The Winter Shop

On the days your pedestrian black puffer won’t cut it, you’re going to need a proper topcoat. Our advice is twofold: 1) opt for one in tones of ever-versatile black, gray, or beige, and 2) pick a version you’ll actually look forward to wearing during the dog days of winter. Buck Mason’s hardy donegal number fulfills both mandates and then some.

Growing up means realizing that feeling warm looks cool—and that accessorizing properly is crucial to both propositions. When the mercury hits rock bottom, reach for Bode’s cheeky pom beanie and an absolute unit of a scarf (like, say, this one from the master knitters at &Daughter).

If you’re going to wear an honest-to-goodness suit in 2025, make it one you wear by choice, not at the behest of a cursed corporate overlord. Case in point: a mid-wale corduroy number so plush it'd make Wes Anderson blush.

Every year is the right year to invest in an endlessly layerable sweater. Our advice this season? Reach for the once fuddy-duddy full-zip your dad used to swear by, which'll look just as good with a light jacket in September as it will layered beneath a topcoat in December.

Dressing for cooler weather is all about mastering the art of layering—and mastering the art of layering is all about building a wardrobe you can rely on, day in and day out. Start with a heavyweight overshirt in a goes-with-everything shade—like Buck Mason’s midnight-navy CPO shirt—and let the games begin.

Cult Japanese label A.Presse makes some of the raddest vintage-inspired menswear on the market right now. Case in point? These perfectly patinated jeans that feature double knees—and double pocket detailing, to boot.

Every stylish dude should own a trench coat—and there’s no better version out there than Burberry's, the brand that literally invented the silhouette. Right now, we dig the British heritage label's single-breasted car coat, a fresh update of the original cut from the same pioneering cotton gabardine.

Nothing will anchor your autumn like a hardy, classic flannel—and nobody does 'em better than Polo. There really is no wrong way to wear them, but we like ours served with a waffle-knit thermal and a side of selvedge denim.

With a streamlined fit and true weatherproof technical details, Barbour’s waxed cotton-canvas jacket is the ideal marriage of form and function. To translate this English countryside classic to the city sidewalk, pair it with a laid-back zip hoodie and relaxed jeans.

Remember that Drake’s corduroy suit up top? The real beauty of tailoring cut in a more relaxed fabric is that each piece—jackets and pants—looks even better on its own. Just swap your dress shirt for a striped cotton Oxford, keep the tie, and trade your trousers for higher-rise jeans with a subtle '70s flare.