7 Elegant Grey Wool Skirts I’ll Be Copying in Winter 2025

To be honest, dressing for winter often feels difficult. A balance of warmth and coziness, and It can be difficult to look elegant. But I’ve recently noticed that from Paris to New York, sophisticated dressers always seem to rely on certain staples that perfectly balance form and function. I’m wearing a gray wool skirt.

Classy, ​​versatile, and most importantly, warm, gray wool skirts are taking winter 2025 by storm as an elegant alternative to jeans and tailored pants. And the best part? You can dress it up or down for any occasion. Whether you pair it with cozy knits and ballet flats for the office, or with leather biker or knee-high boots for a night out, the styling possibilities are endless. Additionally, shades of gray are just as versatile as black or chocolate brown, making a nice difference from the colors I usually choose during the colder months.

Still not convinced? Keep scrolling below. We’ve put together seven chic gray wool skirt outfits you can copy from winter 2025 to spring 2026.

7 elegant and sophisticated ways to style a gray wool skirt for winter 2025

1. Leather trench coat + gray wool skirt + Mary Jane

Style notes: I’ve been thinking about investing in a leather trench for a while, but Ingrid’s outfit above may have convinced me to take the plunge for winter 2025. I love the smooth leather contrasting with the soft wool, especially in this tonal black and gray ensemble.

Shop the look:

2. Short sleeve knit + gray wool skirt + mules

Style notes: I’m sensitive to heat, so short-sleeved knits are great even in the middle of winter. Normally I would pair these with jeans or tailored trousers, but after seeing Sylvie’s outfit, I decided to style them with a pleated wool skirt in a similar color instead. even more sophisticated Mules and a wool bucket hat are all you need to make this outfit even more elegant.

Shop the look:

3. Cashmere knit + gray wool mini skirt + knee-high boots

Style notes: If midi skirts aren’t your thing, there are plenty of gray wool mini versions on the market right now. Please wear together Add extra warmth to chilly winter days with tights, knee-high boots, and cashmere knits.

Shop the look:

4. Wool bomber + gray wool skirt + loafers

Style notes: Want to make the most of your gray wool skirt? Pair it with timeless classic pieces. Wool bombers, loafers and suede bags will remain in your wardrobe for years to come.

Shop the look:

5. Leather jacket + gray wool skirt + heeled boots

Style notes: a Leather jackets are a capsule wardrobe staple, but today’s coolest dressers are turning to distressed styles as opposed to the polished iterations we’re used to seeing. Not only is it guaranteed to keep you warm, but it also acts as a nice contrast with an elegant wool skirt.

Shop the look:

6. Cardigan + Gray Wool Skirt + Knit Accessories

Style notes: Usually I stick to pairing neutral separates with black or cream, but I love the bright blue hue of the cardigan paired with the gray hue of this outfit. It’s an easy way to inject some color into your tonal winter outfits without looking too outlandish.

Shop the look:

7. Blazer + gray wool skirt + ballet flats

Style notes: A gray wool skirt is sophisticated enough on its own, but you can take your winter look to the next level by pairing it with a coordinating wool blazer. Wearable in and out of the office, this combination is an easy way to look put together. Plus, silver ballet flats add a playful touch.

Shop the look: