Looking for cute winter outfits for 2023? Here are 9 of my favourites for your inspiration:
1. Fashion Winter Vest
Shirt: Express | Vest: Cupcakes and Cashmere | Jeans: BLANKNYC | Bag: Rebecca Minkoff | Boots: sold out, similar here and here | Bracelets: David Yurman, Kate Spade
Since winter is almost here and the temperatures have started to drop, I wanted to share my favorite ways to wear a winter vest this season. In the photos above, I paired my vest with a plaid shirt, jeans, and OTK boots, but there are several other ways to wear vests this winter! Shop my favorite outfits with this winter vest below.
There are countless ways to style vests in the winter, but those are my top favorite outfits to wear with a vest.
2. Favorite Cozy Knitted Sweater
There’s seriously nothing better than finding the perfect sweater for wintertime that is so comfy and cozy and can be paired with literally anything. This cozy knit sweater is my favorite sweater find this season! I love long sweaters because they keep you warmer and I think they are super flattering on any body type. Express has been my one stop shop for sweaters this year. I bought this pale lavender sweater at the same time I got this one, and I just saw this chenille sweater today that I love (and it’s on sale!) Express always seems to have some sort of sale going on which is super nice when you are wanting to stock up on some basics.
If you are in need of some new cozy and stylish sweaters this season, I’ve got you covered! I have rounded up some of the cutest and most affordable sweaters that would be a perfect addition to your closet, and they would also make great gifts! Just an FYI, I normally order down a size when I buy from Express. Almost every sweater I have from them is a size small. Let me know if you have any questions about the sweaters, sizing, etc!
Cool Outfit Details:
Cute Sweater: Express, other colors here | Tank: BP (old), similar here | Jeans: AG Jeans | Belt: Free People | OTK Boots: Steve Madden (old), similar here | Black Crossbody Bag: Rebecca Minkoff | Necklace: BP (sold out), similar here
Photo Credit: Joan Fisher
3. My Favorite Holiday Party Dress
When I think of the perfect holiday dress, a few things come to mind: the color, the fit, and the material are very important details! This burgundy dress checks all the boxes for me when it comes to the perfect dress! I love the color, the silky material (which makes it feel more holiday-like), and I love that the dress is cinched at the waist for a more flattering style! The best part about this dress is that it is currently marked 40% off and it is less than $30!!! It comes in 6 colors which are all beautiful options!
I love that you can easily dress this outfit up or down depending on how casual/fancy the party is that you are attending. I styled it with a wool hat and OTK boots, but to dress it up even more you could add a fashion leather jacket, fur stole, and heels! To dress it down, you could wear ankle booties and a jean jacket. The versatility of this dress is what makes it so amazing!
What holiday parties do you have coming up?? Make sure to check out this dress if you haven’t found the perfect thing to wear yet!
Dress: Lush (40% off!) | Hat: Rag & Bone | OTK Boots: Steve Madden | Bag: Rebecca Minkoff | Watch: Michele | Bracelet: Kate Spade | Earrings: Halogen
Photo Credit: Joan Fisher
4. Mad for Plaid and Leather
I want to share a combo that I’ve been loving lately which is plaid and leather. I think plaid is generally thought of as a print that is casual and that’s normally dressed down, but I am obsessed with pairing it with leather and dressing it up. This could be a perfect outfit for a holiday party or even for a NYE party! I mentioned in this post how obsessed I am with these faux leather leggings– I just can’t stop wearing them! They seriously go with any outfit and they dress everything up 100x more than regular leggings would.
Not only do I wear those leggings non-stop, but I also can’t stop wearing this black jacket. I included this leather jacket in my women’s gift guide video because EVERY woman needs it and it’s under $100. I talk about this in my video, but one of the main reasons I love the leather jacket so much is because it has gold hardware on it. Most leather fashion jackets have silver zippers and buttons and this jacket has gold, which is perfect for people like me who mostly wear gold earrings and necklaces. If you know someone who loves wearing gold jewelry then you must get them this leather jacket for Christmas…they will greatly appreciate it!
Plaid Shirt: Loft (old), similar here | Leather Jacket: BLANKNYC | Faux Leather Leggings: ASSETS by Spanx | OTK Boots: Nordstrom | Bag: Rebecca Minkoff | Necklace: Urban Outfitters | Sunglasses: DIFF Eyewear (Use code JOYFULLY25 for 25% off any pair!)
Photo Credit: Joan Fisher
5. How to Stay Warm and Cute
ESSENTIAL JACKET: Michael Kors, similar here | STRAIGHT JEANS: Articles of Society (only $59!) | OTK BOOTS: Steve Madden (sold out), similar here and here | MINI BAG: Rebecca Minkoff | SCARF: Nordstrom, similar here and here | MITTENS: North Face | HAT: Nordstrom (sold out), similar here
I want to share my simple tips on how to pick cute outfits in the cold winter weather while still staying warm!
