The List: These Are 25 of The Best New Men’s Gear Picks for Fall

Just one of many rugged gear picks you’re going to love wearing this fall.

My friends, we stand on the verge of another week as we move steadily into fall. As I always say, if you’ve felt behind in the game when it comes to the best fall style essentials, well, today’s edition of The List can certainly help bring you up to speed.

In fact, we’ll bring you up to speed in a BIG way, featuring 25 of the best new men’s gear picks, including a stylish leather watch, the best sweatpants for fall, and heck, a new pair of the best leather boots for men. It’s a barn burner, to say the least — and it all starts with a Flint and Tinder workshirt, as shown above. Here we go, folks.

More on that in just a moment, though. Whether it’s new men’s gear from Filson or a new leather jacket from Buck Mason, we’ll have you sorted out in style. Good luck out there this season, my friends. And for more men’s style essentials, be sure to head over to The Shop By The Style Guide page. Cheers!

Flint and Tinder Indigo Workshirt — $128

Your new favorite rugged layer for fall, easily.

The best workshirt for fall could just be this one. Easy to layer atop a rugged henley or your favorite T-shirt on breezy fall days, then ready to be worn on into the afternoon, cold Oktoberfest beer in hand.

Huckberry Explorer’s Cap — $40

Huckberry Explorer's Cap

One of the coolest retro ballcaps out there.

What better way to get ready for fall than with one of the best ballcaps for men? The aptly named Huckberry Explorer’s Cap (in a new colorway) wears especially with pieces like, yes, the Flint and Tinder workshirt discussed earlier.

Shinola Runwell Leather Watch — $550 

Shinola Runwell Watch

The best way to welcome fall? With a cool, rugged leather watch, of course.

There’s a certain stylish leather watch you’re going to need on your wrist this fall, and it’s the handsome, versatile Shinola Runwell Leather Watch, folks.

Oliver Cabell SB-1 Brown Leather Boots — $248

Oliver Cabell Boots

Premium leather boots for fall that’ll only get better with age.

This won’t be the last time in today’s post that we talk about some of the best leather boots for men. Oliver Cabell uses uncompromising standards and quality to develop these stylish leather boots, which are suited to wear with dark denim or with, well, a fall suit.

American Trench Breton Stripe Socks — $42.50 (Four-Pack) 

American Trench Cotton Breton Stripe Socks

Stylish striped socks to wear with your favorite boots.

What are you wearing with your Oliver Cabell boots? Well, it should start with some stylish socks from American Trench, for one. These cool striped cotton socks are an easy fall pick-up, and the quality speaks for itself.

Western Rise AT Slim Pants — $128

Let’s pivot away from refined leather boots toward a pair of stylish performance pants that work with both captoe leather boots and slim dark jeans (for working from home) or tough hiking boots (for a day on the trail). These Western Rise pants are the way to go.

Buck Mason Felted Chore Coat — $225

Buck Mason - Charcoal Felted Chore Coat

The best chore coat you can buy for fall (possibly).

Hey hey, let’s keep the good vibes going with one of the coolest jackets for fall. This unique take on the chore coat turns it into a layer that’s more like a blazer than a traditional chore coat, meaning it’s a stylish jacket to wear on your next Zoom call, easily.

Taylor Stitch Shop Shirt in British Khaki Boss Duck — $168

One of the most rugged men’s shirts for the changing seasons.

Let’s keep it rolling with rugged layers for fall. The Taylor Stitch Shop Shirt is one of the best workshirts for fall, what with its tough blend of hemp, recycled polyester, spandex and organic cotton for extreme durability.

Flint and Tinder Flannel-Lined Waxed Trucker Jacket in Light Grey — $240

This isn’t the first time you’ve seen the Flint and Tinder Waxed Trucker Jacket on the blog, and it absolutely won’t be the last. One of the best trucker jackets out there, all owing to a combination of durability, toughness and long-lasting style.

Free Fly Flex Henley — $65

A rugged henley that’s easy to wear all fall, starting right now.

Get a great deal on one of the best men’s henleys, then use this Free Fly henley as a base layer under denim shirting or your Buck Mason chore coat.
Todd Snyder Italian Two-Pocket Utility Shirt in Chestnut — $135

Italian Two Pocket Utility Long Sleeve Shirt in Chestnut

Todd Snyder, a personal favorite menswear designer of mine, seemingly can do no wrong when it comes to men’s style essentials for fall (or any season, for that matter). This rugged utility shirt is wearable on its own or layered atop a crisp white tee or that Free Fly henley.

Persol 3199S Sunglasses — $280 via GlassesUSA.com

Persol 3199S

Some of the most stylish, iconic sunglasses out there.

Early fall might not seem like the ideal time to recommend you pick up your new favorite sunglasses, but in fact … it is. You need to keep your eyes safe from the sun in all manner of seasons, so why not pick up some classic Persol sunglasses … right?

