Gear up for fall with an iconic leather jacket for a road trip.
Well, folks — look who’s back in business. It’s a new week, and it’s time for another edition of The List, covering the best men’s style essentials to help you power on through September and into October. It all starts today with outerwear, including one of the best trucker jackets to help you get road trip-ready (wear a mask!), and it carries right on through to other handy fall accessories, including stylish new headphones and plenty more. Where will fall take you? I hope it’ll take you (safely) to plenty of stylish places. Head over to Twitter to let me know your favorite gear picks today, and be sure to subscribe to my twice-weekly newsletter, where I talk about style, music, coffee, craft beer and plenty more. Happy reading!
Schott Vintage Buffalo Trucker Jacket — $845
A classic, rugged waxed trucker jacket for plenty of fall days.
That’s right, folks. The time is upon us to pick up a heritage-quality leather jacket from Schott, and it helps that this vintage-style trucker jacket is tough as nails, sharp as can be & ready for anything. If it’s low on sizing, consider the Flint and Tinder Waxed Trucker instead.
Filson Field Flannel Shirt — $98
An expertly crafted flannel shirt for fall days aplenty.
When you want to really gear up and hit the road, or simply just get out of your house, turn toward one of the best flannel shirts for fall, offered up by a brand that gets it right. This brushed cotton flannel shirt is ideal for layering atop your favorite T-shirt.
Tanner Goods Voyager Daypack — $250
A tough backpack you’ll want to bring on the road season after season … after season.
Let’s talk about road trip gear for a second, shall we? Get this rugged backpack for all your everyday carry essentials, and rest easy knowing it’s tough as can be.
Master & Dynamic MW50+ 2-in-1 Wireless Headphones — $249
For your next road trip or for casual days plugged in at home, pick up some Master & Dynamic headphones for crystal-clear audio quality and a standout listening experience. Plus, these stylish Bluetooth headphones feature both over and on-ear pads.
Buck Mason Field-Spec Cotton Surplus Henley — $68
For fall travel and days at home, this is the rugged henley you need.
Get one of the best layers for fall right here — this rugged henley from Buck Mason takes the cake when it comes to wearability and style, especially alongside a vintage-style trucker jacket.
FRYE Union Workboots — $298
Exceptionally durable, rugged boots fit for anything this fall.
FRYE boots are quickly becoming a favorite of the blog, prized for their durability, toughness and rugged style. For adventures on and off the trail (and to-go brewery visits aplenty), get these stylish leather boots from FRYE.
Todd Snyder Italian Indigo Western Shirt — $198
A rugged Italian shirt, made as only Todd Snyder can make.
Made in Portugal from 100 percent cotton, this classic Western shirt is stylish, versatile and ready to wear on the road or at home. It’s Todd Snyder, after all.
Proof Schoeller Trek Hiker Pants — $188
Rugged hiking pants to buy right now.
Looking for the best men’s travel pants, or perhaps the best men’s hiking pants? Why not get both here from Huckberry? That’s because the Proof Schoeller Trek Hiker Pants are made with water, stain and mud-resistant fabric in a mobile, versatile fit. Perfect for fall travel.
Everlane Felted Merino Cardigan — $98
A classic cardigan done up in a modern merino fabric.
It’s never too early to stock up one of the best men’s sweaters for fall, and it just so helps that this Everlane cardigan is made from comfortable, anti-microbial fabric for fall layering atop your Todd Snyder shirt.
A vintage-style dive watch you’ll have for years on end.
You’ve got your denim shirt, your leather trucker jacket and your travel pants — now, get the best men’s stainless steel watch for all your fall adventures (and then some). The Vague Grey Fade Submariner Watch, featuring a “faded bezel” effect, is utterly classic and incredibly versatile.
Bombas Garment Wash Crewneck T-shirt — $36
A comfortable, classic crewneck T-shirt.
Hey, we didn’t say we were out of the woods yet when it comes to T-shirt weather, right? For layering underneath your classic denim shirt or wearing all on its own, get one of the best men’s T-shirts from Bombas. It’s one of the softest, most comfortable tees I’ve tried, and for every tee sold, Bombas donates one to someone in need.
Relwen Windzip Jacket — $258
A go-anywere fall layer that’ll look great, no matter the conditions.
If the weather cools off enough to the point where you’ll need an extra layer atop your Bombas T-shirt (and it very well might!), then you should get this Relwen jacket for comfortable fall weekend layering, my friends.
Taylor Stitch Camp Pants in British Khaki Boss Duck — $128
These are some of the toughest men’s work pants on the market.
The easiest way to bundle up on a fall weekend? Take your Relwen jacket, throw it on over your Bombas T-shirt … then add these rugged camp pants from Taylor Stitch. Make your next yard project easy with, yes, the best men’s work pants around.
Lum-Tec Combat B46 Watch — $470
An exceptionally rugged, dependable men’s watch for fall and beyond.
We just talked above about the best men’s stainless steel watch, but what if you want something that’s more akin to a classic field watch? That’s where this rugged Lum-Tech watch enters the equation, and it’s one of the best sub-$500 watches around.
Quoddy Maine Woods Boots — $399
Lace up these boots, get on the road and get out there this fall.
Listen, it wouldn’t be a roundup of the best men’s gear for fall without covering some of the best leather boots out there, would? The Quoddy Maine Woods Boots are more than ready for any fall adventure.
Faherty Brand Cutback Sweatpants — $128
Comfortable, casual-yet-stylish sweatpants to wear any time this fall.
Last but not least, let’s keep things cozy, casual and cool for when you do get back from the open road. These cozy sweatpants from Faherty Brand will prove reliable weekend after weekend (or, they’ll also function nicely as sweatpants to wear to work from home).
Well, when it comes to the best men’s gear for fall, I really am all about it. Whether it’s stylish Faherty Brand sweatpants for casual days at home or, say, the Quoddy Maine Woods Boots for getting out and about, I think there are plenty of potential picks for you to enjoy today and on into fall. The best part is that you can use them all in harmony. Start with your rugged backpack from Tanner Goods to pack up at least a few of these gear selections, then hit the road with your classic Western shirt from Todd Snyder. Take care not to forget your Everlane cardigan or your Vague Grey Fade Submariner Watch as you enjoy the rest of the season. You really can’t go wrong, can you? Thanks for reading, and cheers!
The Style Guide 