The 2021 Fall Layering Guide

10 Essential Pieces to Wear This Season


Hello, and welcome to fall.

In addition to happy circumstances like color-changing foliage and autumnal beverages, each fall brings a new opportunity to layer clothes on top of other clothes.

Our goal today is to help you get it right, so you don't look like a kid in a puffy ski jacket.

Consider this your Fall Layering Guide. Print it out, laminate it, and consult it often. (Or maybe just do that last one.)

The Long-Sleeve Tee

Buck Mason makes a variety of long-sleeve tees to keep your upper half covered. The tough-knit long sleeve classic pocket tee is a fine choice, or try the vintage thermal surplus tee in a double-knit waffle weave for a little extra warmth. Buck Mason, $50-65 

The Button-Down

Chambray is always a good look, but it comes in more than just the typical denim blue. This pale sienna number looks the part during fall, and features two percent stretch and a shorter hem for a comfortable untucked fit. L.L.Bean, $60

The Flannel

Picking apples, strolling through a pumpkin patch, jumping into a pile of leaves... you don't have to do any of these things while wearing a flannel shirt, but you'd sure look good in this one. Portuguese Flannel, $108

The Henley

If your henleys need a seasonal refresh, try this Court Waffle Henley from O.N.S. It's made from 100% supima cotton that keeps you warm in chilly weather and lets you breathe in warmer weather. Dress it up, dress it down, do whatever feels right with this mid-weight staple. O.N.S., $88

The Overshirt

Available in a dozen styles, this soft and stretchy shirt-sweater hybrid is made to move, offering a roomy fit through the chest. It can be worn buttoned up or open, and it looks great solo or thrown over your favorite T-shirt. Faherty, $178 

The Hoodie

This lightweight Kanga hoodie is made from 100% superfine Merino wool, a moisture-wicking material that stays fresh even after multiple wears. So it's perfect for tailgates, traveling and all of fall's activities. Unbound Merino, $125

The Cardigan

Naadam's line of affordable cashmere includes this soft, lightweight cardigan that goes from the office to the bar, and can be paired with a button-down or a T-shirt. To recap: It's one of the more versatile layers in your autumnal arsenal. Naadam, $195 

The Sweatshirt

Best known for its beach gear, Birdwell makes a surprisingly good sweatshirt. Wear this French cotton terry sweatshirt around a bonfire or anytime you need to throw on a soft and simple layer. Birdwell, $110

The Blazer

Alex Mill's rugged corduroy blazer is the sartorial equivalent of a pumpkin spice latte, but without the shame. And you don't even need to be a history professor to wear it. Alex Mill, $175

The Jacket

There comes a time every fall where you just can't avoid a jacket. Let this breathable, water-resistant torso cover from Relwen be that jacket. Huckberry, $258

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