See Now, Buy Now: This Billy Reid Shirt Jacket Is Your Perfect Fall Layer

A perfectly refined and rugged Billy Reid shirt jacket. It’s that easy for fall.

If there’s one American menswear designer who knows a thing or two about making fall style essentials that are just as rugged and refined — yet versatile — as you need them to be — it’s Alabama-based Billy Reid. The designer has been a longtime favorite of the blog, and with good reason — pieces like the Billy Reid Plaid Mo Shirt Jacket exemplify high quality, classic design, and seasonally friendly appeal, all at once. Long story short: The Plaid Mo Shirt Jacket is one of the best men’s shirt jackets you’re going to invest in this fall — and invest in it you should. After all, the right shirt jacket combines old-school cool with new-school touches — and in the case of this particular shirt jacket, that means a heck of a lot of crucial touches (and none that you don’t need, for that matter).

SHOP: The Billy Reid Plaid Mo Shirt Jacket 

A no-frills silhouette made all the better thanks to American-made construction.

The greatness inherent in one of the best shirt jackets starts with a soft, brushed wool fabric blend (in a rich plaid pattern, no less) — this makes this particular outer layer suitable for pairing with everything from your favorite henley to a rugged chambray shirt in equal measure. Large genuine horn buttons give it durability and the crucial added touch that makes it able to stand up on its own (or underneath a tough waxed parka if it gets really nasty out there). Speaking of standing up … flip up the collar on this rugged shirt jacket to reveal a handsome leather lining for a bit of a refined touch. Oh, and be sure to use the front-button chest pockets to handle your everyday carry essentials — there’s no wrong way to go in terms of layering or style points with the Billy Reid Plaid Mo Shirt Jacket, this is undoubtedly true. Right? Right.

SHOP: The Billy Reid Plaid Mo Shirt Jacket 

See Now, Buy Now: The Best Corduroy Pants for Fall and Winter Are These Ones

The coolest corduroys around? The folks at Flint and Tinder sure think so.

I mention in the headline above that we’re going to dive into some of the best pants for men, and not just any pants, but the best corduroy pants for the season in this post. So, you’re probably wondering when I’m going to spill the beans and tell you all about the best pants for men to buy now. Specifically, what brand of corduroy pants?? Well, hold your horses, folks: Those would be the Flint and Tinder 365 Corduroy Pants, a seriously upgraded take on classic corduroys that’ll flip everything you thought you knew about the style on its head, making ’em some of the best corduroy pants you’ve laid eyes on (or worn, for that matter). These slim corduroy pants take all the things you know and love about Flint and Tinder’s 365 Pants (cut like jeans, but with the style points of chinos) and transition those attributes into one mighty fine pair of fall and winter corduroys. After all, finding the right pair of this eternal style can prove tricky. Old-school cords were likely the provenance of those who came before you, often too baggy and too fussy and not … quite cool enough. And if you thought corduroy pants couldn’t be cool, simply look no further than the Flint and Tinder 365 Corduroy Pants — seriously.

SHOP: The Flint and Tinder 365 Corduroy Pants 

Rich colors like this shade of Chocolate make the Flint and Tinder 365 Cords a big-time winner.

But these pants are about more than just the impeccably tailored fit (and they’re also available in Straight Fit) — these pants have it all, top-to-bottom. These slim corduroy pants are made from an 8oz. blended cotton-and-spandex fabric for all-day comfort at the office or at a family holiday (like Thanksgiving!), and you won’t miss a beat at the office, either. The fact that the Flint and Tinder 365 Corduroy Pants come in three highly fall and winter-friendly colors makes them an impeccable pair of pants — wear them with your favorite chambray shirt and leather chukka boots, or team them with a thermal henley and rugged captoe boots for more laidback style. If you thought corduroy pants couldn’t be stylish, slim or modern, think again — the Flint and Tinder 365 Corduroy Pants have all that, and then some.

SHOP: Get The Best New Corduroys For Yourself 

See Now, Buy Now: The Danner Pub Garden Boots are the Must-Buy Boots For Your Closet

Rugged boots that are ready for anything you can throw at ’em.

