The List: Shop the Best Rugged New Menswear Essentials for Fall Right Now

The Filson Restoration Department & Workshop | The Filson Journal

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

Filson Service Boots

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

Filson Rugged Twill Briefcase

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

Master & Dynamic review

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

Flint and Tinder shirt jacket

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

Buck Mason henley

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

Italian Mechanic Jacket in Blue

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

Nomad wireless charging station.

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

Best work gloves for men

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

Taylor Stitch Bomber Jacket

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

Billy Reid Denim Shirt

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

FRYE leather boots

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

Silver Traveler Socks – American Trench

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

Flint and Tinder 365 Pants

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

Jack Rudy Old Fashioned Kit

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

National Parks

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!

The Sunday Sale: Stock Up on the Best Men’s Jeans and More with this Levi’s Sale

Levi's Men's Jeans

The best jeans for men and plenty more are up for grabs via Levi’s right now.

Folks, the tagline above says it: Go on and “Live In Levi’s.” Seriously — it’s an ethos I’ve taken to heart these past few years in NYC, often wearing my Levi’s denim to the office (leather Chelsea boots included), and then right on out to a brewery or a rock concert … or both. These days, my daily routine looks a heck of a lot different, as does yours, but that doesn’t mean we can’t pine for — and plan ahead for — better days & fall adventures alike. I’m still finding ways to wear my favorite Levi’s jeans in quarantine (I prefer something like the 502 Taper), and I’d expect you are, as well … hopefully?

Either way, that’s where the Levi’s Men’s Sale comes into play. If ever you’ve wanted to get discounts on Levi’s jeans and more — naturally, you should know that these are great prices on some of the best jeans for men — well, you’re in luck today. The Levi’s Men’s Sale features the best men’s jeans and is jam-packed with other essentials. To start things off right, I rounded up my top sale picks in today’s Sunday Sale to close out your weekend and keep fall rolling. Cheers, my friends.

Levis 511 Men’s Slim Fit Jeans — $49.98

Levi's 511 Jeans

A classic, stylish pair of men’s jeans available for under $50. The best Levi’s jeans you can snag now, possibly.

This won’t be the first pair of Levi’s denim covered in today’s sale roundup (as one might expect), but it’s possibly the best. The Levi’s 511 Jeans are the stuff of modern legend, as great and affordable a pair of slim-fit men’s jeans out there, wearable with darn near everything and delivered in a versatile wash. They’re your new favorite jeans, easily.

Levi’s Trucker Jacket — $59.98

Levi's Trucker Jacket

A seriously cool, iconic Levi’s trucker jacket is the right fall layer to buy now.

What’s cooler and more iconic than a pair of Levi’s jeans? Well, the only feasible way to go is with the Levi’s Trucker Jacket, especially the inky black iteration as seen here. It’s easily one of the best men’s trucker jackets, no doubt about it.

Levi’s 513 Slim Straight Men’s Jeans — $49.98

A cool pair of slim straight jeans to wear all fall and winter (and beyond).

Don’t want to go quite as slim as the Levi’s 511 Jeans? Then the Levi’s 513 Jeans are the way to go — these slim straight men’s jeans are classically cool and ideal for fall.

Levi’s Wellthread x Outerknown Western Shirt — $120.98 

Levi's x Outerknown

An indigo denim shirt available for a great deal — and made sustainably, to boot.

The best denim shirt out there just so happens to be one of the most sustainable and stylish, via the ongoing partnership between Levi’s and surf-inspired Outerknown. Wear this rugged Western shirt with your Levi’s 511 Jeans for a bit of edgy fall style.

Levi’s 501 Original Fit Men’s Jeans — $59.98

Levi's 501 Jeans

Classic men’s denim from Levi’s — and for the right price, too.

Let’s keep it rolling when it comes to classic Levi’s jeans, shall we? The Levi’s 501 Jeans are as iconic and timeless as it gets, so snap up this on-sale pair of denim right now.

Levi’s Sherpa Trucker Jacket — $59.98

Levi's Sherpa Trucker Jacket

The coolest men’s trucker jacket your money can buy, easily.

Another Levi’s trucker jacket is yours for the taking, and in fact, it’s even more ready for fall and winter than the OG Levi’s Trucker Jacket. The Levi’s Sherpa Trucker Jacket beefs up your outerwear rotation in classically rugged style, and you can get it for under $60.

Levi’s Classic Pocket T-shirt — $19.98

A laidback pocket tee to pair with plenty of different Levi’s jeans picks.

You aleady know what pairs up extremely well with your Levi’s denim and  Levi’s Trucker Jacket, and that’s got to be a classic pocket T-shirt. It’s practically made to wear with dark denim.

