on the mountains! Go for a fitted pair like the Columbia Snow Eclipse pants.
The slim cut is flattering while the adjustable waists and ankle gaiters ensure snow doesn’t sneak in. Stash the pants into your boots for a tucked, streamlined look.
Now let’s talk jackets – puffer coats reign supreme for snow bunnies! The Marmot Montreal Coat is a perfect pick because it’s insanely warm yet still slim and stylish.
You’ll stay dry thanks to the water resistant fabric and removable hood.
For extra insulation, layer a fleece or hoodie underneath.
Don’t forget the accessories!
Throwing on a beanie, scarf, and gloves completes the snow bunny ensemble. Choose soft, cozy knits in fun pops of color like mint green or baby blue.
The Moncler Pompom beanie and matching Lusha gloves are too cute!
To recap, the snow bunny outfit includes waterproof snow boots, slim snow pants, a fitted puffer coat, and playful cold weather accessories for hitting the slopes in style!
You’ll be shredding down the mountains looking seriously chic and oh so cozy.
The Sweater Weather Statement
Nothing says winter vacation style quite like an oversized statement sweater!
My number one recommendation is to opt for a wool blend sweater that’ll keep you extra warm without sacrificing style.
The Altuzarra Giraffe Motif Sweater is a perfect pick – the black and white giraffe print makes a serious style statement. For more warmth, layer it over a crisp white turtleneck.
On bottom, ground the eye catching top with classic dark wash jeans, leather leggings, or tailored trousers.
I’d suggest a black pair like the Everlane Way-High Drape Pant for a streamlined, pulled together vibe.
In the shoe department, you have options! For casual cabin hangs, try an edgy lug sole combat boot like the Dr.
Martens 1460. Feeling something more feminine? Tan suede over-the-knee boots offer a polished touch.
Don’t forget the accessories and layers to take this outfit to the next level! A structured black trench coat on top adds sophistication.
Finish with dainty gold jewelry, a colorful beanie and mittens, and an oversized tote bag.
With an eye catching sweater as the star, you’re sure to stay cozy while turning heads for all the right reasons on your winter vacation. This look effortlessly balances style and comfort.
The Shearling Statement Coat
If you really want to elevate your winter getaway style game, go big or go home with a dramatic shearling statement coat!
Nothing makes more of an entrance or keeps you warmer than cozying up in an oversized sheepskin topper.
For the ultimate cool girl winter layer, try a shearling aviator jacket like the Allsaints Dalby. The cream shearling will pop against any outfit while keeping you ridiculously warm.
You can dress it up with a turtleneck, jeans and heels or go more casual with leggings and sneakers.
Another option is to layer a plush shearling trench coat over your ensemble like the Topshop Borg Linen Look coat.
Camel and brown hues are timeless, working with anything from floral dresses and miniskirts to jeans and trousers.
To amp up the shearling style statement even more, accessories like shearling mittens, earmuffs, hats and boots will totally complete the look.
I especially love pairing a cropped shearling jacket with matching boots – so chic!
While a shearling coat tends to be more of a splurge, it’s a worthy investment piece that’s guaranteed to keep you cozy for many winters to come.
There’s truly no better way to combine luxury and comfort!
The Cold Weather Jumpsuit
My next cozy winter vacation outfit idea is all about finding stylish alternatives to basic jeans and sweaters.
Enter: the winter jumpsuit! A well designed cold weather jumpsuit will be your new favorite way to stay cute and comfy on your snowy retreat.
The key is picking a jumpsuit made with warm, insulating fabrics like wool, corduroy or ponte knit.
I love a turtleneck style with long sleeves like the Aritzia Wilfred Free Allant Jumpsuit for maximum coziness.
Check out rib knit fabrics too – not only is the texture eye catching but it’ll trap heat to keep you extra warm.
Look for winter-friendly jumpsuits in rich jewel tones like emerald green, sapphire blue or burgundy.
Deep colors feel so dreamy and wintery. You can always layer a chunky cardigan or puffer vest on top too.
In the shoe department, options are endless! Bundled up boots like Uggs or Moon Boots pair perfectly.
For a dressier occasion, try knee high riding boots or even a stacked wedge.
The beauty of a cold weather jumpsuit is that it’s a simple one piece outfit that still makes an outfit look curated.
Just add chic accessories like oversized hoops, a beanie and scarf. Then throw on your shearling coat and you’re good to go!
