I Know You Have Classic Taste If You're Wearing Any One of These 11 Timeless Trends This Winter
These classic winter trends may be popular, but they're certainly timeless and perfect for anyone who prefers an anti-trend, minimalist wardrobe.

Melissa Epifano
If you consider yourself someone who gravitates toward classic fashion items, I'd guess that a good portion of trends don't make it into your wardrobe. This, I completely understand. If they aren't a seamless addition, why force it? All that to say, I've noticed a few classic winter trends that were almost cut out for this style type. Plus, the beauty of so-called classic "trends" is that they're usually timeless. Even if there's a notable boost in popularity, the trend itself rarely ever feels dated. Therefore, if you decide to invest in a few of these for your own wardrobe, you will get plenty of use.
So, if you like to dress cool and current without looking too trendy, or worse, overspending on short-lived trends, this story is for you. If you have a classic style but like to keep it feeling fresh, of the moment, and not too boring, then this story is also for you. If, like me, you fall into both of the aforementioned categories, then you're really in the right place, so buckle up. Up ahead, you'll find 11 trendy items for winter that all the cool girls are wearing right now, but that still feel timeless. Think sheer tights, knitted hoods, cashmere jumpers, knee boots and more.
These are the trending pieces that are undoubtedly cool but tend to remain eternally relevant at the same time. Keep scrolling for the pieces anyone with classic style will want to wear all winter.
Winter 'Trends' to Try If You Have Classic Taste:
1. Statement But Neutral Coats
Style Notes: Whether you opt for shearling, a cape or just a simple tailored style, a beautiful coat really is a forever piece. In regards to more classic styles, this could be a neutral-toned fur jacket or a leather coat with detailed sleeves. These options are timeless but unique and will keep you looking cool regardless of what's underneath!
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2. Tailoring
Style Notes: Suits and tailored pieces definitely ebb and flow in their popularity; however, they are never truly out. So, seeing as they are very much in right now, it's a great time to bust yours out of the closet and wear them. Waisted silhouettes, like Marilyn's jacket, are extremely relevant right now, as are sleek pencil skirts.
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3. Slouchy Leather Totes
Style Notes: When it's freezing outside, having the right bag is important. With a slouchy leather tote, you can easily throw everything you need inside and won't have to fumble with tiny zippers or clasps when you can barely feel your fingers. Something about a leather tote also just blends well with winter attire, and I'm appreciative of the trend that leans toward more fluid shapes. It's a nice contrast from more structured handbags.
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Suede totes are back again this year, and this one is on my wish list.
4. Cashmere Jumpers
Style Notes: Cashmere will forever be a winter classic; however, I've seen so many of my favourite influencers wearing jumpers in this particular style with a crew neck and ribbed trim. Not only is this style trendy, but the way it's being worn is too. Aside from wearing it as usual, these jumpers are being tied around the waist, diagonally across the body and knotted around the shoulders, giving you another unique layering option.
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A creamy white shade will match with everything in your winter capsule.
5. Leopard Print
Style Notes: Although classic style often sticks to neutral palettes, sometimes a little pop of colour or pattern is necessary. I love leopard print in any season, but it really hits different in the winter, doesn't it? You can go big by opting for a jacket in this pattern or just add a little pop by way of an accessory. Either way, go for it, and you won't regret doing so.
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6. Cable Knitwear
Style Notes: As much as I don't look forward to the frigid temps of winter, I can't help but get excited about getting back into my cosy cable knits again. There's just something about the knitwear style that looks so luxe and adds an interesting element of texture to any outfit.
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7. Sheer Tights
Style Notes: I'm so glad sheer tights are back to getting the respect they deserve. Whether you wear them with a dress, skirt, or even under pants with pumps so just a little shows, they're functional, fashionable, and always make an outfit better.
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8. Cosy Knitted Hoods
Style Notes: I'm all for the reinvention of hoods. Rather than wearing a beanie or a not-so-warm cap come winter, I'm taking a page from Alexis' book and trying a knitted hood. They're soft, cosy and easy to wear with nearly every coat you have. Don't sleep on them!
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9. Knee Boots
Style Notes: So many boot trends come and go, but knee boots really are forever. Plus, they can be worn in so many ways and always made to feel fresh and new. You can tuck trousers into them, wear jeans over top or pair them with longer skirts and dresses. The options are endless.
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10. Black Monochrome Outfits
Style Notes: Whenever I want to buy into a trend or silhouette a little outside my comfort zone, buying it in black is like a safety net for me because I can ensure it will be easy to style and still feel like me. Having those pieces in my closet lets me come up with countless all-black outfits that feel cool and current yet still classic.
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11. Loafers
Style Notes: If you, too, can't open Instagram or Tiktok without seeing countless loafers and ways to style loafers, don't let that fool you into thinking they're just trendy pieces. They're arguably one of the most classic shoe choices around, and whilst the ways to style them can evolve, the shoe is still forever.
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Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.
- Melissa EpifanoContributor
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