Levi’s Classic Zip-Up Sweatshirt — $42.98 

Levi's Zip-Up Sweatshirt

The best casual hoodie to wear with your favorite denim.

Keep it casual and cool this fall with a classic zip-up sweatshirt to throw on for fall weekends aplenty. If you seek an affordable hoodie for fall, you’re in luck, my friends.

Levi’s Reversible Core Belt — $32.98

Levi's leather belt

A classic leather belt to wear with your favorite pair of dark blue jeans.

This stylish leather belt is the ideal complement to your Levi’s 511 Jeans, and that’s just a fact. The Levi’s Reversible Core Belt is also available for a great price in plenty of sizes.

Levi’s Baker Bomber Jacket — $69.98

Levi's bomber jacket

Once again, another highly stylish jacket to pair with your Levi’s jeans, folks.

Yes indeed, Levi’s can also deliver an affordable, subtly stylish take on one of the best men’s bomber jackets — any time you can snag a bomber jacket under $100, I’d say take it.

Levi’s 502 Taper Fit Flex Men’s Jeans — $29.98 

Levi's 502 Tapered Jeans

Tapered jeans for men that ought to fit just right.

Sizes are going awfully quick when it comes to these tapered fit men’s jeans, so be sure you’re acting quickly if you want denim made with an athletic cut, folks.

Levi’s Logo Socks (Two-Pack) — $9.98 

Levi's Logo Socks

An easy-to-wear two-pack of socks for when you need to replenish your sock drawer, folks.

Yes, that’s right. Levi’s makes comfortable men’s socks to accessorize alongside your favorite leather boots. Heck, might as well get these stylish socks under $10 to refresh your sock game in a hurry.

That’s going to wrap up my top picks from the Levi’s Men’s Sale, which should offer plenty of solutions when it comes to unbeatable fall style and the best men’s denim jeans, of course. Do you have a favorite selection from the above? The versatility and variety on display is really something else, from the most comfortable men’s socks to tapered fit men’s jeans, a stylish leather belt and of course, the OG Levi’s Trucker Jacket. Be sure to let me know your on-sale favorites via Twitter right now.

 

Style Pick of the Week: FRYE Bowery Lace-Up Leather Boots

Some of the best men’s leather boots, made the right way by FRYE.

Another week, another pair of the best leather boots for men as we head ever closer toward fall. I don’t know about you, but I always look forward to and appreciate the crisp, cold fall air, the changing seasons and some fall-centric activities (Oktoberfest beer or hot apple cider, anyone?). And I frequently find myself reaching for some rugged leather boots, a la the FRYE Bowery Lace-Up Leather Boots shown above. They’ve got all the trappings of a pair of classic leather boots, right on down to the sleek-yet-tough plain toe construction, with a bit of an added edge — these stylish boots feature a side zip, giving them a bit more dressy appeal.

What that means for you is, you can team these FRYE leather boots with everything from wool trousers and a chambray shirt to rugged camp pants and a thermal henley without missing a beat. That’s the FRYE way, after all. They’re a heritage bootmaker for men and women with tons of history. Founded in Marlboro, Ma. in 1863 (yes, 1863!), they’ve never really wavered from the kind of quality leather boots that last and last … and last. It’s seriously impressive, and that’s what makes these some of the best boots for men you’ll be snapping up this season.

SHOP: The FRYE Bowery Leather Lace-Up Boots 

A versatile pair of leather boots with both dressy and rugged appeal.

Keep in mind, these FRYE leather boots are indeed on the pricier side ($358), but consider them in the same league as, say, rugged Red Wing Heritage leather boots … but with dressier styling potential. In my mind, that makes ’em worth every penny. The leather and rubber outsole adds durability and traction through slick fall weather, while waxed cotton laces tie everything together (literally) with more versatility than regular work boot laces. Again, these are a pair of sleek leather boots to wear with everything from your favorite blue jeans and a shawl cardigan to slim tan chinos and a classic Oxford shirt. Add a denim jacket or a chore coat, then call it good for fall adventures. No doubt about it, the FRYE Bowery Lace-Up Leather Boots are going to be in your rotation for a good while, all thanks to the Goodyear welt construction and tough finishing details like antique brass hardware. Need to snag a pair of your new favorite boots for fall? Well, you’ve found ’em here.

