Dressing for the cold can be tricky – it’s often impractical to wear the trendiest fashions when you’d rather just layer up and bury yourself in a pile of warm jumpers and cardigans. However it’s perfectly possible to both look and feel good when the cold weather strikes.

These fashion bloggers will show you how to maximise your style during the colder months of the year and what to pay attention to when you’re layering up your outfits. (Hint – lots of accessorising with hats and over the knee boots!) For more tips on how to sneakily add layers into your outfit, scroll down to the end of this post!

 

21+ Winter Outfits To Copy ASAP: Grey sweater dress with grey over the knee boots. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©MacyStucke #winterfashion #winteroutfits #casualwinteroutfits #sweaterdress

© MacyStucke

Shop The Look

Dress: Here / Boots: Here (Similar), Original: Here / Sunglasses: Here (Affordable: Here)

 

Over the knee boots (OTK) are a staple in any winter wardrobe. Fashion bloggers are known to wear lots of Stuart Weitzman OTK boots, which go up all the way to $800 in price – not great if you’re looking for budget looks.

However, I’ve found quite a few budget versions of these skin tight boots, ranging from super budget versions on Amazon all the way to Chinese Laundry and Marc Fisher on Nordstrom.

Another great company where popular fashion bloggers shop for their OTK boots is Goodnight Macaroon. Although I’ve never personally shopped from there, Goodnight Macaroon works with bloggers like Champagne And Chanel and Mumu And Macaroons on a consistent basis.

 

21+ Winter Outfits To Copy ASAP: Brown teddy coat with all black look. These Casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©EmilyAnnGemma #winterfashion #winteroutfits #casualwinteroutfits #teddycoat

© EmilyAnnGemma

Shop The Look

Teddy Coat: Here (Affordable Here) / Ribbed Top: Here / Jeans: Here / Belt: Chanel

 

Teddy Coats continue to be highly sought after this season. I Am Gaia’s Pixie coat is the fashionista’s ultimate IT coat, but Boohoo offers a budget version of the coat too.

 

21+ Winter Outfits To Copy ASAP: red sweater dress with black knee high boots. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©MacyStucke #winterfashion #winteroutfits #casualwinteroutfits #sweaterdress

© MacyStucke

Shop The Look

Dress: Here / Boots: Here / Belt: Here (very similar) / Bag: Here / Sunglasses: Here (Affordable: Here )

 

21+ Winter Outfits To Copy ASAP: Faux Fur Vest. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©SarahKnuth #winterfashion #winteroutfits #casualwinteroutfits #fauxfur

© SarahKnuth

Shop The Look

Faux Fur Vest: Here / Jeans: Here / Shirt: Here / Boots: Here / Hat: Here / Bag: Here / Sunglasses: Here

 

21+ Winter Outfits To Copy ASAP: Shearling Pullover. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©InteriorDesignerella #winterfashion #winteroutfits #casualwinteroutfits #shearling

© InteriorDesignerella

Shop The Look

Pullover: Here / Leggings: Here / Bag: Here (similar)

 

These Alo Moto leggings have been making big waves in the fashion blogger world – I can’t even count how many times I’ve seen them on different influencers!

They are perfect to combine with a full-on casual look, or if you prefer an athleisure look, you could also wear them with an Adidas top and a cap, for example.

 

21+ Winter Outfits To Copy ASAP: Grey sweater dress with tan over the knee boots and wool hat. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©MumuAndMacaroons #winterfashion #winteroutfits #casualwinteroutfits #sweaterdress

© MumuAndMacaroons

Shop The Look

Sweater Dress: Here / Boots: Here (Similar) / Hat: Here / Bag: Here

 

21+ Winter Outfits To Copy ASAP: White sweater dress with tan over the knee boots. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©CellaJaneBlog #winterfashion #winteroutfits #casualwinteroutfits #sweaterdress

© CellaJaneBlog

Shop The Look

Sweater Dress: Here / Boots: Here (Affordable Here) / Bag: Here / Sunglasses: Here

 

Although CellaJaneBlog has wears a new outfit almost every single day, this Zac Posen bag is something that she rarely changes. It goes so well with whites and neutrals and looks perfect combined with tan boots, so I can completely understand why it’s her favorite bag.

