Clothing > Pants & Jeans

9 Best Men’s Wool Pants: Dressy & Warm

By Beau Hayhoe  |  Updated February 22, 2024

9 Best Men’s Wool Pants: Dressy & Warm
Courtesy of Wills

A great rotation of men’s style essentials is not unlike having a roster of All-Stars close at hand – there are pieces that are versatile as can be, there are picks made to weather any storm, and there are selections that are a bit more seasonally friendly.

Wool pants would fit that third category, with their ability to weather the most brisk, frigid winter weather in fine fashion.

Think of winter wool pants like the seasonal equivalent to linen pants.  Both options are a worthy player in the right conditions – linen in balmy conditions, wool in cold winter. Both serve the same purpose seasonally. That would be: Adding refined appeal to blazers, Oxford shirts and even shirt jackets, not to mention the odd sweater or cardigan.

And when the time is right, the best wool pants strike the right note – like our favorites below.


WHAT YOU SHOULD KNOW
  • Texture, style, toughness: More refined than jeans and warmer than chinos, wool pants add durability to a wardrobe – they’re dressy yet fit for winter weather.
  • Built for boots: The thicker nature of wool pants adds visual appeal to your favorite leather boots – the combination works together in terms of both comfort and style.
  • Versatility in variety: When the situation calls for something a bit more dressy than blue jeans, yet casual enough for, say, a shawl cardigan, look for the right pair of dependable wool pants.

Best Overall

Wills Stretch Wool Trouser

Why did I choose it?

There’s an art to finding the best wool trousers. I find Wills – a favorite brand at Huckberry – nails it either “dressed up” or “dressed down.”

Stretch wool trousers from Wills boast a subtle texture and color, the kind that doesn’t make them look too much like orphaned suit pants – that’s a major plus in my book.


Best Suit Pants
Todd Snyder Tropical Wool Sutton Suit Pants

Best Pleated Wool Pants
Sunspel Pleated Flannel Wool Trousers

Best Inexpensive Wool Pants
Everlane Italian Wool Pants

Best Casual Wool Trousers
Billy Reid Flat Front Trousers


Best Overall

Wills Stretch Wool Trouser


$198
 

I think it’s helpful to think of wool trousers like your favorite chinos – these pants aren’t a replacement for your favorite suit pants, but rather, a worthy companion to a trusty blazer or sportcoat.

Opt for a color like versatile charcoal, find a suitable tan herringbone or navy blazer, then style these Huckberry-approved trousers accordingly.





Best Suit Pants

Todd Snyder Tropical Wool Sutton Suit Pants


$268
 

Todd Snyder helped give the men’s two-piece suit new life during his time at J.Crew, and it follows that his own namesake men’s clothing brand offers an accessible, stylish take on suiting.

These pants feature a more breathable, all-season tropical wool featuring Italian stretch wool fabric.

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Best Pleated Wool Pants

Sunspel Pleated Flannel Wool Trousers


$395
 

There was once a debate whether pleated trousers happened to be “on trend,” or merely a relic of the past. Sometimes, the answer is both – pleated trousers, with a more refined cut, look and feel – can add some serious style to any tailored look, as Sunspel handily proves.





Best Inexpensive Wool Pants

Everlane Italian Wool Pants


$148
 

There are still some highly affordable ways to find the best wool trousers on the market, chief among them brands like Everlane.

Once the purveyor of your favorite pocket tees, its Italian Wool Pants deliver a tailored, chino-like fit in versatile colors for pairing with the rest of your wardrobe.





Best Casual Wool Trousers

Billy Reid Flat Front Trousers


$298
 

If you find typical wool pants to be too scratchy or difficult to wear, rejoice in the elegant nature of Billy Reid flat front trousers.

The famed Alabama designer has used a blend of wool, linen and cotton for softness, stretch and all-season comfort – these are certainly worth a stylish splurge.






Buck Mason Soft Wool Flannel Graduate Pants


$248
 

For as much work as the brand has done to advance the cause of classic Americana style at accessible pricing – think durable jeans and super-soft T-shirts – the latest Buck Mason collection draws inspiration from old-school flannel tailoring. These handsome Italian wool pants are prime evidence.






Bonobos Jetsetter Italian Wool Dress Pants


$250
 

When the occasion calls for a polished approach, when you want a pair of expertly cut pants to pair up with a wool blazer – all the while retaining the comfort of, say, stretch chinos – Bonobos is an optimal brand.

That holds true here with these handsome dress pants crafted from fine Italian fabric.






J.Crew Ludlow Suit Pants


$225
 

The J.Crew Ludlow Suit changed the game in the modern menswear world, offering up a look at slimmer, changing flattering proportions.

J.Crew now offers more fits, sizes and styles, but the Ludlow is perhaps still the most accessible and best pick for wool pants for men on the market.






Brooks Brothers Milano Fit Wool Trousers


$248
 

Although Brooks Brothers has made quite the exceptional name for itself with sturdy cotton chinos, don’t overlook its wool trousers, which come in an eye-catching array of rich seasonal shades.

They also boast a crisp front crease for the ultimate in dressy appeal, from office casual to date night.





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