
Rugged fall boots and gear from the likes of Filson and more awaits.
What does the above rugged Filson bag represent to you? Does it represent the impending start of fall and the promise of (socially distanced) adventures on and off the trail? I sure hope so — that’s why we’re here with another edition of The List today, after all. It’s about time you geared up for the season, so today’s post focuses on the best fall outerwear from the likes of Todd Snyder and Belstaff, plus a Buck Mason henley, a durable field watch and plenty more. All told, the best new gear for fall works as hard as you do, guaranteed.

Filson Service Boots #2 — $368

Remarkably tough, rugged leather boots that can take a beating this fall.
Yes, that’s right. The time is now to consider picking up some of the most rugged leather boots out there. Filson, based out of the Pacific Northwest (as you know) has done a standout job making some of the best leather boots for fall, and that’s just a fact.
Filson Rugged Twill Original Briefcase — $325

One of the toughest bags for daily use that you’re apt to find.
We don’t often start out The List with two picks from the same brand, but this Filson Rugged Twill Original Briefcase is too good to pass up. It’s one of the best everyday bags around.

Luminox Atacama Field Automatic Watch — $890

A strikingly rugged, stylish field watch for fall excursions.
This isn’t the first time we’ve talked about the stunning Luminox Atacama Field Automatic Watch here on the blog (and I’ve also covered it in my newsletter), and it won’t be the last. It’s one of the best field watches around, period, and it’s got rugged good looks, to boot.
Topo Designs Mountain Shirt — $89

The perfect shirt for plenty of fall layering needs.
We’ll kick things off by talking about perhaps the best men’s outdoor shirt for the season. Topo Designs excels at taking you off the trail and back into town, and the rugged Topo Designs Mountain Shirt, made from midweight twill flannel, is a fine example of how it’s done.
Master and Dynamic MH40 Over-Ear Wireless Headphones — $249

Exceptionally well-made wireless headphones for listening to your favorite music (The National, anyone?)
If you follow me on Instagram, you’ve seen these outstanding wireless headphones from Master & Dynamic — I’m quite literally obsessed. They’re some of the best Bluetooth headphones I’ve had the pleasure of trying, and you can even plug them into your record player to listen to your favorite vinyl. Plus, you can take 10 percent off your first purchase when you sign up to get Master & Dynamic E-mails.
Flint and Tinder CPO Shirt Jacket — $148

Layer up this tough cotton shirt jacket over your favorite henley with ease this season.
How better to accessrize your Filson Service Boots than with this rugged shirt jacket from Flint and Tinder? Made from a cotton-spandex blend to mimic old-school Chief Petty Officer’s Jackets, it’s easily one of the best men’s shirt jackets for fall.
Buck Mason Field-Spec Cotton Surplus Henley — $68

The rugged henley you need this fall and winter, courtesy of Buck Mason.
Yes, we’re here once again with Buck Mason, a favorite of the blog and a brand that does a masterful job at crafting one of the best men’s henleys for fall layering. Find out why ASAP.
Belstaff Fieldmaster Jacket — $595 via Uncrate

An absurdly rugged, stylish fall jacket for men.
Today’s post, as you can imagine, has a theme, and to go with rugged fall gear from places like Uncrate, we’ve also got a particular inclination towards the best men’s fall jackets. Case in point: The exceptional Belstaff Fieldmaster Jacket, one of the best jackets for men — period.
Proof 72-Hour Merino Sweater — $198

Consider this classic merino sweater a modern upgrade to your rotation of fall sweaters, made with anti-microbial and moisture-wicking merino for perfect layering underneath your Belstaff waxed jacket.
Todd Snyder Mechanic’s Jacket in Blue — $228

A ruggged, classic-yet-modern jacket for fall from NYC’s Todd Snyder.
Let’s keep it rolling with another rugged fall jacket, shall we? This retro-inspired jacket plays off the classic mechanic’s silhouette with versatile touches and garment-dyed fabric. It’s the best jacket for fall when it comes to casual, cool weekend mornings (and beyond).
Mott and Bow Slim Broome Denim — $128

What does every guy need in his wardrobe for fall? A pair of slim dark denim, like the Mott and Bow jeans seen here. An agreeable price for some of the best men’s jeans? Yessir.
Everlane Classic French Terry Crew — $54

