While we’ve made recommendations aplenty for everything from the best boots to the best beanies, sometimes it’s easier to envision how one would wear the items we suggest in the context of an entire outfit. Instead of leaving you to do the work of organizing one on your own, the style desk will do it for you. And will regularly — here on this page. It’s another way for us to introduce you to stylish clothing, accessories and shoes you should be wearing.
Organic Cotton Waffle-Knit Beanie
Gap is a good go-to for basics like beanies.
Sherpa Jacket
Bundle up in this super soft yet lightweight Topo fleece.
Herringbone Worker Pant
Think of the new Wallace & Barnes Worker Pant as chinos, but upgraded.
XT-6 Trail Running Shoes
When the weather's only so-so but kind of warming up, choose a pair of hard-wearing sneakers over heavy boots.
Merino Wool Balaclava Rib-Knit Beanie
This Druthers beanie doubles as a balaclava by unfolding down over your entire face. Great for chilly weather, better for going incognito.
Lot 271 Denim Jacket
Can't get past paying full price for something used? RRL's Lot 271 jacket looks vintage but is entirely fresh-off-the-line.
Painter Pant
Made from 50-percent recycled cotton, these Painter Pants from Alex Mill reference the iconic style but put a subtle twist on them. There are tool loops and plenty of pockets, but they're khaki-colored and tailored.
Sturt Desert Boots
A collab between J.Crew and R.M. Williams, these Desert Boots builds upon what Clarks does but takes it a step further. These are a step up, if you will.
California Beanie
Lightweight and stretchy, Vuori's California Beanie warms without overheating.
Reverse Zip Pile & Quilt Jacket
You can wear this Knickerbocker jacket two ways: like this and it's quilted, or inside out and it's a fluffy fleece.
Signal Pant
This is a clean cotton chino with a cropped hem — perfect for showing off new sneakers.
Gore-Tex "Mountain Fly" Sneakers
ACG is Nike's entrance to the outdoors arena. However, evident by the minimal design and sleek aesthetic, the sub-label has city sensibilities.
Lambswool Ribbed Knit Cap
Drake's beanies are the right mix of super-warm and sophisticated: no logos, no branding and plenty of luxe lambswool.
Wool Bakers Jacket
Universal Works makes its popular Bakers Jacket in a variety of materials, but wool works best for this silhouette. The jacket's light but it'll lend you a nice, polished shape nonetheless.
The Camp Pant
Part vintage military, part rugged outdoorsman, The Camp Pant comes cut from heavy hemp with a super-soft interior.
Oxford Flowers Wallabee Boots
The Wallabee is Clarks' best-selling style. They're great as is, whether you want a leather pair or a soft suede. But this patterned iteration, done in collaboration with END, takes things to another level. Click through for a closer look.
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