Winter is probably one of the most difficult seasons to dress stylishly for. I’ll be the first one to admit that, especially if you live somewhere that is very very cold! Somewhere that snows everyday and all night and basically 20 degrees all season long. I totally hear you, girl!

But even if you don’t live in a place that's totally frozen all of the time, winter can be a challenge to dress for because you will likely be tempted to choose comfort over style. And I get that, but what If I told you that you could dress stylishly, comfy and warm. Winter also happens to be one of the best seasons for dressing super cute and cozy!

Think of cozy pieces and accessories such as chunky knit sweaters, boots, fuzzy socks, cute beanies and scarves to complete any winter outfit. 

Once you know how many layers you personally need to wear to stay warm, getting dressed for winter comes a lot easier and the outfits can be as cute and lovely as you’d ever imagine them to be!

There is a way to style and layer your winter outfit in a cute way!

Today I am going to share with you some really cute winter outfit ideas along with style tips on keeping toasty while styling a totally gorgeous winter outfit! 

Let's dive in!

Womens Winter Outfit Ideas 

Shop These Looks HERE

How can I look cute and stay warm in winter?

Looking cute and staying warm in wintertime is a lot about layering cute pieces together that create an effortless look.

When you layer your clothing, you give yourself the opportunity be warm and it’s totally possible to do this in a cute way, rather than a bulky or uncomfortable way. You just need to put the right pieces together to form that effortlessly cozy winter look. 

Shop These Looks HERE

So before we dive in, I just wanted to get this out of the way super quick. If you want to go straight to the outfits you can skip to the first image for cute winter outfits below ---> 

Outerwear Outfit Ideas

To be honest, a lot of times I feel that when we think about winter, utility clothing tends to come up more than any other time of year. Utility clothing is amazing and can keep you from getting wet like a raincoat or a windbreaker to protect you from the harsh wind, but a lot of times I do find that they can be plain in style or tend to be really bulky, like puffer coats. 

These types of clothes are definitely fantastic for braving the weather when necessary which have both a time and place. My best tip for utility clothes is to layer them over your cute outfit.

Style Tip:

If your jacket is really bulky, try wearing it with fitted clothes underneath for a more balanced look.

If its raining, wear a long raincoat over your cute outfit, this way when you get into the office or coffee shop you can take it off right away and suddenly you are in the cutest and coziest winter outfit ever! 

Outwear clothing is really helpful for surviving the grocery store parking lot during a storm, but otherwise it's usually something that is coming right off as soon as you are in a controlled environment.

Style Tip:

It's a good idea to focus on the outfit underneath your outerwear and then find a beautiful jacket to match your whole end look. 

Shop dresses HERE

So now that we have go that out of the way, I want to talk all about the cute outfits you can totally wear in wintertime. I am actually very excited this year because I have stocked my closet full of the cutest winter clothes. 

Shopping for wintertime clothes can definitely help you feel more excited about the season and really get into it.

Personally, I used to dread wintertime because it meant putting away all of my favorite summer dresses. But quickly I learned how to put together winter outfits that also incorporate cute winter dresses and skirts. Now I have so many winter go to looks that I look forward to pulling out and wearing every year. 

The main difference between then and now is that I have learned to embrace the season. Winter is my least favorite season of all because its cold and wet and most days when I look out my window I am just feeling uninspired by it all. If you are finding it difficult to dress cute for winter, I recommend first embracing the season. Dressing in cute winter outfits has also helped me to enjoy the season more so and I now have a new found love for it, thanks to good fashion! 

It's amazing what a good outfit can do! I also must admit that I love a good theme or style aesthetic. Give me all the winter sparkles, baby! 

15 Cute Winter Outfit Ideas To Copy Today

 

We are falling head over heels for the More Than Friends Corduroy Jumpsuit In Camel! A lightweight, corduroy fabric shapes an apron neckline with a bib front, side pockets, and button detail straps that adjust the length. A racerback drops into wide leg, full length pants detailed with two back pockets. Exposed side buttons make for easy on and off.

Suggested pairings:

• Plain Jane Turtleneck Top In White
• No Doubt Notched Ankle Boots In Brown
• Snug And Stylish Plaid Fur Lined Wide Collar Vest
• Croc Crossbody Bag
• Easy As That Ankle Boots
• See You Soon Triple Layered Necklace In Gold

What To Wear With Winter Dresses

A great way to stay warm when wearing a dress in the winter time is layer with thick tights or leggings, and boots or booties is always a great idea.