SHOP: The FRYE Bowery Leather Lace-Up Boots 

 

The Friday Read: Commemorating the Day, the Best New York City Brands & the Best Weekend Gear

Six gorgeous photos of the New York City skyline

Right off the bat, thanks for being here. It feels strange to be publishing a post on September 11th, as has happened in years past, but it’s a bit odd to be starting off the weekend, and the Friday Read, on a day like today. As a still rather newly minted New Yorker (six years and counting!), the significance of today is never lost on me, and it’s only grown more heightened in recent years, in fact. Last year’s September 11th felt patriotic rather than somber — I spent the evening at my favorite bar in Brooklyn, which was much more crowded and energetic than even I expected, filled with New Yorkers who seemed to celebrate the city and its remarkable rebound in the years since.

Today is bound to be much different — no drinks being served in crowded indoor bars across the city, for one — but I feel New Yorkers who are in it for the long haul are similarly resilient in the face of this year’s pandemic, and I’m proud to consider myself among them. In fact, today’s Friday Read is going to focus solely on NYC brands and designers. I hope you get some time to reflect in solitude, as I’ll be doing today, and I hope you enjoy the weekend all the same. Stay strong, stay safe, and thank you for reading. The rest of today’s Friday Read is below. 

Freemans Sporting Club — Overshirt- Black Plaid

The perfect fall overshirt, made in New York City and so ready for seasonal layering.

  • What better way to kick off things off than by celerating a tried-and-true NYC brand that makes some of the best modern menswear on the market? I’m talking, of course, about Freemans Sporting Club, nestled in Lower Manhattan and not all too far from acclaimed NYC hotspots like the legendary Bowery Ballroom. They make one of the best men’s T-shirts and of course, the best chore coat. But to start fall, consider picking up the rugged Freemans Sporting Club Overshirt for standout seasonal layering atop your favorite henley. Celebrate the city and support an NYC business by shopping Freemans Sporting Club, my friends.
  • Here’s a bit of a sneak peek for you — we’re going to talk PLENTY more about one of the best men’s gear sales on Sunday, but for now, let me point you towards NYC’s own Bespoke Post. To be more specific: The Bespoke Post Sale has plenty of the best style deals for men, and on everything from home goods to EDC picks, so you should surely check them out.

Suppprt a New York City brand by shopping the coolest headphones on the planet.

A classically cool Oxford shirt that channels NYC style to a T.

  • Here’s an unstoppable style homage to New York City. What could be more fitting for downtown-inspired style than a classic black shirt from one of the best designers on the planet (much less the city) — Todd Snyder? Snyder himself is a Midwest transplant that’s now defining style for Manhattanites, Brooklynites and beyond these days, and this Todd Snyder Oxford shirt is as good as it gets.

That’ll close out today’s Friday Read. I’m looking forward to supporting some of my favorite NYC brands — virtually and by wearing ’em, of course! — this weekend, from Todd Snyder to Master & Dynamic. I hope you’ll do the same while enjoying your weekend and reflecting on what today means. Of course, you can expect another Style Pick of the Week tomorrow, plus our Sunday Sale (this time featuring Bespoke Post). For now, thanks again for being here. If you’d like to read even more content from yours truly, you can always subscribe to my newsletter, The Style Guide In Brief. Cheers, thank you again, and stay safe & strong. 

The Thursday Buy: This Topo Designs Trucker Jacket is the Perfect Denim Jacket for Fall

Topo Designs Denim Trucker Jacket

An unstoppably cool, rugged denim jacket that just so happens to be outdoor-friendly.

If you’ve not yet built out your fall outerwear rotation, consider this your lucky day: The Topo Designs Denim Trucker Jacket is one of the best jackets for fall (period), and it’s on sale right now via the Topo Designs Web site. A note: It’s a fast seller, so you’d also do well to look at other Topo Designs outerwear. But back to the jacket. It’s a mighty fine piece of outerwear. All of this is to say: Act accordingly, act quickly and you’ll have one of the best trucker jackets for men headed your way in no time at all. It gets better, though. This is an American-made denim jacket available for a downright steal ($64, to be exact). For a rugged denim jacket crafted from Mt. Vernon blue cotton denim, that’s exceptional. Throw in the fact that the Topo Designs Trucker Jacket is functional as heck and easy to layer over Topo Designs shirts and base layers alike, and you’ve got yourself one of the best jackets for fall adventures at home or on the road.

SHOP: The Topo Designs Denim Trucker Jacket

You’d be surprised by how versatile one of the best denim jackets can be. This Topo Designs denim jacket in particular should easily pair up with everything from Topo Designs field pants and a flannel shirt to slim black selvedge denim, some unstoppable, rugged leather boots and your favorite henley. It’s the gift that keeps on giving in terms of classic fall style, so be sure to give the Topo Designs Denim Trucker Jacket a fair shake right now. You won’t regret it when it comes time to gear up.

