When the weather turns, wool trousers are the quiet upgrade that makes the rest of an outfit look more considered. Wool drapes well, resists wrinkles, breathes in heated offices and feels noticeably warmer than cotton or polyester. The fabric also takes color beautifully, so charcoal looks richer, brown looks deeper and plaid looks crisp. Shapes have broadened in recent seasons. Wide leg and barrel cuts feel relaxed and current, slim ankle styles look tidy with loafers, and flared versions add length when worn with a heeled boot. Many pairs now come with elastic backs or pull on waists, which makes them as comfortable as sweatpants while still reading as tailoring. A pressed front crease is worth looking for since it sharpens even the softest knit on top. Pay attention to lining too, as a smooth lining stops wool from feeling scratchy against bare legs.

The easiest pairing is a chunky sweater over a collared shirt, with the cuffs and collar peeking out. A fitted turtleneck tucked in shows off a high waist. For the office, add a matching blazer or a long wool coat. On weekends, swap in a sweatshirt and sneakers to keep the trousers from feeling too formal. Grey and brown are the most forgiving shades for daily wear. Black works too, especially for evenings out.

We think every cold weather closet should include at least one pair of wool trousers in grey or brown. Our tip is to buy for the shoe you wear most, since hem length changes everything about how a trouser looks. Wide and barrel cuts suit flats and sneakers, while straight and flared styles work best with a small heel or boot. A blend with a little stretch keeps them comfortable through long days. If you find a pair that fits well, consider buying a second color, because good tailoring in wool is harder to find than it should be. If you want to keep browsing, I also put together THE UPSIDE Trousers, Denim and Skirts and Cold-Weather Trousers and Knitwear.