A timeless French terry crewneck that’s going to look great — no matter what.
Do you sense a theme for today’s post? Consider these picks the building blocks when it comes to what to wear this fall, from slim dark denim to one of the best men’s henleys, some rugged leather boots and of course, this classic crewneck sweatshirt from Everlane.
Nomad Base Station Wireless Charging Hub — $125

A handsome way to charge your devices — wirelessly.
Let’s go back to some gear for your home for a second. For plenty of casual fall weekends, ensure you stay plugged in and charged up with this stylish wireless charging hub, ehh?
Gary Gloves Horween Horsehide Work Gloves — $150

Ready for your next big fall project? Of course you are.
We’re getting back into the great outdoors with these rugged leather work gloves, some of the toughest gloves for fall projects that you’re apt to find. Nothing better than that.
Taylor Stitch Bomber Jacket in Washed Slate Herringbone — $168

The best bomber jacket for fall? Very possibly.
If it’s a stylish bomber jacket you seek, look no further than Taylor Stitch. They’ve succeeded in making an ideal transitional jacket for this season, done up in medium-weight organic cotton for casual style atop, say, your Buck Mason henley.
Billy Reid Denim Shirt — $195

A rugged denim shirt made for work or play.
A longtime favorite of the blog, Billy Reid makes some of the best American menswear you’re apt to find, and he does it by dialing in the fit and fabric of classic men’s shirting and other pieces. The Billy Reid Denim Shirt just so happens to be a favorite of mine, no doubt.
FRYE Paul Lace Up Boots — $328

Sleek, sharp leather boots to wear for dressier occasions this fall.
The ideal pairing with your Billy Reid Denim Shirt and Mott and Bow jeans? That’s quite easy, really: Make it some stylish leather boots from FRYE (consider these the antithesis of the Filson Service Boots shown above, and make sure you invest in only the best of the best when it comes to care and quality.
American Trench Silver Traveler Socks — $17.50

Simple, subtly stylish yet seriously comfortable men’s socks.
Alright, folks. What else wears better with FRYE leather boots than with American Trench socks, right? This Pennsylvania-based brand makes some of the best men’s socks out there, with plenty of comfort and quality in mind.
Flint and Tinder 365 Pants — $98

Classically cool, easy-to-style men’s pants for fall.
The much-loved, much-lauded Flint and Tinder 365 Pants are back, this time in a slew of fall-ready colors. Some of the best everyday men’s pants to wear with darn near anything.
Matt Damon Ford v. Ferrari Sunglasses — $319 via Uncrate

The sharpest sunglasses on the block, no doubt.
Did we save the best for last? Well, you tell me. There’s no denying that Matt Damon’s sunglasses in Ford v. Ferrari were pretty darn cool, and it’s even cooler that they’re sold by the good folks at Uncrate. In fact, these Entourage 7 sunglasses could be the coolest sunglasses on the market (and yes, you’ll need ’em this fall).
Jack Rudy Old Fashioned Kit — $45

The easiest way to make the best Old Fashioned might lie in this kit from Huckberry.
It wouldn’t be the start of fall if you didn’t brush up on how to make an Old Fashioned. Better yet, this Old Fashioned Kit as sold by Huckberry makes it seriously cool and easy.
Good & Well Supply Company National Parks Candle Set — $72 via Cool Material

As we move into fall, consider swinging by the Cool Material Shop to pick up an essential fall candle set. To harness the energy of the great outdoors, I can think of no better purchase than National Parks candles as sold by my friends at Cool Material.


If you ask me, today’s post certainly covered all the bases, several times over, when it comes to the best men’s gear for fall. From kicking it off with the covetable Luminox Atacama Field Automatic Watch and carrying right on through to essential seasonal layers like he best men’s outdoor shirt from Topo Designs, I’d say the stage was set rather nicely. It’s hard to talk about fall without talking about, say, stylish leather boots from FRYE or a classic crewneck sweatshirt from Everlane, as well. Heck, even the Old Fashioned Kit as sold by Huckberry is pretty darn essential.

If I had to pick just one favorite though, I might call out Buck Mason and the brand’s classic henley as shown above. Or those Ford v. Ferrari sunglasses. I’m not sure. I can’t fully decide. To share your top picks with me, head over to Twitter. Thanks for reading, stay safe & happy fall shopping!