Winter is seriously my favorite season for styling clothing. I love being able to layer items and not sweat while taking pictures am I right? That being said, I figured I would round up some of my favorite winter outfits from the past couple months! That way you guys can get some inspiration to take you through the end of the colder months.
I chose 26 of my favorite winter looks from this year and combined them ALL into one post for you guys! These were some of my favorite looks and helped me slay all day through these cooler winter temps. I hope you guys love this post and find some new inspiration for yourself!
20+ Winter Outfit Ideas
1. Twist Front Sweater + Busted Knee Jeans
This first look is one that is a great fall to winter transition outfit. I chose a bright twist front sweater from Nordstrom and paired it with Free People busted knee jeans, a brown tote bag, and leopard print mules.
2. Ruffle Neck Blouse + Plaid Skirt
This look is great for anyone with a more sophisticated style. I paired this comfy ruffle neck/sleeve blouse from LOFT with this adorable plaid skirt from SheIn. The subtle stripes match with the navy perfectly. For my accessories, I chose a brown saddle bag and taupe over the knee boots!
3. Striped Cardigan + Corduroy Skirt
This look is one of my favorite looks! I got this striped duster cardigan from The Pink Lily Boutique and thought it would be cute paired with my pink corduroy skirt and black lace cami. To accessorize this look, I added a black tote bag and taupe over the knee boots.
4. Navy Blazer + Polka Dot Dress
This next winter look more of a business casual option. I paired this oversized blazer from Forever 21 with a polka dot dress from Amazon! The combination creates a unique and chic outfit great for the workplace. These sequin block heels from Old Navy really tied everything together.
5. Yellow Chenille Sweater + White Mules
This next outfit is great for the cooler temps. My yellow chenille sweater from LOFT is super cozy but also looks very cute with almost anything. I paired it with these light wash jeans, white mules from Target, and a brown saddle bag!
6. Gray Sweater Dress + Brown Sweater Coat
I was so excited to find a sweater dress that was affordable and yet cozy! This one I found on Amazon and was under $20. My sweater coat is from SheIn and my red block heels are from DSW. My lovely bff got me my plaid scarf from Scotland last year and I have worn it so many times.
7. Floral Wrap Dress + Brown Tote
Floral is a trend that I love regardless of the season! This cute little wrap dress is one that LOFT came out with for their black Friday collaboration. Wrap dresses are so flattering and work for anyone who has a cooler winter season! My brown tote is from Nordstrom and I have been using it so much this winter.
8. Polka Dot Sweater + Flannel
This is another one of my favorite looks for the winter. I love the trend of pairing a sweater over a flannel so that’s exactly what I did! Both my sweater and flannel are from Banana Republic Factory and were very affordable. I threw on these high-waisted jeans, a black tote bag, and these adorable pink bow-tie block heels from J.Crew!
9. Gray Chenille Sweater + Green Leggings
This next look is almost all Aerie! I partnered with them in November as a holiday ambassador and they sent me the cutest items! Those included this gray chenille sweater and these green leggings. My bag is from Apolis and my brown booties are from Target!
10. Leopard Maxi Dress + Black Boots
I’m sooo in love with this leopard print maxi dress y’all! It’s perfect for New Years Eve or even just brunch with your friends! I found this one at H&M for just $13.99 and paired with black boots and a black tote bag.
11. Gray Polka Dot Sweater + Red Midi Skirt
This is the holiday look for you! I found this gray polka dot sweater from Target and it was just $10. My skirt and block heels are also from Target! The skirt was a part of their Vital Voices collection and I got it on sale for $13. My block heels were $24.99 and so versatile. The plaid scarf I’m wearing is from Aerie and was a part of their holiday line! I was trying to match the reds in this look.
12. Striped Peplum Sweater + Pink Pleated Skirt
I partnered with Rent the Runway with holiday season and I chose this super unique striped peplum sweater as one of my items! Wearing stripes is my favorite thing to do and I thought it would be fun to try pastels in the winter. For this look, I paired my sweater with this pink pleated skirt and these white boots!
13. Black Ruffle Blouse + Brown Shift Skirt
This look was a favorite with my Instagram lovelies. I ADORE this black ruffled lace blouse and though to try and mesh it with brown to see how it would work! To accessorize, I paired this look with my classic black tote bag.
