Dropping leaves? Yep. Morning chill? Check. The seasonal signals may be the same as always, but fall (like everything else) feels a little different this year. That’s why when it comes to fall outfits for men, we’re leaning extra hard into familiar comforts—think warm layers, cozy knits and feel-good footwear—and keeping it all as casual as we can. This guide goes into detail about everything you need to capture those comforts in one well-curated closet.
Quality & Fit
Here’s a secret from our stylists: You don’t need a lot of clothing to create a capsule wardrobe, just a few essential pieces that work well together (and that you love to wear). There are two things to consider when you’re stocking your closet for the season. First, you should think of your clothes as investments, and focus on finding well-constructed items that will look sharp now and next year. And second, make sure that every piece fits you well. A great fit is the key to making casual look smart, not sloppy.
Layering is the foundation of men's fall fashion, especially now that our social lives have moved mostly outside. Start with a soft crewneck T-shirt in your favorite fall color. Building from there, you can't go wrong with the laid-back attitude of a hoodie. Choose a neutral to keep the look sporty, or try something bright for an unexpected pop. Long-sleeve button-downs offer another option. Go for flannel if you want an outdoorsy vibe, or throw on an overshirt to tap into fall's utilitarian trend.
Key Piece: Jacket
Men’s fall jackets come in an endless range of styles and weights, and they’re the hardest workers in your wardrobe. You’ll want a couple of options to suit the weather. Lightweight fleece is ideal for daytime temps, and this season’s retro-inspired options are the epitome of casual cool. For chillier climates, a quilted puffer is a stylish way to warm up when the sun goes down.
There are few things as comforting as knitwear. Our first choice is always a cable-knit sweater—the softer and slouchier the better. We're especially drawn to fall's chunky, oversized patterns. They add fresh texture and pair perfectly with everything from slim-fitting jeans to chinos. But don't stop at just a sweater (hey, it's 2020—we'll take all the comfort we can get). From your hat to your scarf all the way to your socks, knitwear can keep you cozy from head to toe.
Key Piece: Beanie
When it comes to cold-weather accessories, ribbed beanies are right at the top of the list. The style goes way back, and its simplicity makes it ultra-versatile. You'll want a color that stands out and an adjustable cuff so you can customize the fit to streamlined or slouchy—whatever looks and feels best for you.
When it comes to casual shoes, comfort is king—but style rules too. Luckily, two of fall's footwear trends look as good as they feel. First: sneakers. Statement sneakers range from sleek and minimal to built-up, athletic-inspired styles. And second: hikers. A hybrid hiking boot offers all-weather protection in a silhouette that's as suited to the streets as it is to the trail.
Key Piece: Retro Sneakers
Old-school kicks keep coming back for a reason: they’re cool, comfortable and perfectly at home in almost any context. A clean, all-white option can easily transition from work to weekend, while a pair with bright accents is an instant outfit booster.
All the Extras
Next up for your fall capsule: accessories. Some of them are fun, some are functional, and they’re all essential. Whether it’s a watch, a wallet or a tech backpack, these finishing touches are an easy way to make an outfit your own. And this is one area where our stylists can really surprise you. That thing you may not have ever thought to try? It might just become your style signature.
Key Piece: Mask
These days no outfit is complete without a mask, so you might as well make it a part of your look. Stock up on a collection in rich, autumnal colors that complement the rest of your wardrobe.