This past weekend I was in Chicago where it was FREEZING cold, but luckily I was prepared with a warm coat and stylish winter accessories. When you live in a cold climate, I think it’s important to know how to stay warm while still looking cute. When I am going on a date with my husband or out with my friends, I don’t want to seem frumpy in a big puffy coat. I want to stay fashionable but I don’t want to freeze. I have come up with several tips on how to stay warm and look cute!
1. Find a warm and flattering coat
This first tip is very important! When you are dressing for cold weather but still wanting cute outfits, find a winter coat or a trench that somewhat shows off your silhouette. There are many coats with waistbands and/or ties around the waist that show off your figure but still keep you nice and warm.
2. Wear a statement scarf (can be vintage)
When you are trying to dress to impress in the cold, a statement scarf is just the thing you need! There are so many options of statement scarves but some of my favorites are plaid blanket scarves and fur stoles. Whatever you decide to wear, make sure it stands out.
3. Find Cohesive Accessories
One of the most important accessories to wear in winter cool weather is a hat. I am a huge fan of beanies, especially cute, feminine ones with a little pom pom at the top. Whatever hat you decide to wear, make sure it goes with the other accessories you pair it with- gloves, scarf, etc. You want there to be a theme with your accessories, but they don’t have to be completely matchy matchy. In my outfit pictured above, all of my accessories are in the blush pink, purple, and gray family. You want your outfits to be cohesive, but not identical.
4. Layer up
Underneath your jacket, make sure you are wearing a few layers. You can wear a long-sleeved shirt, turtleneck, sweater or vest under your coat. The more layers you wear, the warmer you will be.
5. Wear multifunctional boots
Not only are over the knee boots super on trend and fashionable, but they actually serve another purpose in the colder months! OTK boots add an extra layer to your legs and keep you super warm! While they won’t keep your feet as warm as snow boots would, they will provide an extra layer of warmth to your legs. If you are going out on the town, ditch the snow boots for one night and throw on some OTK boots! Just make sure to wear a thick pair of socks to keep your feet warm.
6. How to Wear a Sweater Dress With Boots
Sweater Dress: Madewell (Sold out), Similar | Boots: Steve Madden | Scarf: Nordstrom (Sold out), Similar | Bracelets: Hermes, David Yurman | Watch: Michele
Sweater weather is my favourite weather, and I especially love wearing sweater dresses! When it’s really cold outside but I still want to be dressed up, I will wear a sweater dress with over the knee boots. Not only does this outfit keep me warm in chilly temperatures, but it also looks polished and fashionable.
You can also wear sweater dresses with tights and booties or riding boots. If you are going to wear shorter boots that will expose more of your legs, I highly suggest wearing black tights with your sweater dress in the fall and winter.
Sweater dresses are easy to wear and you can style them in many different ways. I added a scarf to my outfit, but you could also add a jacket, a beanie, a wool hat or a vest…the list goes on and on!
I love stocking up on my sweater dresses before wintertime so I can be assured my favourite ones don’t sell out.
7. Cozy + Cute Winter Outfit
If you can’t tell by now, I loooove sweaters, especially ones that are soft and warm. This sweater is made of the softest material and it keeps me really warm, so it definitely passes my sweater test with flying colours. I love adding fun and wintery accessories to my winter fashion outfits like this beanie and scarf. These accessories would both make great Christmas gifts! I included this pom pom beanie in my women’s gift guide video– have you seen it yet?! If not, you should check it out here. I rounded up the best gifts for all of the women in your life! If you are still needing gift suggestions for your mom, sister, BFF, etc., make sure you watch this video to get some great gift ideas. PS- I’m wearing the same grey sweater that’s pictured above in my women’s gift guide video, so you can see another way I style it!
WINTER STYLE DETAILS:
Sweater: BP (Love this sweater! Comes in 4 other colours) | Jeans: AG Jeans | Hat: Treasure & Bond | Scarf: Nordstrom (old), similar here | Bag: Rebecca Minkoff | Booties: Sam Edelman
Photo Credit: Joan Fisher
8. 5 Winter Wardrobe Essentials You Need
Dressing for winter weather can sometimes be tricky, especially if you have somewhere nice to go and you want to wear a cute outfit! The key to dressing well in the wintertime is making sure you own a few key items in your winter wardrobe that will elevate any outfit. I am sharing the 5 items that every woman needs in her winter wardrobe below.
[ONE] Skinny Jeans
Skinny jeans are a year-round wardrobe must-have in my opinion, but you really need a good pair in the winter! Skinny jeans are a necessity because they are tailored which makes them very flattering on any figure, and they are thin enough and skinny enough at the bottom to be paired with any type of boot.
