Although winter is right around the corner, you still need to keep your appearance stylish, and thankfully, winter is the season when you can look fashionable in just about anything. It’s just a matter of knowing the proper techniques to stay warm and stylish. From my experience, winter street style is all about layering and fabric choices, and no winter season is too cold to switch things up instead of recycling the same winter jacket all season.

Now the real question is: how do you style to perfection and make a statement while staying warm and fashionable? It’s all about the technique and fabric you’re wearing to keep warm and cozy. Here are some winter style inspirations for you.
1. Layering is the Foundation of Winter Style
Let’s start with the foundation: layering. It’s the cornerstone of winter street style, and when done right, it can elevate any look. But it’s not just about throwing on as many layers as you can. The goal is to create balance and warmth without looking like you’re drowning in fabric.
- Start with a solid base: A fitted thermal or long-sleeve shirt is your first layer. You can keep it neutral to blend well with other pieces.
- Add a statement sweater or cardigan: This is where you can play with textures. Think chunky knits, oversized sweaters, or cozy cardigans that add some visual interest.
- Top it off with a coat or jacket: A tailored wool coat or a puffer jacket, depending on your vibe. The key here is that it should be practical but still fashionable. Look for one with a good fit—one that doesn’t swallow you up but still keeps you warm.
Personally, I love combining a big, cozy sweater with a fitted leather jacket. It creates the perfect balance between warmth and style, and the leather adds just the right amount of edge. So when you’re thinking about layering for winter style, don’t go overboard—each layer should complement the next.
2. Bold Outerwear: Make a Statement with Your Coat
Winter coats don’t have to be boring. If you’re going to invest in one piece for your winter style, make it your outerwear. This is your chance to play with color, shape, and texture.
- Trench coats: Long, stylish, and perfect for both the office and weekend wear. They add a sophisticated, timeless vibe.
- Puffer jackets: These have made a huge comeback, and this season, the more oversized, the better. You can opt for bright colors, such as bold red, or stick to a classic look with blacks and neutrals.
- Plaid coats: A staple for winter. They add a fun pattern to break up the monotony of dark winter colors.

Last year, I snagged a vibrant red puffer jacket, and it’s been a game-changer. It’s cozy, functional, and adds a pop of color to those dull, grey winter days. The best part? It’s incredibly lightweight, making it a great addition to my winter style lineup.
If you’re looking for more affordable options for winter outerwear, check out our post on Luxury on a Budget: 7 Best Affordable Designer Dupes for Cold Climates, where we discuss the best budget-friendly designer dupes to keep you stylish and warm.
3. Cozy Accessories: Scarves, Beanies, and Gloves
Winter street style isn’t all about the fit. Accessories take the look to a whole new level of chic and keep you warm. I love wearing my chunky knit scarves, which I wrap snugly around my neck.
Chunky scarves make a significant difference in adding texture and warmth. I love using neutral colors or mixing patterns for interesting contrast.
Beanies: Outfits are completed with a beanie. For some extra style, go for something with a fun pattern or something texturized.
Leather gloves: For hand warmth and a sleek look, go with a pair. They’re super stylish and functional!
A coat-matching wool beanie instantly completes the outfit, and I love to wear a matching coat. To make an outfit look more polished while still practical, accessories like gloves and scarves are great for elevating it.
Keep your hands warm and stylish with Leather Gloves on Amazon, which are ideal for completing your winter street style ensemble while keeping you cozy all season long.
4. Footwear that works for winter street style
Footwear is as important as outerwear when it comes to winter styling. Options are endless, from boots to sneakers, so make sure you pick something that goes great with your outfit while also keeping your feet warm and dry.
Chunky boots: Chelsea boots are a great example, and so are combat boots. Edgy looks are made with sturdy shoes, keeping your feet protected from the cold.
High-top sneakers: They can definitely be worn in winter, and a pair of neutral high-tops can complete the street-smart look while keeping your feet warm.
Faux fur-lined boots: If you really are going to be walking outside and want to be stylish and comfortable, these boots are a must for snowy or rainy days and additional style.
For more ideas on affordable accessories that will complement your winter street style, don’t miss our post on Top 5 Affordable Accessories That Look Designer, where we highlight chic accessories that elevate your look without breaking the bank.

This winter, my black Chelsea boots have been an absolute favorite. Very comfortable and can be worn with anything. It gives an outfit more edge. Whether casual or dressed up. It ties the outfit together.
For a stylish and functional pair of boots, check out these Chelsea Boots on Amazon. They’re perfect for winter street style, providing both warmth and a sleek look.
5. Stick with the color palette.
The fun winter street style is all about looking cozy and comfortable, and also stylish. It does not, however, have to be boring. The fun part can be solved by sticking to a more minimal color palette, but also adding pop-on, pop-off colors through various accessories, because winter can also be full of patterns.
Rustic One-colored: It gives a more structured, calm vibe by sticking to a single color for an outfit.
Add a pop of color: a non-neutral coat or a scarf to add more life to the outfit.
When I want to put together a cozy yet stylish outfit, I usually go for a combination of black and grey, with a bright scarf and a nice hat. It does not overdo it, but makes a nice statement.
Add a pop of color to your outfit with this Bright Scarf on Amazon. It’s a perfect way to elevate any monochromatic winter outfit and bring a bit of warmth and vibrancy to your look
6. Winter Style Denim: Ready Jeans
Who said you can’t wear denim in the winter? You just have to know which type to wear!
High-waisted jeans. These are good for tucking your sweater in or layering your jacket on top. Just make sure you pick a pair with a thicker fabric, or a blend that will keep you warmer.
Wide-leg or straight-leg jeans. These create a relaxed vibe for winter street style, and they’re great for comfy, all-day wear.

Black denim. A winter staple. Black denim matches with just about everything while also adding a sleek vibe to your outfit.
A perfect winter street style that is also very chic and laid-back is pairing black jeans with a fitted sweater and ankle boots. It’s a put-together look that is also effortless.
7. Winter Style for any Occasions
Not all winter outfits are the same, and beauty street style is that it can change with the occasion. A winter look can be dressed up or down. It can go formal or casual.
On casual days, pair a chunky sweater with jeans and chunky boots, then add a puffer jacket for warmth, and finish it with layered accessories.
Dressier events: Layering a tailored coat over a sleek dress with knee-high boots makes you look put together yet practical.
In my experience, mixing casual and pseudo-dressy (like a sleek coat) has proven most useful for the varying needs of winter street style. A cozy sweater dress with some boots that’ll keep you warm, then a coat for a bit of evening style.
Conclusion: Rock Your Winter Style This Season
Winter style can, and should be, fun and easy. Through the meticulous art of layering, choosing good outerwear and shoes, and having fun with cozy accessories, you can create a look that’s practical and stylish. Whether layering for the day or putting together a look for the afternoon, winter style offers you many opportunities to be yourself.
Which is the most fashionable of the winter styles this season? If you can tell it’s chilly, wear your warmest items, layer them, and have fun with colorful, bold outerwear and accessories. Head out and don’t let the cold keep you from showing off your winter style.
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Have you seen some winter style suggestions that motivate you? What is your favorite winter style trend? Tell us in the comments! Do you want assistance in selecting the ideal winter items? Tell us about your style, and we will help you craft your perfect winter wardrobe.