With endless style, comfort and warmth, a winter jumpsuit really can’t be beaten for seasonal getaways.
You’ll be cozy and cute all vacation long.
The Bold Plaid Blazer
Bring the vacation vibes in full force and look seriously chic with my next outfit idea – a bold plaid blazer!
This timeless print instantly says getaway style.
A tailored wool blazer in an oversized buffalo check or vibrant tartan pattern makes a huge style statement over any outfit.
I’d pair it with a black turtleneck and jeans or leather leggings with chunky boots for a polished winter look.
You can also wear it more casually over a hoodie, tee and joggers with winter white sneakers. Throw a pom pom beanie on top to complete the après ski ensemble.
The best part is that a statement plaid blazer instantly pulls together any vacation look while keeping you warm both indoors and out.
The Faux Fur Hoodie Set
My last cozy winter getaway look recommendation is all about luxe loungewear! A matching faux fur hoodie set is the ultimate in fireside chic.
Go for a cropped hoodie and matching jogger pant set in a plush faux fur fabric. Super soft teddy bear textures in creamy ivories or rich chocolates will feel so indulgent.
I’d wear this set styled in two different ways. First, with fuzzy slippers and a silky robe over top for the perfect cabin ensemble.
Then, dress it up with wedge sneakers, statement sunglasses and layered gold necklaces. Just like that you have a casual but seriously cute daytime look!
However you decide to style your faux fur hoodie set, you’ll be cozying up in vacation style with this luxe lounge look. Get ready to be the comfiest and chicest on your winter getaway!
The Winterized Sporty Set
My next vacation outfit idea takes sporty winter separates up a notch for serious seasonal style.
We’re talking chic joggers, winterized sneakers, and utility jackets perfect for apres-ski adventures.
Let’s start with the star of this look: a slick quilted puffer jacket that’s equal parts warm and cool.
The shiny quilted finish gives it a seriously luxe look for any winter activity.
Try the Calvin Klein Quilted Shine Down Puffer or maybe something more colorful like The Arrivals Volta Down Quilted Jacket.
On bottom, swap out your basic leggings for fashion joggers. They have all the comfort of athletic sweats but with a slimmer, street style inspired silhouette.
I suggest a satin pair like these from Daily Paper for extra flair.
Pull the joggers into a pair of winterized platform sneakers. Chunky dad styles from brands like FILA and Reebok are so on trend.
You’ll get all the support of a sporty sneaker with the added perk of being weatherproof.
Lastly top off the outfit with winter workout gear accessories like a fleece headband, reflective sunnies and a gym duffle bag for carrying all your cold weather adventure essentials.
The sporty winter separates give you warmth and comfort with lots of style.
You’ll be the chicest in the village whether you’re snowmobiling, ice skating, or just taking a brisk winter hike. Your active winter vacation awaits!
The Sweater Dress Sensation
I don’t know about you, but I can’t think of anything that sounds cozier than twirling around the snow in a sweater dress!
This wintery wardrobe staple is one of my top suggestions for looking darling while keeping cozy on your winter getaway.
For the ultimate in snow bunny chic, opt for a fair isle print sweater dress. The snowy pattern fits the season so perfectly.
I love the look of an oversized, slightly off the shoulder style, like the Farm Rio Knit Sweater Dress.
Pair withwarm tights or leggings and fun snow boots to fully embrace the winter wonderland vibe.
When paired with boots, a sweater dress easily transitions from the slopes to a casual dinner without missing a beat.
For a more polished take, go for a body hugging cashmere sweater dress and add heeled booties.
A mock neck style in a vibrant shade like fuchsia or cobalt blue makes getting dressed up feel so easy.
The wonderful thing about sweater dresses is that they easily go from day to night and keep you cozy as can be.
Whether you’re seeking snow princess vibes or sleek nighttime style, a sweater dress is guaranteed to be your most reached for item on a winter vacation. You’ll stay cute and warm wherever you roam.
The Snowy Daytime Look
When your winter itinerary is packed with brisk outdoor activities like skiing, snowmobiling and winter hiking, the key is packing functional cold weather outfits that also look cute.
My next winter vacation look has you covered for full snowy days in style.
The key piece is a waterproof ski jacket or raincoat.
Look for cool details like faux fur trim on the hood or cinched waists.
Bright pops make these practical pieces so fun, like the hot pink Marmot PreCip Coat or a graphic print style from Outdoor Voices.
On bottom, snow pants are a must for warmth. But when you don’t need the full coverage, try a weather resistant outdoor brand pant like the Athleta Altitude Tight.