[TWO] Warm Sweater
Sweaters are an absolute staple in any winter wardrobe! It’s important to find some sweaters that are warm but are still thin enough to comfortably fit under a jacket or a sweater.
[THREE] Classic Wool Coat
A wool coat is a timeless piece that you can wear for many winters to come. Wool coats are the perfect addition to any outfit to dress it up! This is my absolute favourite wool coat- I removed the fur collar and added a fur scarf to mine instead! You can wear this coat over ANY outfit this winter and it will pull the look together perfectly.
[FOUR] Faux Fur Scarf
Faux fur is a trend we are seeing like crazy this winter, and it’s also a total winter wardrobe must-have! If you aren’t yet ready for the full-on faux fur coat trend, try out the faux fur scarf to add a little fur to your look. Not only are faux fur scarves beautiful and trendy, but they also keep you really warm. Throw on the scarf over a wool coat, leather jacket, suede jacket or even pair it with a sweater.
[FIVE] Over the Knee Boots
I sound like a broken record when talking about over the knee boots because I think EVERY woman needs to own a pair! They dress up any outfit and the best part is they keep your legs extra warm in the cold winter months.
Do you own all 5 of these items in your winter wardrobe?? Leave me a comment down below and let me know!
WINTER INSPIRATION DETAILS:
Sweater: BP | Wool Coat: Topshop | Faux Fur Scarf: Topshop | Jeans: AG Jeans | OTK Boots: Steve Madden (old), similar here | Crossbody Bag: Rebecca Minkoff
9. NYE Must-Have Accessories
Tank: old, similar here | Jeans: BLANKNYC | Leather Jacket: BLANKNYC | Heels: Express (so comfy for heels!)| Necklaces: BaubleBar, Urban Outfitters | Fur Stole: Sole Society (sold out), similar here | Bag: Rebecca Minkoff
There is always a huge build-up for NYE outfits and it makes dressing for the holiday way more stressful than fun. Don’t get me wrong, finding the perfect sequin dress to wear would be amazing, but not everyone has a formal event to attend on New Year’s Eve. This year, I wanted to share accessories that are perfect for NYE. I always ring in the new year with my family at a casual get together. I still want to look festive without going overboard, so adding a few fun accessories to my outfit will do the trick.
NYE Must-Have Winter Accessories
Necklaces: I love layering necklaces, especially when a choker is involved. I actually bought this BaubleBar choker for an upcoming trip to Vegas, but I thought it would be perfect for NYE. Anything that sparkles will work just fine for New Year 🙂 I also had this other layered necklace from Urban Outfitters that paired very nicely with the choker. Jewellery is supposed to make a statement, so don’t be afraid to let it speak for your outfit on NYE.
Fur: This black fur stole was one of my favorite Christmas presents this year. Adding a fur stole or scarf to a regular old leather jacket adds a glam factor that works perfectly for NYE.
Handbag: I ordered this velvet Rebecca Minkoff bag on Cyber Monday, and I knew I had to wear it on NYE. Anything velvet=holiday, so don’t shy away from it this weekend.
Shoes: Like jewelry, shoes also make a big statement. If you are going to a casual get-together on NYE, you can wear jeans and add some heels to dress the outfit up a bit. These caged heels from Express are surprisingly comfortable and easy to walk in. That’s a huge plus if you are going to be on your feet all night!
More Winter Inspiration Outfit Ideas Coming Soon! Make sure you subscribe because I’ll be publishing new outfit ideas soon!
68 thoughts on “9 Cute Winter Outfits for 2023 – Cozy Winter Outfit Ideas”
You look gorgeous!!! This sweater dress is perfect for the upcoming holidays!
Aw thank you Ashley! I totally agree- I will definitely be wearing it a lot around the holidays! <3 xo, Kimmie
This is such a perfect look!! I’m loving all of it 🙂
Aw thanks so much Maggie! It’s definitely one of my favorite fall outfits 🙂 xo, Kimmie
I love this look!! The color contrast is perfect xo
Thanks Jos!! I love wearing neutral tones and adding pops of color with accessories! xo, Kimmie
What a fab dress!! I really need to invest in a pair of OTK boots! I can’t believe I don’t have any yet! Love your blog, Kimmie!
Thank you Mary!! OTK boots are seriously my favorite fall and winter shoe to wear!! You should definitely get a pair 🙂 Thanks so much for reading my blog! xo, Kimmie
I am in LOVE with this look. First off, YOUR. HAIR. Love it.
Also I love how you paired this cozy sweater dress and scarf. Your jewelry has to be my favorite part though. I own that white Hermes bracelet and wear almost every day but the Michelle watch is most definitely at the top of my wanted list.