SHOP: The Topo Designs Denim Trucker

 

 

See Now, Buy Now: The Filson Service Boots are the Most Rugged Fall Boots Around

Filson Service Boots

Potentially some of the best boots for fall — heck, the best men’s boots, period — that you can buy right now.

We’re about halfway through September right now — and ever closer to the first day of fall, so it’s high time you continued shopping for (and buying) a pair of the best men’s boots. Where else to go but Filson, assuredly one of the best places to get gear for men? From the Filson Summer Sale on into fall and winter with pieces like the best flannel shirt, they don’t stop — and the Filson Service Boots are as fitting an example of that as any, offering the kind of rugged durability you should certainly demand from your new favorite pair of boots.  On that note, it’s the kind of craftsmanship you’re investing in that really makes the difference (similar to Filson hand-tooled leather goods, ya dig?). But back to these boots.

The great thing is, the Filson Service Boots carry on the sort of rugged, durable-yet-stylish legacy you’d expect from the lauded Pacific Northwest heritage retailer. They make gear that’s made to go off-road and into the field as readily as it can be worn on a winery or brewery tour. And my friends, you can count on the Filson Service Boots to go all of those places and plenty more this fall. The phrase “They don’t make ’em like they used to,” well, it actually doesn’t apply here — that’s because Filson has assuredly succeeded when it comes to these rugged leather boots.

SHOP: The Filson Service Boots

Filson boots

Rugged leather boots made with top-notch construction.


These plain-toe boots draw inspiration from vintage, military standard issue leather boots, featuring oiled, roughout leather construction. That provides durability and toughness when pairing your Filson boots with, say, Filson chore pants in the elements, yet the versatile profile also means these are a pair of boots you can wear with jeans, easily. The Goodyear storm-welted sole also provides additional protection from rain and debris (there’s no way for water to enter the sole), while rust-resitant hardware, triple stitching at stress points, and a Vibram outsole add maximum performance and toughness. These are some of the most durable leather boots to buy for fall, and really … would you expect anything less from Filson? I certainly wouldn’t.

SHOP: The Filson Service Boots

#OOTD: How to Wear A Henley for Early Fall

It’s absolutely a must-have for the season ahead, and when you find it, you know. I’m talking, of course, about one of the best men’s henleys for fall, the subject of today’s #OOTD — and not a moment too soon. The best henley for men is ideally rugged, durable, classic, premium and yet … easy to wear nearly everywhere. How can one henley do all that? Well, you’re about to find out. We’ll show you how to wear the exceptional Todd Snyder Double Knit Henley, a fittingly sporting-inspired homage to the henley’s roots in England.

It’s since become something of a menswear classic, and if you wear it the right way (with an indigo overshirt from Flint and Tinder, for starters), you’re going to love the way you look this fall (guaranteed). You’ll see that we’re pairing it up with some of the most versatile men’s pants for a truly go-anywhere look, plus pieces like a weatherproof leather duffel bag. Things are still mighty different these days heading into fall, so perhaps this is the look to wear on a solo to-go coffee or brewery outing, or else on a socially distanced day trip (that’s where some of the best men’s boots enter the equation). At any rate, one of the best henleys for men is a surefire essential for your fall wardrobe, so let’s figure out how to wear it — shall we?

How to wear a henley for guys

Wondering how to wear a henley? Here’s how, courtesy of Todd Snyder.

Florsheim

The start of fall is well and truly in the air, you’ve got your new favorite henley on lock, and now, you know how to wear it — right? Yes indeed. A rugged henley for men is the perfect base layer for many a fall outfit, but I think we’ve taken it a step further with this particular piece from Todd Snyder. Things only get better when you layer it up with a rugged overshirt from Flint and Tinder for classic fall style — the best part is, you can add a Buck Mason field jacket if you really need it on a crisp fall day in the countryside. And we’re not just going with any old pair of pants here, either.

Some of the best men’s pants are the right move, and it’s great news that Myles Apparel makes a pair with plenty of stretch and durability (plus a classic five-pocket design). To stylishly tie it all together, how about a pair of the best men’s leather boots via FRYE? It doesn’t get much more premium than that. Whether you’re moving from the brewery to the apple orchard, you need one of the best men’s field watches — it’s a crucial way to finish off any #OOTD, this one included. Keeping it rolling on the accessories front, I’m always an advocate for stylish men’s socks like the ones seen above, and the Flint and Tinder leather belt shown here is as good as it gets, too. To finish it all off, grab your Filson duffel bag and hit the road. It’s (just about) as easy as that. Enjoy the season, my friends.