 

21+ Winter Outfits To Copy ASAP: Stripe shirt with camel baker boy hat. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©Alyson_Haley #winterfashion #winteroutfits #casualwinteroutfits #stripeshirt

© Alyson_Haley

Shop The Look

Shirt: Here / Hat: Here / Skirt: Here / Boots: Here  (Affordable Here) / Bag: Here

 

21+ Winter Outfits To Copy ASAP: Colorful orange sweater with white jeans. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©ChampagneAndChanel #winterfashion #winteroutfits #casualwinteroutfits #sweaters

© ChampagneAndChanel

Shop The Look

Sweater: Here / Jeans: Here / Boots: Here

 

21+ Winter Outfits To Copy ASAP: Navy sweater dress with tan over the knee boots. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©MacyStucke #winterfashion #winteroutfits #casualwinteroutfits #sweaterdress #overthekneeboots

© MacyStucke

Shop The Look

Sweater Dress: Here / Boots: Here (Similar) / Bag: Here (Similar) / Sunglasses: Here

 

21+ Winter Outfits To Copy ASAP: Camel Coat. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©CellaJaneBlog #winterfashion #winteroutfits #casualwinteroutfits #camelcoat

© CellaJaneBlog

Shop The Look

Top: Here (In White), Similar Here / Coat: Here / Jeans: Here / Bag: Here

 

Read These Next:

21 Fall Outfits To Copy This Season

27 Best Women’s Coats To Steal From Fashion Bloggers

17+ Over The Knee Boot Outfit Looks To Get Inspired By

 

21+ Winter Outfits To Copy ASAP: Stripe Dress With Pom Pom Hat. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©ChampagneAndChanel #winterfashion #winteroutfits #casualwinteroutfits #stripedress

© ChampagneAndChanel

Shop The Look

 

Left: Sweater: Here / Skirt: Here / Hat: Here / Boots: Here

Right: Dress: Here / Boots: Here / Hat: Here

 

21+ Winter Outfits To Copy ASAP: Plaid Skirt Outfit. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©HuntForStyles #winterfashion #winteroutfits #casualwinteroutfits #overthekneeboots

© HuntForStyle

Shop The Look

Skirt: Here / Boots: Here / Sweater: Here

 

21+ Winter Outfits To Copy ASAP: White Tunic Dress with Baker Boy Hat. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©Alyson_Haley #winterfashion #winteroutfits #casualwinteroutfits

© Alyson_Haley

Shop The Look

Trousers: Here / Sweater Dress: Here / Heels: Here / Hat: Here / Sunglasses: Here / Bag: LV

 

In case you haven’t noticed, baker boy hats are still in! The bigger the better. Many retailers sell baker boy hats in various different sizes, so if you’re not quite sure what your size is, order a few of them and return the rest.

 

21+ Winter Outfits To Copy ASAP: Grey Sweater Dress With Black Over The Knee Boots. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©Fashion_Jackson #winterfashion #winteroutfits #casualwinteroutfits #sweaterdress #overthekneeboots

© Fashion_Jackson

Shop The Look

Sweater Dress: Here / Boots: Here / Bag: Here (Celine Dupe)

 

21+ Winter Outfits To Copy ASAP: Plaid Scarf. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©LC_Steele #winterfashion #winteroutfits #casualwinteroutfits #plaidscarf

© LC_Steele

Shop The Look

Sweater: Here / Scarf: Here / Hat: Here / Boots: Here / Bag: Here

 

21+ Winter Outfits To Copy ASAP: Wool Hat Outfit. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©LC_Steele #winterfashion #winteroutfits #overthekneeboots

© LC_Steele

Shop The Look

Sweater: Here / Boots: Here (More Affordable Here) / Hat: Here (Similar) / Bag: Here

 

Baker boy hats aren’t the only hats in style. Fashion bloggers like LC_Steele and Champagne & Chanel have been rocking wool brim hats for years now, and the look isn’t going anywhere.