Thank you so much Macey, I’m so glad you like it! The Hermes bracelet was a wedding gift from my husband and I seriously wear it everyday…I’m obsessed! You have to get the Michele watch- put it on your bday or Christmas list 🙂 It goes with everything and is the perfect everyday watch! Thanks for stopping by! xo, Kimmie
OMG I love the scarf and the boots. Perfect Fall outfit
Thanks Devika!! 🙂 xo, Kimmie
Love your sweater dress outfit! Its so versatile and you have styled it perfectly <3
Thanks Tanvi you’re so sweet! I’m glad you like the outfit! xo, Kimmie
Absolutely obsessed with these look!! I love that you added the flare jeans in here too. I always forget how to wear them <3
So glad you like it!! Thanks for the love <3 xo, Kimmie
Loving the color of this dress! So perfect for the holiday season.
You look stunning! I love this dress and color on you!
This is such a versatile party dress. You can wear with otk boots or pumps for a more dressy look! XOXO, Carolyna
that dress is absolute perfection!! obsessed.
Such a gorgeous dress girl! Love the color on you, so pretty!!
cute & little
You look cute! I love that color!
This dress color is so pretty on you with your blonde hair!
This color is so pretty! Love how you styled the outfit!
Your hair!! You look gorgeous lady and I love the color of that dress.
love that color on you!
Hair goals & perfect holiday look!
You are stunning! I love this jacket so much.
-xo, Azanique | http://www.lotsofsass.com
Aww thanks girl! Glad you like it!! xo Kimmie
This is such a perfect coat, and I love it paired with the faux fur. You are gorgeous girl, and these are all great winter essentials!
cute & little
Thank you so much, Kileen! It’s my favorite coat ever I can’t wait to wear it all season long! xo Kimmie
Ummmm first of all: the new site layout is GORGEOUS! Secondly, I’m loving your outfit here and the suggestions for winter weather! So many great things happening right now!
Thank you sooo much, Stephanie!!! I’m so glad you like it!! <3 <3 xo Kimmie
That jacket is so beautiful on you! I love how you styled it too!
That coat is so fabulous! Perfect winter staple!
This jacket is to DIE for!! You look so chic and warm! I love how you styled it too. Definitely need a coat like that in my wardrobe.
With love, Jenn
Such a great sweater! It looks so super cozy. Will for sure have to go get one!
It is seriously the coziest! You can’t go wrong with any of these sweaters!! xo
You look so gorgeous! Loving the coat!
Love this sweater! It looks so cozy!
Such gorgeous winter outfit, Kimmie! Agree with all of your must haves! I wear my fur scarf daily 🙂 Love you new site too! So pretty.
Aww thank you so much, Mary! Fur scarves are the best winter accessory! I’m so happy you like my new site- thanks for letting me know 🙂 xo Kimmie
You look so gorgeous in this cozy sweater and I love how you styled it with a cami top with jeans❤️
I hope it gets chilly enough in Dallas for some of these gorgeous sweaters. I love the way you styled yours!
What a timeless look! I actually wearing something similar last week. You can never go wrong with OTK boots and a neutral look 🙂
Iliana | http://www.sophisticatedfashionista.com
I love this cardi girl!! SO cozy and cute! You’re gorgeous!!
cute & little
That cardi looks so cozy and perfect! love the way you styled it!
You look so cozy and cute babe! I am loving your beanie and scarf — they totally finish off your look flawlessly! xo, sharon
Loving that bag and beanie! Way too cute!!
I need all these pieces – the hat, scarf , bag, I mean everything! You look super cozy and adorable!
Iliana | http://www.sophisticatedfashionista.com
I’m not sure I can pick one piece I love more than the others because everything you’re wearing is beyond cute! You sure look cozy in that hat and scarf combo!
I love your plaid scarf and that beanie is so cute on you! Such a cozy look!
This winter outfit is too cute!
You look so cute! Love the pom beanie & plaid scarf!
You definitely look super cozy! I love this plaid scarf for a great holiday touch 🙂 Stay warm!
With love, Jenn
Accessories can make or break and outfit, and girl you killed it! Love the pops of red, and that scarf is beautiful! Goes so well with your hat and sweater. Really a well styled look, and so perfect for a casual winter day!
xoxo Bryanna | Coming in Clutch
I love how you picked a color in that scarf to match with your purse. This is such a cute winter look!
I love this chic and classic look! That plaid shirt and moto jacket look fabulous together!
I love pairing plaid with leather this time of year!
I love that jacket so much!
I love this look! Such a cute top!
Leather jackets are always so chic to wear!
I would literally wear this outfit everyday!! Perfection!
Such a sleek look! Love this!
love that plaid print! that top is so cute!
Black and white have always been one of my favorite neutral combos. I love that plaid blouse you wore here, styled to perfection!
That is the perfect leather jacket! SO GOOD! I am obsessed with leather jackets. (and leggings haha!)
You have the cutest style! I love your otk black boots. Thank you for all the cute winter outfit inspo!