Cropped jackets, blazers, cardigans and shackets make great pairings with dresses as well.

Check out the looks below for outfit ideas with dresses. I will link the whole outfit and everything in the images below to make shopping the look a breeze. 

 

Have your moment and never forget it when you wear the Only You Surplice Neck Sparkle Knit Dress In Magenta!

A stretchy lightweight knit shapes a surplice neckline with long sleeves and elasticated waist. The skirt ends just before the knees and has a flowy and comfortable fit. Pair with knee high boots and a shoulder bag for a look that will turn heads!

Suggested pairings:

• Shania Cowgirl Boots In White
• Alexa Pearl Necklace
• See You Soon Layered Necklace In Gold
• This Is It Faux Leather Bomber Jacket In Black

The Ophelia Animal Print Shirred Waist Dress is perfect for any event life throws at ya! Whether it's dinner, girls night out, or a work party this dress has what it takes to make the cut. Featuring a round neckline that tops a slightly loose fit bodice, and a shirred waistline. A flowy knee-length skirt and long sleeves with elastic cuffs make up the rest of this adorable dress. Pair with heels and a matching bag for a fail proof look!

Suggested pairings:

• This Is It Faux Leather Bomber Jacket In Black
• Easy As that Ankle Boots In Black
• Editor Soft Trench Cardi In Black

 

The Special Feeling Swiss Dot Dress In Rust has a special place in our hearts!

This amazing dress is made up of a lightweight swiss dot fabric that shapes a babydoll silhouette with keyhole neckline and decorative tassel tie. Long sleeves feature a shirred cuff creating the cutest ruffle effect and a flowy mini length skirt is perfected with a lining underneath to keep from being sheer.

Suggested pairings:

• This Is It Faux Leather Bomber Jacket In Black
• Easy As That Ankle Boots
• Mighty Fine Faux Leather Ankle Boots In Toffee
• Seeking Serendipity Plaid Kimono
• Shania Cowgirl Boots In White

 

The Fall In Love Plaid Jacket In Cream is only a couple clicks away from being yours!

This amazing jacket features a notched lapel collared front, long sleeves and a tailored midi length fit. Whether you're pairing this with skirts, jeans, dresses or pants it doesn't matter, because it's going to look amazing!

Suggested Pairings:

• Stepping Out High Rise Classic Skinny 
• Slouchy Boucle Pom Beanie In Ivory
• Stacie Midrise Destroyed Slim Fit Jeans
• The Basics Bodysuit In Light Mocha
• Easy As That Ankle Boots In Black
• Mighty Fine Faux leather Ankle Boots In Toffee

The Bet On It Shirred Long Sleeve Floral Dress is an absolute stunner just like you! A lightweight floral print fabric shapes a square neckline with a smocked bust and long balloon sleeves with shirred cuffs. The mini skirt is flowy and flirty, perfect for date night!

Suggested pairings:

• Shania Cowgirl Boots In White
• Easy As That Ankle Boots In Black
• Aniston Everyday Jacket
• Zaya Black Wide Brim Fedora With Chain Trim
• Dreamer Necklace In Gold
• Editor Soft Trench Cardi In Black
• Hanging Pendant Earrings

The Dakotah Hyperstretch Skinny Jeans were made to contour your body yet feel like you're wearing leggings!

These sleek dark brown skinnies feature a specially constructed hyperstretch fabric that is ultra flattering and comfortable. With a high waist, faux front pockets, two back functional pockets, zipper fly and skinny silhouette you're bound to fall in love!

There's no better way to spend the day than in the Larissa Long Sleeve Ruffle Hem Dress!

A ditsy floral print decorates a lightweight fabric, perfect for layering. A mock neckline falls into a loose fit bodice with ruffle detail and elastic waist. The long sleeves with shirred cuffs and a midi skirt with ruffle hem are totally irresistible!

Suggested pairings:

• Taking It In Hat
• Circle Fringe Earrings

How Do You Look Classy In Winter?

Go for timeless clothing pieces and a neutral color pallet. You can style silhouettes like maxi dresses, oversized coats and chic boots for an all around classy look. 