Filson Dry Tin 5-Pocket Pants — $135

Filson Dry Tin 5-Pocket Pants

Rugged, hard-wearing work pants that manage to look great, no matter what.

Let’s go back to the best rugged gear for fall adventures, shall we? That’s just what Filson does. The Filson Dry Tin 5-Pocket Pants deliver durability, quality and the timeless style & performance to stand up to tough jobs or brewery visits in equal measure. Call ’em the best men’s pants for fall, easily.

Myles Apparel Everyday Crew Sweatshirt — $78

We’re keeping it rolling with warm fall layering here, via this Myles Apparel crewneck sweatshirt. The Everyday Crew is made with remarkable, water-repellent Storm Cotton and features a midweight jersey fabric, all the better for layering atop your favorite denim shirt (preferably alongside your Filson Dry Tin 5-Pocket Pants).

OBRA 240 Canvas Low-Top Sneakers — $130

OBRA sneakers

The coolest sneakers for men that you’ll wear all fall — correct? Correct.

A new addition to the stylish sneakers being sold by Huckberry, OBRA is making some of the best men’s sneakers — the kind that won’t look out of place with slim blue jeans and a shawl cardigan before fall weather really kicks in. Better yet, wear ’em with your new favorite sweatshirt.

Ibex Hero Jogger Pants — $150

Hero Jogger Pant

Surprisingly stylish sweatpants from Ibex that’ll feel plenty comfortable all fall long.

Lest you scoff at the idea of fashionable joggers, just know that you’re going to need a pair of the most comfortable sweatpants for men to wear around the house (and possibly out and about with your new OBRA sneakers). These are the stylish sweatpants to buy now.

Sandqvist Roger Two-Way Totepack — $170

Sandqvist Totepack

Get off the beaten path — or go just about anywhere — with this rugged daypack.

For hauling your everyday carry essentials, get this rugged totepack and then hit the road for fall. Coming from Stockholm, Sandqvist made this tough backpack out of remarkable Cordura® EcoMade polyester.

High Camp Halflight Gunmetal Flask — $85

Halflight Flask Gunmetal

A durable, rugged, cool-as-heck flask for your next camping trip.

What are you bringing in your rugged totepack for your next fall adventure? That’s easy. This gunmetal flask from High Camp seems to be the right way to go. Get it via Cool Material ASAP.

Billykirk No. 521 Leather Tool Bag — $160

In need of a rugged leather tool bag for use at home, as opposed to, say, a trail backpack? Billykirk makes one of the coolest leather bags for your everyday carry, easily.

Huckberry “See You Out There” Bandana — $50 (Two-Pack) 

As fitting as it gets when it comes to a stylish face covering — or a utilitarian bandana, for that measure — the Huckberry “See You Out There” Bandana has never been cooler, or more essential.

FRYE Tyler Lace-Up Boots — $328 

Beautiful, handcrafted leather boots made with a Goodyear welt and stylish, rugged suede? Those sound like the perfect leather boots for fall to me.

Fulton & Roark Solid Cologne — $52

Fulton & Roark Fulton & Roark Solid Cologne-Clearwater

Add this refined solid cologne to your fall grooming rotation.

In addition to the right leather boots or the best leather watch, fall is all about finding the best scent for every occasion. Fulton & Roark cologne covers your bases in that regard. Shop it over at Cool Material, folks.

Faherty Brand Stretch Five-Pocket Pants — $148

Faherty Brand Stretch Terry Pants

The best pants for men this fall in terms of comfort and style? Possibly.

Invest in some of the most comfortable pants for men out there, and reap the rewards. These stylish five-pocket pants fit like jeans but wear like sweatpants. Great work from Faherty Brand here.

Minnetonka Tilden Slippers — $54.95

Minnetonka Tilden Slippers

Comfortable, casual slippers to wear at home — or out on quick errands.

For when you just want to kick back and relax at home (possibly wearing your stylish five-pocket pants from Faherty Brand), reach for the Minnetonka Tilden Slippers.

Luminox Pacific Diver Watch — $640

A go-anywhere watch for every fall adventure, easily.

Let’s close things out the right way — with a rugged, adventure-ready watch from Luminox, there for all those times when you want to get out of the house and go off-trail. One of the best men’s adventure watches, no doubt.

Phew, alright! How about that, my friends? 25 of the best men’s style picks for fall, all wrapped up right here. From some of the most comfortable pants for men to the Minnetonka Tilden Slippers back up to handcrafted leather boots and of course, the ever-covetable Shinola Runwell and a gunmetal flask from High Camp, I think we covered PLENTY of ground today.

Heck, we’d be remiss not to mention true essentials like the the Huckberry “See You Out There” Bandana  or Ibex sweatpants, either. Have a favorite? Be sure to let me know over on Twitter.

 

 

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