There’s a good chance that any time you set your sights on buying a pair of the best men’s boots, you turn toward Danner — at least, if that’s not the case right now, you need to fix that ASAP. That’s because the dependably rugged and surprisingly stylish Danner Pub Garden Boots are simply some of the best men’s boots for fall, crafted to reliably take on tough projects and laidback fall and winter days in equal measure. If at first you seem skeptical that one pair of tough leather boots could do so much, think again: After all, we’re talking about the Pacific Northwest-inspired folks at Danner, and they know a thing or two about delivering versatile men’s boots (as you’ve probably read on this blog, no doubt!). The Danner team has taken a multi-faceted approach with the Pub Garden Boots, starting with a tough leather upper guaranteed to break in over time (while withstanding mud and slush, that is). They’re waterproof and made to keep your feet dry, no matter what — and the use of a comfortable Ortholite footbed provides added protection on top of that. Those specs make these boots decidedly work-ready, yet they’ve still got plenty of style to bring to the table (or the trail, or the brewery … you get the picture).

SHOP: The Danner Pub Garden Boots 

This rich Chocolate colorway also brings plenty of style to your footwear rotation.

To be sure, the Pub Garden Boots really do blend the best of both worlds — Danner’s proprietary Bi-Fit Board construction offers added ankle support and durability throughout the whole length of the shoe. Again, these are work-ready boots — if you really want ’em to be. Plus, the outsole is made with an oil and water-resistant compound to offer maximum grip on slippery surfaces — that’s important whether you wear the Pub Garden Boots to the brewpub (pun intended!) with your favorite pair of jeans or to hit the trail on an early morning hike. The silhouette is rough-and-tumble, perfect to wear through fall and winter with rugged chore pants and a thermal henley. Long story short: If you want a pair of stylish leather boots that can do it all, you want the Danner Pub Garden Boots.

SHOP: The Danner Pub Garden Boots 

See Now, Buy Now: The Roark Revival Convoy Jacket is the Best Jacket You Can Buy For Fall

The perfect fall jacket? It could just be.

When we talk about the best jackets for fall, there are several considerations to keep in mind — it’s a high bar to clear, to be sure. Yet, the Roark Revival Convoy Jacket happily clears that bar, taking care of business (every day!) when it comes to rugged fall style. Now, what exactly are those conditions? And how does Roark Revival deliver? My friends, put on your new favorite fall jacket and let’s go for a walk. The best fall jacket needs to be rugged, yet versatile — the Convoy Jacket, with its use of tough 9oz. waxed cotton in a supremely wearable deep khaki color, fits the bill. It also needs to be wearable in a variety of style situations — given that the Roark Revival Convoy Jacket is modeled after a vintage trucker jacket, it also hits the mark. Seriously: Wear it with a white Oxford and your favorite pair of jeans to the office, or keep this rugged trucker jacket handy to wear with a classic henley and equally tough chore pants.

SHOP: The Roark Revival Convoy Jacket

The Best Basics. Summer Ready.

The right details and fit set this jacket apart.

As we’ve said before, the best fall jacket also needs to be functional given the weather we encounter this season — the fact that this waxed canvas trucker jacket is water-resistant is hugely helpful any day of the week. Plus, you also have to appreciate the heritage-inspired corduroy collar on the Roark Revival Convoy Jacket, not to mention the handy snap-button closure pockets for your everyday carry. Side slit hand pockets also work to keep, well, your hands warm — again, don’t underrate the functionality of the Roark Revival Convoy Jacket. The silhouette should also be refined and yet easy to layer — you could even wear this jacket atop your favorite crewneck sweatshirt if the weather gets especially chilly. As we’ve said before, you need uncompromising quality when it comes to your go-to fall jacket — and in that regard, the Roark Revival Convoy Jacket simply (and stylishly) delivers.

SHOP: The Roark Revival Convoy Jacket

See Now, Buy Now: The Todd Snyder Scotch Plaid Flannel is The Best Fall Flannel — Easily

Todd Snyder excels at everything from rugged crewneck sweatshirts to this classic flannel.