 

The Lead The Way Western Cardigan In Cream is the cutest way to add a little western flare to your fit!

This fuzzy knit cardigan features an open front that ends at the knees with two front patch pockets. A western print decorates the front while the back features a bull head graphic. This cozy cardi will look so cute paired with a simple dress and western style boots!

Suggested pairings:

• Keep Me Around Bodysuit in Beige
• Mindy Mid Rise Wide Leg Jeans
• Right Time T-Shirt Dress
• Shania Cowgirl Boots In White

 

Turn every head in the room with the help of the Wishful Thinking Animal Print Dress In Black!

This stunning dress is painted in a black and gray animal print overlaying a round neckline with long sleeves. A body hugging silhouette features ruching down the sides with a cross front hem detail that ends just before the knee. This chic dress is perfect for the office, dinner, or your next outing!

Suggested pairings:

• Abby Blazer In Black
• See You Soon Tripled Layered Necklace In Gold
• Most Charming Bag

Pieces like the Hard To Miss Shacket In Mustard are hard to come by so make sure to snag it while you can!

Featuring a collared neckline with a fully functional button placket and button cuffs. A straight cut bodice supports long sleeves with drop shoulder detail and two front flap pockets. Made from a medium weight, brushed plaid fabric this cozy shacket is perfect for the cooler weather!

The Onward & Upward Faux Wrap Jumpsuit In Black will leave you breathless! This stunning jumpsuit is truly a timeless closet essential.

Shaped from a lightweight, rib knit fabric that makes up a surplice neckline with long sleeves and elasticated waist. Full length pant legs have a wide leg silhouette, finished off with side pockets. Add a maxi length coat with heeled boots and a wide brim hat for a chic look!

Suggested pairings:

• What I Want Classic Blazer In Toffee
• No Doubt Notched Ankle Boots In Brown
• Zaya Wide Brim Fedora With Chain Trim
• Chic Upon Arrival Button Down Blazer Jacket In Black
• Ella Fae Slides

What To Wear On A Night Out In Winter

Winter nights are the perfect nights to wear something that sparkles!

It's the best time to take advantage of all of your fun glitzy clothes that really spice up the night! Especially during the holiday season. If you are looking for something a little less sparkly, I have got some winter night outfit ideas for you too. 

 

Stand out in style in the Can't Touch This Sparkle Color Blocked Sweater! A surplice style bodice features a black metallic thread fabric that shapes a high neckline overlaying an off white fabric creating a unique and stylish look! This trendy sweater is finished with long dolman sleeves, thumb holes, and a hi-low hem line. 

Suggested pairings:

• Calista Black Faux Leather Leggings
• Shania Cowgirl Boots In White
• Zaya Wide Brim Fedora With Chain Trim
• Tamara Mid Rise Raw Hem Jeans
• Easy As That Ankle Boots
• Glimpse Of Heaven Coil Hoops

Perfect your party look with the One Wild Night Sequin Sleeves Top In Fuchsia! This stunning top features a light weight knit that shapes a round neckline with a loose fit bodice and ribbed hem. These long sleeves have a balloon style silhouette with a ribbed cuff decorated in sequins. Turn heads in this bold and stylish top!

Suggested pairings:

• Easy As That Ankle Boots
• Stepping Out High Rise Classic Skinny 
• Stacie Midrise Destroyed Slim Fit Jeans
• Alexa Pearl Necklace

 

Cause a little commotion in the Times Square Sequin Short Sleeve Top! This stunning top features a scoop neckline with short sleeves, a loose fit, and straight cut bodice. A mesh overlay embellished with colorful sequins make this top a total statement piece! Whether you're headed out to dinner, or on a night out with the girls this top is the perfect pick!

Suggested pairings:

• Stepping Out High Rise Classic Skinny
• Easy As That Ankle Boots
• Willa Crossbody Bag In Black
• Stacie Midrise Destroyed Slim Fit Jeans
• Alexa Pearl Necklace

So there you have it! I hope you have found some cute winter outfit ideas to copy this season and if you are still on the hunt for new outfits be sure to check out my boutique and join my VIP Facebook group for style ideas, style inspo, and a fashion forward community HERE

Be sure to check out my boutique Forever Dolled Up HERE for cute outfits in every season!  

 

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