
A dependable and pleasingly rugged jacket for fall.
My friends, do you feel that slight chill in the air? The call of fall, the promise of (socially distanced) adventures and of course, the need for the best men’s gear for fall? It’s all ahead of us yet, and if you’ve not yet made plans for a getaway or a slight change of scenery, perhaps these forward-thinking picks — from a dependable Relwen jacket to a classic waxed chore coat — will be enough to reset your approach and get you thinking beyond the comforts of home this season. I know that’s where my mind has started to wander, so if you feel the same way, you best check out my favorite fall style picks below. Oh, and be sure to catch me on Instagram to see how I’m dressing for fall. Cheers to the season, my friends.
Relwen Quilted Tanker Jacket — $298

Be prepared to layer up right now with your new favorite jacket for fall.
For layering up on the road and at home this season, you need one of the best quilted jackets from a brand you can assuredly trust: Relwen. With military heritage and top-notch performance at the forefront, this rugged fall jacket is one of the season’s best.
Oliver Cabell Wilson Waxed Rustic Boots — $268

The coolest leather boots for fall? Yes, quite possibly.
The best companion alongside a rugged fall jacket has got to be some equally rugged fall boots, like this premium pair of leather boots from the good folks at Oliver Cabell. Lace ’em up accordingly, my friends.
Everlane Slim-Fit Black Jeans — $68

Sleek black jeans that’ll wear exceptionally well with the best men’s style essentials for fall.
Outfit yourself accordingly for fall with sleek, slim black jeans available at a highly agreeable price from one of the best men’s retailers around. Affordability, transparency and sustainability are the way to go this fall, folks.
Filson Mile Marker Coat — $219 via UNCRATE

Another reliable, unstoppably cool jacket for fall.
Get a discount on one of the best men’s jackets for fall over at UNCRATE, and then use it well. This Filson Mile Marker Coat, made from an easy-to-layer waxed canvas, is the stuff of legend, and of your own fall adventures.
Paulaner Oktoberfest Bier — $10.99 (Six-Pack) via Drizly

Get one of fall’s best beers here.
‘Tis the season to get an Oktoberfest six-pack delivered right to your door via Drizly, quicker than you can say “Cheers!” — is it not? Paulaner plays a huge role in the real-life Oktoberfest, so I’d say you should bring some of that flavor home this fall. Agreed?
Todd Snyder Brushed Cotton Cashmere Shirt — $178

An incredibly well-made, luxurious twill shirt to wear all fall from Todd Snyder.
How about this luxurious men’s shirt for the fall season, ideally paired up alongside a fresh Oktoberfest beer and some Oliver Cabell boots, ehh? That’s as great a combo for the season as any, and this just might be one of the best men’s shirts for fall on the market
Alex Mill Sueded Jersey Henley — $65

A rugged henley made for layering or wearing all on its own for fall.
For all your fall weekend layering needs, consider one of the best men’s henleys for, well, pretty much any occasion. The Alex Mill Jersey Henley (a new offering at Huckberry) looks great on its own, and even better when layered under your favorite denim trucker jacket.
Buck Mason Brushed Loopback Trousers — $85

Casual, comfortable, cool men’s pants for a seasonal weekend.
Cozy comfort mixed with polished style is everything during these days at home, and the Buck Mason Brushed Loopback Trousers combine the look of your favorite chinos with warm, comfortable and easygoing fabric. Call ’em the best men’s pants for fall.
Filson Field Flannel Shirt — $98

One of the most dependable men’s shirts for fall, no question.
For when you want to look great without overthinking it, throw on a rugged Filson shirt and call it good. The Filson Field Flannel Shirt looks great when worn around the bonfire, grabbing to-go beers or putting on another pot of coffee. That makes it one of the best men’s shirts around, in my estimation.
Patagonia Iron Forge Canvas Five-Pocket Pants — $75

Rugged, abrasion-resistant pants for the great outdoors and casual style situations aplenty.
Alright, let’s talk about some of the best men’s pants to team up with your Filson Field Flannel Shirt (and plenty of other picks on this list, too). The Iron Forge Canvas Five-Pocket Pants from Patagonia assuredly offer critical fall style and performance, friends.
HELM Boots Cole Sneakers — $225

Some new favorite sneakers from a favorite boots brand — not bad, ehh?
We’ve talked about the HELM Boots Cole Sneakers before on the blog, and if you recall that conversation, you’ll recall that one of your favorite boot brands is now making some outdoor-ready sneakers. These leather sneakers channel hiking-inspired style and performance with rugged good looks.
Taylor Stitch Ojai Jacket — $188

You won’t find a better fall layer than this one from Taylor Stitch.
The hits keep rolling when it comes to the best men’s jackets as produced by Taylor Stitch (who else??). The Taylor Stitch Ojai Jacket is a versatile stunner, easy to pair up with indigo denim or grey chinos — alongside Taylor Stitch boots — to deliver impeccable fall style.
Mott and Bow Slim Mosco Jeans — $96

Cool, razor-sharp slim blue jeans from an excellent NYC retailer.
For fall and beyond, get some classic dark blue denim from Mott and Bow, a retailer you can trust when it comes to making some of the best men’s jeans (as you should well know from reading the blog!).
Rustico 5-Year Journal — $72

A rugged and durable leather journal to bring with you on your fall travels.
Now that you’ve got the right fall outerwear like the Taylor Stitch Ojai Jacket at the ready, it’s time to amp up your everyday carry essentials with this handsome leather journal from Rustico.
Pappy Van Winkle The Pappy Kit — $82 via Cool Material

A fitting trio of Pappy Van Winkle essentials from Cool Material.
How covetable is Pappy Van Winkle whiskey? Very, very covetable indeed. This Pappy Kit as sold by Cool Material gives you just a little taste of the world’s best whiskey, via bourbon barrel-aged pepper sauce, brittle and maple syrup. Snap it ASAP.
Pappy Van Winkle’s 15-Year Family Reserve Whiskey — $1,429

Well, because I mentioned Pappy Van Winkle whiskey, why don’t we go ahead and have a little fun with it, ehh? Are you investing a pretty penny into getting your hands on some of the most hyped whiskey in the world? Yes, you sure are. Is this incredible whiskey from Pappy Van Winkle going to delight you and your family for years? Assuredly. Savor it now, folks.


Well, that visually stunning final note on Pappy Van Winkle whiskey brings another edition of The List to a fitting close. If you ask me, there are plenty of incredibly enviable, stylish essential men’s gear picks in today’s post, from some of the best men’s jeans to the Filson Field Flannel Shirt, to name just a few starters. I’m also a huge fan of the Iron Forge Canvas Five-Pocket Pants from Patagonia for fall adventures, not to mention the expertly crafted Filson Mile Marker Coat and the HELM Boots Cole Sneakers. If I had my way, I’d be able to add all of these picks into my wardrobe in a fall (with a spot of whiskey from Pappy Van Winkle to go along with it). But hey, a guy can dream. If you’ve got a surefire favorite from the above picks, let me know on Twitter or give me a shout in the comments below. Thanks for reading, folks!