If it’s the best flannel shirt you seek for this prime fall month, then it’s the Todd Snyder Scotch Plaid Flannel you’re going to want to buy — guaranteed. You just saw it in our #OOTD feature yesterday, and it’s back again here today. What exactly makes this refined-yet-rugged Todd Snyder flannel shirt so covetable? Perhaps it’s the rich, fall-ready pattern, or maybe it’s the multi-faceted styling potential? Either way, you can’t go wrong. The best flannel shirts combine qualities that are hard to define, qualities at which the Iowa-born Snyder excels at incorporating into his menswear. Take, for example, the Midwestern appeal of the classic flannel shirt, then throw in a tailored fit and the rich mustard plaid pattern — you’ve just unlocked the key to the Todd Snyder formula (city-meets-country, done super stylishly). This rugged flannel has more than one great thing going on, that’s for sure.

SHOP: The Todd Snyder Scotch Plaid Flannel

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Details that make the difference from the lauded American menswear designer.

And as one might expect, this stylish flannel shirt is poised for multiple seasonal wearing occasions — would you expect anything less from one of GQ’s Best Menswear Designers in America? Certainly not. For instance: You can wear the Todd Snyder Scotch Plaid Flannel with some slim blue denim and a shawl-collar cardigan as readily as you can rock it underneath a tan herringbone blazer with charcoal chinos. And if you feel like layering this slim flannel shirt  atop your favorite henley (and underneath a waxed trucker jacket, naturally), then go right ahead and give it a shot. It’s the premium, Portuguese-made cotton and durable construction that give this shirt its versatility and durability — and make it worth the investment, at that. Tailored to perfection to fit just right, this is the best new flannel shirt for fall. I’d put my money on it.

SHOP: The Todd Snyder Scotch Plaid Flannel

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See Now, Buy Now: Step Out with these Stylish Trainers from Rancourt & Co. This Fall

Sharp-yet-rugged sneakers, handcrafted to exacting standards by Rancourt & Co.

Are we big fans of Rancourt & Co. here on the blog? Yes, yes indeed we are — it’s getting tougher and tougher to find a brand that makes some of the best American-made footwear around, all the while adhering to tried-and-true quality and craftsmanship standards. Yet, that doesn’t mean Rancourt & Co. is a stuffy brand that never innovates. In fact, the new Rancourt & Co. Bennett Trainers are here just in time for the rest of October, and they’re some of the best men’s sneakers you can step into this season. Although it pays off to pack your footwear collection with rugged leather boots as we head into fall, there’s still something to be said for keeping a sleek-yet-rugged pair of stylish sneakers like the Rancourt & Co. Bennett Trainers in your rotation. After all, style is all about balance — and these sneakers have that in spades.

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To wit: The Rancourt & Co. Bennett Trainers feature premium suede leather uppers, as you’d expect from Rancourt, blended with a natural latex rubber sneaker sole. That combo gives you the toughness of Rancourt’s leather boots blended with the slick styling potential of your favorite pair of sneakers, guaranteed. Touches like waxed cotton laces — and of course, Rancourt’s signature made-in-Maine production — elevate these excellent sneakers even further.

SHOP: The Rancourt & Co. Bennett Trainers

Go with one of three versatile color options with the Bennett Trainers.

And when it comes to styling potential, these could be the perfect fall sneakers. They’re well-suited to slide on with your favorite pair of faded denim and a classic crewneck sweatshirt for a casual weekend coffee outing, or you can pair them with tough chore pants and a thermal henley for a bit of streetwear-inspired, off-duty style. Of course, the best men’s sneakers for fall aren’t made to take any days off — pair up the Beige version seen above with slim navy chinos and a white Oxford shirt at the office on a fall Friday, too. So, to recap: We’ve got stylish new sneakers made with the same care and attention to detail as your favorite boots … sounds like the ideal pair to wear until that first snowfall. Got questions on how to style ’em? Head over to Twitter to connect with me.

SHOP: The Rancourt & Co. Bennett Trainers
Elevated Basics. Grounded Price.

See Now, Buy Now: This New Taylor Stitch Shirt is Your Favorite Fall Shirt — Guaranteed

A newly iconic shirt in a perfect fall texture.