If you haven’t worn these kinds of hats before you might feel a little bit pretentious at first, but that will fade quickly. Wool hats are the quickest way to add extra glamour into your outfit and all in all a great accessory to have.

No matter what you’re wearing, if you put a matching hat on top of it, you will score instant style points.

 

21+ Winter Outfits To Copy ASAP: Baker Boy Hat Outfit. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©EmilyAnnGemma #winterfashion #winteroutfits #sweaters #overthekneeboots

© EmilyAnnGemma

Shop The Look

Tunic: Here / Jeans: Here / Hat: Here / Boots: Here / Bag: Chanel, Similar Here

21+ Winter Outfits To Copy ASAP: Camel Sweater Dress With Tan Over The Knee Boots. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©MiaMiaMine #winterfashion #winteroutfits #sweaterdress #overthekneeboots

© MiaMiaMine

Shop The Look

Sweater Dress: Here (Affordable Here) / Bag: Here / Boots: Here (Affordable Here)

21+ Winter Outfits To Copy ASAP: Stripe Cardigan With Black Over The Knee Boots And Gucci Marmont. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©MumuAndMacaroons #winterfashion #winteroutfits #overthekneeboots

© MumuAndMacaroons

Shop The Look

Cover-Up: Here / Top: Here / Skirt: Here / Boots: Here / Bag: Here

21+ Winter Outfits To Copy ASAP: Plaid Scarf Outfit. These casual winter outfits will keep you warm when other cold weather outfits may fail you. Check out these over the knee boot outfit looks, sweater outfits and other winter fashion outfits from the biggest fashion bloggers to get inspired now! Image ©LC_Steele #winterfashion #winteroutfits #plaid

© LC_Steele

Shop The Look

Leggings: Here / Hat: Here / Scarf: Here / Hoodie: Here / Luggage: Here / Bag: Here

 

Scarves are another winter staple. This year plaid continues to be in trend and while you will find plenty of cheap scarves on sale such as this one in the picture, opt for a more robust, warm cashmere scarf, when weather gets even colder. For example, Halogen sells an amazing cashmere plaid scarf which will keep you warm even in negative temperatures.

 

Layering Up With Sweater Dresses

Sweater dresses are some of my favourite dresses to wear during winter, but let’s be honest – they don’t really keep you that warm unless you take extra measures. I get cold very easily, so I normally pair my sweater dress with over the knee boots and wear a few protective layers underneath my dress.

The best layers to wear are the most seamless ones. You want something that will be skin tight, so that no cold air can travel through your body and the garment. I found that it’s best to wear at least one layer of thermal tops (like this one from Free People) and combine it with a skin tight skirt, or even a pair of shorts – which ever feels warmer.

I normally wear a thick black mini skirt under my dresses, but you could also opt for a cashmere skirt if you wanted to get serious about warmth.

I promise you that no one can tell the difference between a layered up sweater dress and a normal one. Try it out for yourself!

 

 

You May Also Enjoy

21 Fall Outfits To Copy This Season

27 Best Women’s Coats To Steal From Fashion Bloggers

17+ Over The Knee Boot Outfit Looks To Get Inspired By

Follow Me On Instagram Here

Something is wrong.
Instagram token error.

Follow Me On Bloglovin Here

 

Follow:
Share:

Disclosure: This site uses affiliate links. This means that at no additional cost to you, I will earn a small commission if you click through an affiliate link and make a purchase. ChicPursuit.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed for sites to earn advertising fees by advertising and linking to Amazon .com and other Amazon sites.


Looking for Something?