14. Pink Ruffle Sleeve Top + Floral Skirt
This next outfit I love so much! My cute pink polka dot blouse has a ruffle sleeve which I just adore. I purchased it at Banana Republic Factory and also got this brown sweater vest from there as well! My over the knee boots are obviously a staple of mine and this floral skirt from LOFT is a closet must-have as well.
15. Pearl Sleeve Sweater + Navy Culottes
I always frequent the Target sale section. One day I was browsing and I found this ADORABLE pearl sleeve sweater. It was such a unique detail and it was only $12. I paired it with these culottes I found at Final Cut in Augusta! My velvet block heels are from LOFT and my black tote bag is from TJMaxx.
16. Striped Dress + Over the Knee Boots
Tortoiseshell buttons have been a trend I can’t stop myself from buying! They add such a cute flair to clothes and just mesh to well with accessories. This one I found from SheIn was SO CUTE and has patch pockets and tie sleeves! I paired it with this tan crossbody bag and my staple over the knee boots!
17. Brown Trench Coat + Navy Ruffle Skirt
I wanted a trench coat for so long y’all! Finally I was able to get one while partnering with Banana Republic Factory this winter. I paired it with this navy ruffle polka dot skirt from there was hell. To complete this look, I added a white v-neck top and brown booties from Target.
18. Pom-Pom Sweater + Orange Peplum Skirt
This was one of my favorite winter looks of the year! I got this cozy pom-pom sweater from Forever 21 and I have been wearing it so much. My orange peplum skirt was from ASOS and I figured it would look so festive with my sweater. The saddle bag I wear all the time and my over the knee boots appeared here again!
19. White Sweater + Striped Leggings
The next look is one I LOVE more than anything. My sweater and leggings are from LOFT and are so cozy and chic. These leggings are actually a little more sophisticated than others and can be dressed up easily with a black blazer! For my accessories, I added these black boots and a black tote bag.
20. Sherpa Pullover + Faux Leather Leggings
This is a cute look for anyone that’s out and about during the winter months! Sherpa pullovers are insanely cozy and block winter weather so well. I thought pairing it with faux leggings would be cute and it totally was! These gray sneakers worked well too and are from Target.
21. Black Ruffle Dress + Taupe Block Heels
Need a new little black dress? This one is perfect! It was from Amazon and less than $20 which is so affordable. I actually created an ENTIRE post on 10 Little Black Dresses Perfect for Every Occasion! Be sure to check it out and find one for yourself (here)!
22. Purple Chenille Sweater + Over the Knee Boots
When it’s the winter time I am all about chenille! It’s the coziest fabric of life and makes any outfit better. This cute lilac sweater from Charlotte Russe does the trick! I paired it with these high-waisted jeans, my over the knee boots, and my brown saddle bag.
23. Mustard Yellow Sweater + Gingham Midi Skirt
Another winter fav of mine is this next look! I adore this mustard yellow sweater from Entourage Boutique, this gingham midi skirt from Rent the Runway, and these boots from Steve Madden! Panama hats add to any look and I have a great post on how to style them (here)!
24. White Twist-Back Sweater + Gold Sequin Leggings
Need a little last minute holiday inspiration? Try out a pair of sequin leggings! They’re unique and can upgrade any look. I also added this twist back sweater from LOFT and these red block heels from DSW.
25. White Sweater + Distressed Raw Hem Jeans
This white sweater is so perfect and super cozy! It’s from LOFT as are these adorable pink block heels. My raw hem, distressed jeans are from Old Navy and can be styled so many ways! This bag is chic and looks expensive, but is only $23 on Amazon.
26. Black Lace Dress + Pink Beret
The last look for this post is this black lace dress from Free People! I found it at Final Cut for a fraction of the cost and was so excited. To make this look Parisian chic and great for the winter, I added this pink beret from Target!
I hope you guys enjoyed this post of 20+ Winter Outfit Ideas and I hope you were able to get some more inspo for the rest of the colder months. Need anymore inspiration? Be sure to also check out my LOFT Try-On Haul (here)! I also have a post about Chic Statement Earrings On Amazon Under $15 that you can find (here)!
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