If you pass through the digital pages of The Style Guide with any regularity, you’ll know we love the work being done by the San Francisco-based team at Taylor Stitch. It nearly goes without saying, but they produce some of the best men’s gear (and the best men’s shirts!) your money can buy. And on that note, well, that’s where the Taylor Stitch Jack Shirt comes into play. Specifically, the Jack Shirt in Heather Ash Waffle — it’s richly crafted, it’s endlessly versatile, and as the headline says above, it’s your new favorite shirt, guaranteed. As per usual, that would, at first glance, seem to be overly high praise … but again, Taylor Stitch can back it up.
The Best Basics. Summer Ready.

Where does it all start when it comes to one of the best men’s shirts for fall? It starts, naturally, with the rich and rugged fabric. For those days when you want to add some variety to your everyday #OOTD, the Taylor Stitch Jack Shirt in Heather Ash Waffle is just what the doctor ordered. Made from 100 percent organic cotton in a  pleasing-but-not-too-heavy 6.5oz. weight, it’s got the perfect texture to wear on its own or layer up over a rugged henley — that’s fall style at its best, if you ask me.

SHOP: The Taylor Stitch Jack Shirt in Heather Ash Waffle

The stylish shirt to wear all fall.

The fit of the Taylor Stitch Jack Shirt is also perfectly on-point, trim and tailored but not too tight in the slightest (I go with a size 40 for reference — see how I style it on Instagram). And when it comes to seasonal versatility, this new take on the Taylor Stitch Jack Shirt has that in spades. Case in point: You  can wear this classic fall shirt with slim dark denim or olive chinos on its own through the weekend, or layer it up with a classic navy blazer and tan five-pocket pants to head to the office. It adds just enough variety and visual interest compared to more straightforward shirts, and in my book, that makes it a winner — big-time. Shake up your fall style ASAP with what could just be your new favorite shirt.

SHOP: The Taylor Stitch Jack Shirt in Heather Ash Waffle

See Now, Buy Now: The Proof Rover Pants Are My New Favorite Pants — Here’s Why

The perfect pants to carry you into fall — I nearly guarantee it.

So, the headline really says it all today if you want a new pair of the best pants for men. The Proof Rover Pants, as sold by the ever-stylish team at Huckberry, are my new favorite pants. And what’s more, they’re some of the best men’s pants on the market, period. As the weather starts to turn slightly chillier, you’re going to need some rugged, go-anywhere trousers — and again, the Proof Rover Pants are those pants. Get the picture? Good — now, let’s dive in. You’ve seen these before on the blog, particularly in my guide to dressing for early fall, but they’re back again today — for good reason. With the cut of chinos and the styling potential of slim denim, plus the rugged appeal & functionality of tough chore pants, the Proof Rover Pants just get the job done: At the office with an Oxford shirt and a classic navy blazer, on the weekend with a rugged long-sleeve henley, and as you travel on an upstate day trip with a tough field jacket in tow. How does that work exactly? It’s simple, and it starts with the exceptional fabric and comfort — two reasons I can’t seem to stop wearing my Proof Rover Pants.
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SHOP: The Proof Rover Pants

The tough styling potential and functionality you’ll need all fall.

They’ve got the classic five-pocket design of denim, and yet the tailored cut of chinos — and we haven’t even discussed the exceptional fabric used to craft the Proof Rover Pants. It’s a specially engineered fabric made with cotton, Sorbek and lycra for durability, a hint of stretch & ease of movement. Throw in the fact that these rugged work pants feature a gusseted crotch and darted knee seams, and you’ve got a pair of pants that you can actually wear to, y’know, tackle yard work … or simply tackle another IPA at your favorite brewery.

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The rivet points on the Proof Rover Pants are also sturdy and tough, while the fabric is custom pigment-dyed — that means these slim fall trousers are going to break in like your favorite pair of jeans, month after month … after month. And what’s more, they retail for under $100 at Huckberry, a heck of a deal when you consider how much you can wear ’em (every day of the week??). And one last point: I just might have to get a pair of Proof Rover Pants in every color, seeing as the rich options (from Midnight Navy to Khaki) are as versatile as can be. Hopefully, that captures why I love the Proof Rover Pants so much — and why you might feel the same way. Cheers!