They have all the cold weather performance without the bulk.
For footwear, you need a winter boot that can handle ice, snow and slippery slopes with ease. Try a sleek lace up style with grippy traction like the Sorel Joan Of Arctic Boots.
They’ll keep you steady on your feet in any condition.
Top off your snow day ensemble with winter-worthy accessories like fleece-lined beanies, thick wool socks, and moisture wicking base layers.
Don’t forget the hand warmers and you’re all set for your busiest snow days!
The Snowed-In Knits
You can’t talk about cozy winter vacation style without the perfect “snowed in” knits outfit!
When an epic blizzard rolls in and you’re stuck inside all day, only the comfiest of clothes will do.
Here’s how I’d put together this casual but cute look.
Start by bundling up in a thick cable knit sweater. An oversized style you can tuck your knees into is ideal for this kind of sloping around.
Try a neutral sand or gray as your cozy sweater base.
Next up, the hallmark of any good snowed in outfit – fuzzy fleece lined leggings! They’ll keep your legs crazy warm while lounging on the couch sipping spiked cocoa.
I personally love a thick black pair.
On your feet, fuzzy wool socks and slippers are non-negotiable for ultimate warmth.
But if you need to head outside during the storm, slip on snow boots or duck shoes over your socks instead.
Accessory-wise, top off your look with a blanket scarf, a beanie and fingerless gloves. This way you have full use of your hands while staying warm.
Whether you’re watching the snowfall from the window, baking cookies in the kitchen, or venturing out into the winter wonderland, this knits outfit has you covered for ride out the storm in cozy style.
The Festive Sweater & Skirt Combo
If your winter getaway includes a special event or celebration, get in the festive spirit with a playful printed sweater paired with a shimmery skirt – so chic!
A festive fair isle knit sweater is a must, the more over the top the better! Try something cheeky like this reindeer or snowflake style.
Tuck it into a satin maxi skirt for some goddess vibes.
Or for nighttime, a metallic midi skirt brings all the seasonal sparkle.
I love the look of a cable knit sweater tucked into a high waisted foil pleated skirt. Just finish with some heels or boots.
To make it even more special, pile on holiday-worthy accessories.
I’m talking sequin bows, pearl hair clips, and glittering jewels against the festive knits.
This sweater and skirt pairing is an effortless way to look holiday chic that also keeps you cozy.
Whether it’s a winter wedding, New Year’s Eve or Christmas dinner, this outfit will have you celebrating in seasonal style!
The Snow Princess Wool Coat Look
Embrace your inner snow princess with this elegant and cozy winter white wool coat look.
A long wrap coat against the snowy backdrop is so idyllic and chic.
Opt for a coat in a textured wool fabric that matches the wintery surroundings.
An oversized wrap style will keep you extra warm while cinching you in at the waist for definition.
Try the Babaton Diplomat Wool Coat for timeless snow bunny vibes.
Underneath, layer a black turtleneck bodysuit and leather leggings with ankle boots or tight.
The contrast of the black base against the white coat really makes the look pop.
Finish with dainty gold accessories and a structured bucket bag in a rich shade like burgundy or emerald green.
The pops of color really elevate the pristine winter whites.
Whether you’re strolling the village or heading to a Chalet for apres ski, this stunning wool coat outfit is guaranteed to have you looking and feeling like snow royalty.
Stay warm while embracing your inner snow princess!
The Snuggly Teddy Coat & Beanie
Last but certainly not least – channel your inner teddy bear with the snugliest coat and beanie combo!
When freezing temps hit, nothing keeps you warmer than fuzzy fleece.
Start with a plush fleece teddy coat in earthy brown hues, like this cozy number from BLANKNYC. Then pull on your favorite pair of jeans or cords and winter boots for an easy winter outfit.
On top, add the fuzziest beanie you can find.
Fleece and sherpa styles will complete the teddy bear look. Top with some round sunglasses and you’re ready to hit the slopes!
The teddy coat and beanie outfit is perfect for when the weather outside is frightful but looking cute remains so delightful.
Stay snug as can be in this simple yet dripping in cozy style look! Your inner teddy bear will thank you.
With a well packed suitcase and a few practical styling tips, you’ll be ready to take on any winter adventure in comfort and style.
So get ready to flaunt your new winter vacation looks all season long. Most importantly though, remember to layer up, smile wide, and soak up every magical snow-globe moment!
