If ever you thought spring and summer were really only the prime times to wear a rugged denim jacket, think again. Fall style is all about shaking up what you thought you knew, and that’s especially the case as we start to stare down winter — thus, enter the Flint and Tinder Defender Denim Trucker Jacket and the rest of today’s picks in this new edition of The List. From cozy flannel shirts to essential craft beer gear, I think you’ll find a little bit of everything when it comes to the best fall gear picks to keep the season rolling (including — spoiler! — a look at a classic Barbour jacket). Like what you see? Head over to Twitter to let me know.
Flint and Tinder Defender Denim Trucker Jacket — $238
If you follow this site frequently, you know we (and by we, I mean me!) love the American-made menswear being churned out by Flint and Tinder over at Huckberry. Add to that list today’s lead-off selection, the best denim trucker jacket you’re apt to find: The rugged and layering-friendly Flint and Tinder Defender Denim Trucker Jacket. Cheers!
Billy Reid Moleskin Jeans — $225

Cozy, comfortable, inimitably stylish jeans from Billy Reid.
OK, so now that you’ve picked up your Flint and Tinder Defender Denim Trucker Jacket, what the heck are you going to wear it with? That’s easy. These slim moleskin jeans from America’s own Billy Reid are just the ticket.
Danner Pub Garden Boots — $189.98
Are you feeling fully into the spirit of this season yet? Rugged leather boots from Danner — in fact, some of the best new leather boots around — are going to be a necessary and highly effective addition to your collection right this instant.
Taylor Stitch Ojai Jacket — $188
We’ve talked plenty in the past on the site about the rugged durability and classic styling potential of the Taylor Stitch Ojai Jacket, and that’s never been more relevant than with this recently launched new colorway of this rugged fall jacket. It could just be the perfect jacket for fall travel.
Mott and Bow Slim Mercer Jeans in Navy — $108
Although we already discussed a pair of slim moleskin jeans from Billy Reid above, we’re going to dive into a more classic pair of men’s denim, this time from Mott and Bow. The rich navy color makes these jeans unique, and possibly some of the best men’s denim for fall.
Oxford Pennant “Glory Days” Banner — $88
Now, is this vintage-inspired banner from Oxford Pennant something you can physically wear for fall? No — but that doesn’t mean it won’t add some seriously cool style to your den, living room or home office. Read more about Oxford Pennant here.
Barbour Men’s Icons Durham Waxed Jacket — $545
You should surely get used to seeing multiple features on the best men’s waxed jackets on the blog this season — and this handsome, classic Barbour Icon Durham Jacket is a prime example of why you need a waxed jacket in your closet right now.
Madewell Men’s Flannel Shirt in Windowpane Plaid — $95

An utterly classic flannel shirt fit for a fall weekend (say that five times fast).
See, we mentioned that we’d be talking about things like the best men’s flannel shirts for this season, did we not? When things get chilly, grab this rugged-yet-refined flannel from the recently revamped Madewell Men’s line, then wear it with … yes, you guessed it: The best denim trucker jacket for fall.
VAER Watches Classic Watch — $149
The best men’s casual watches have a little bit of something for everyone, and in the caes of the VAER Watches Classic Watch, that means a sharp dial design and an outdoor adventure-minded NATO strap.
American Trench Kennedy Luxury Athletic Socks — $19.50
Let’s talk details for a second — specifically, you need a pair of the best socks on your feet this season, and these American Trench socks are a top-notch upgrade to wear with your new favorite leather boots.
Wallace & Barnes Stretch Canvas Shirt Jacket — $198

Just the right layer for fall from Wallace & Barnes.
We’re all about tough fall layers like the best shirt jacket for the season here on the blog today — and this handsome, pleasingly rugged & throwback-inspired canvas shirt jacket from Wallace & Barnes (via J. Crew) checks all the right boxes.
Bellroy Travel Wallet — $119.95
OK, so we’ve covered a lot of ground today, from the perfect jacket for fall travel to some of the best men’s denim for fall. But what’s something that’s timeless, and without a season? Why, the right leather wallet for everyday use — and on that front, Bellroy has you covered with the Bellroy Travel Wallet.
Clarks Originals x Carhartt WIP Wallabee Boots — $160
Now, these Clarks Originals x Carhartt WIP boots have been a very hot-seller, considering it’s a limited-edition update of the classic Wallabee boot. But if you can snag a pair elsewhere, go for it — these co-branded Wallabee boots are perfectly casual, laidback & ready for fall (especially in a rich tan suede).
Taylor Stitch Jack Shirt in Indigo Stripe — $125
Yes, more Taylor Stitch menswear — and specifically, a stylish Taylor Stitch shirt sold via the brand’s high-quality, always-in-stock Essentials line. When you want to go classic-yet-casual, wear this rugged indigo shirt with slim chinos and some of the best new leather boots to the office.
Walls Outdoor Goods Canyon Vintage Lite Stretch Jac-Shirt — $79.99

A tough shirt jacket that just won’t quit when the going gets tough.
No sir, we’re not done talking about the best shirt jackets for men just quite yet. In fact, this sub-$80 shirt jacket from Walls Outdoor Goods is incredibly high-quality for the price, and made to be layered with rugged style essentials easily. Plus, it’s lined with cotton flannel Buffalo check lining for fall-friendly style (look for more on my Instagram soon).
Fjallraven Greenland Duffel — $150
The best men’s duffel bags offer up uncompromising quality and go-anywhere durability — that’s what makes the Fjallraven Greenland Duffel such a welcome way to close out today’s edition of The List. Load it up with your favorite fall style essentials, then hit the road. Plus, you get waterproofing wax with this classic Fjallraven duffel, too.
Does anybody else have a shopping cart packed full of gear right now? For me, there are several standouts on this list of the best men’s fall gear, from slim moleskin jeans by Billy Reid to functional items like the Fjallraven Greenland Duffel right on through to a vintage-inspired banner from Oxford Pennant and of course, the best denim trucker jacket around. What’s your favorite of the above? Again, head over to Twitter to let me know. OK, folks — happy fall!