SHOP: The Proof Rover Pants

See Now, Buy Now: The Rhodes Felix Chukka Boots are the Best Chukka Boots To Buy This Fall

The best men’s chukka boots for your hard-earned cash this season? They very well might be.

So, is it high praise to call a pair of rugged chukka boots the best pair of chukka boots out there? Indeed, it is — but the very good news for you, my friend, is that the Rhodes Felix Chukka Boots really are the best men’s chukka boots for your time and money. Again, that’s high praise, but rest assured, these stylish leather chukka boots (as sold by Huckberry, naturally) are up to the task. Now that we’ve nearly reached the end of September, it would behoove you to really gear up for fall — and that starts with your footwear rotation. The right pair of chukka boots can take you to the office, to the beer bar, out on the road and everywhere in between — and believe me, I’ve worn the Rhodes Felix Chukka Boots all of those places, and then some (you might have seen ’em on my Instagram, to wit). Available in rich calf leather options like Tan Nubuck and handsome iterations like Oak Suede, these classic leather chukka boots are as good as it gets, from the silhouette (sleek yet not too dressy), to the functionality (grippy and durable, thanks to the studded rubber outsole).

SHOP: The Rhodes Felix Chukka Boots

Sleek, stylish, versatile chukka boots you won’t be able to get enough of — I guarantee it.

And as with all manner of stylish gear from Huckberry, the hits keep coming — in spades, at that. The Rhodes Felix Chukka Boots deliver the goods through resoleable Blake stitching on the sole, which means you’ll have them for years. What’s more, the option to customize them with dressier flat waxed cotton laces means that these are even the kind of chukka boots you can wear with a suit this fall (and beyond, naturally). But lest you think these are only the kind of boots to wear through fall and then stow come winter time, think again. The handy, functional Texon insole delivers insulation when you need it — keep these classic chukka boots on hand to wear with everything from slim dark denim and a thermal henley to a rugged flannel shirt and classic tan chinos when snow starts to hit. Yes indeed, you’ve really never seen a pair of chukka boots like the Rhodes Felix Chukka Boots — that’s a fact.

SHOP: The Rhodes Felix Chukka Boots

See Now, Buy Now: Hit the Trail this Season with the LEMS Shoes Trailhead Shoes

Step outside this early fall with the best hiking shoes for men from LEMS Shoes.

Let’s turn away from talking about the best chukka boots and the best denim to look instead off-trail toward the best hiking shoes for men from LEMS Shoes as seen above. Specifically, the rugged and highly functional LEMS Shoes Trailhead Shoes are the perfect shoes for your next outdoor adventure, blending the durability of hiking boots with a style that’s a bit more befitting of your favorite sneakers. If that sounds too good to be true, well, it’s not. Given that we haven’t hit snowy weather yet, the LEMS Shoes Trailhead Shoes are the perfect go-between for that early fall camping trip or hiking excursion (or as a pair of casual shoes to wear to a football tailgate). And they certainly wouldn’t look out of place when worn with tough camp pants and a thermal henley to grab a pint at your favorite brewery on your off-duty hours. Fancy wearing them with something like the classic Taylor Stitch Trail Shorts and a crisp white tee? The LEMS Shoes Trailhead Shoes can do that, too. But the specs on these? All set for outdoor exploration.

An even better part about the LEMS Shoes Trailhead Shoes? The array of versatile colorways on tap.

SHOP: The LEMS Shoes Trailhead Shoes 


The LEMS Shoes Trailhead Shoes are just about as good as it gets when it comes to a hybrid pair of footwear — the tough rubber tread keeps you moving swiftly on your feet on rocky terrain, while a microfiber and air mesh upper provides breathability and a bit of retro style through four unique colorways. You can’t put a price on shoes that call to mind old-school hikers while also featuring modern innovation, right? The LEMS Shoes Trailhead Shoes are also engineered to provide a more natural gait and greater comfort when on the move — there’s really not much that these rugged hiking shoes can’t do. Pick your favorite color, lace ’em up, then hit the trail (or head out to grab a burger and a beer — it’s up to you).

SHOP: The LEMS Shoes Trailhead Shoes