While you’re here: Be sure to subscribe to my twice-weekly newsletter, The Style Guide In Brief, where I discuss the best menswear, indie rock, coffee and spirits. 

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.

 

 

The Sunday Sale: Head to Bespoke Post to Get Up to 50% Off on Menswear and More

You can get a bit of everything from the Bespoke Post Sale — trust me on that.

If you read this blog, or even subscribe to my newsletter, you’re well-aware of the outstanding men’s gear being stocked, sold and curated by Bespoke Post. The NYC-based company takes the cake when it comes to being one of the best subscription boxes for men, offering up monthly shipments of everything from EDC essentials to men’s grooming, cocktails and more. But that’s far from all. If you’ve spent any time on the Bespoke Post site, you know they also sell a whole host of stellar brands for men (including Taylor Stitch). It’s also as great a time as any to shop the site, seeing as it’s Labor Day weekend.

That’s where today’s Sunday Sale comes into play. We’ll dig into what exactly makes Bespoke Post tick, including the best sale picks to buy right now, from clothing to gear and more. After all, Bespoke Post sells darn near every essential for the modern man, including snifter glasses and denim jackets (as you’ll see below). Prepare yourself accordingly for the season ahead by shopping the Bespke Post Sale, my friends.

Taylor Stitch Long Haul Jacket in Washed 24-Month Organic ’68 Selvage — $134

One of the coolest denim jackets you can buy (on sale, no less!) right now.

How often are you able to get nearly 30 percent off one of the best men’s denim jacketsVery rarely, especially when that jacket is the Taylor Stitch Long Haul Jacket in a cool, fall-ready organic denim construction (it’s available in Small, Medium and Large as of now).

Terrane Glass Modern Snifter Glasses — $99

Sharply designed snifter glasses for fall sipping enjoyment.

See, Bespoke Post truly has everything. The transition from summer to fall is nothing if not the time to take stock of your home bar cart — might I suggest adding these snifter glasses to your rotation?

Hill City Thermal Light Shirt Jacket in Steel Blue — $79

A classic, functional shirt jacket for early fall layering.

One of the best ways to step from summer into fall? With a versatile, lightweight shirt jacket you can wear at home, tackling yard work or on the road. Take 50 percent off one of the best shirt jackets out there, folks.

Rhythm Premium Linen Tee — $29

A classic, lightweight T-shirt for easygoing style to close out summer.

For a warm September and for fall layering beneath a rugged crewneck sweatshirt, you can’t go wrong with a stylish, breezy linen T-shirt in a rich colorway.

Urge Commute Shoe — $134

Rugged, dependable men’s leather boots for fall and beyond.

Sizes are going fast when it comes to this rugged, aptly named Commute Shoe, perhaps some of the best transitional shoes out there, thanks to the ankle lace-up boot design. Available now for 30 percent off. 

United By Blue Trail Weekender — $98

United By Blue Trail Weekender

Get one of the coolest weekender bags for your next trip this season.

We told you that the good folks at Bespoke Post have a bit of everything on sale, right? Your next fall or winter getaway just got a lot more organized, all thanks to one of the best weekender bags out there (sustainably made, too).

Nisolo Travel Derby Shoes — $89

Comfortable derby shoes fit for fall travel and days at home.

How about a deal on sustainable men’s shoes to the tune of 30 percent off? The Nisolo Travel Derby Shoes are a personal favorite, and they’ll wear well from September into October.

Courant Catch:2 Multi-Device Wireless Charger — $97

An essential addition to your home office via Bespoke Post.

If your devices are always running low on a charge (guilty), then this multi-device wireless charger (available for more than 30 percent off) is a crucial pick-up.

Bridge And Burn Cole Flannel in Burgundy Plaid — $66

A pleasingly rugged flannel shirt for fall layering.

Yes indeed, my friends — you’ve just found a flannel shirt on sale for darn near 50 percent off, and considering that it’s coming from Pacific Northwest gear purveyors Bridge And Burn, it’s going to be one of the best flannel shirts on the market.

Roamers Parsons Tee — $45

Roamers Parsons Tee

An unstoppably cool henley for September on into fall.

Let’s close this Bespke Post Sale roundup out the right way — with one of the best, most affordable men’s henleys. The Roamers Parsons Tee is the ideal base layer underneath one of the best flannel shirts, and it works just as well on its own.

Folks, that’s going to put a nice capper on my rundown of my favorite picks (and hopefully yours!) from the outstanding, fast-moving Bespke Post Sale. Whatever you’ve got on your shopping list for Labor Day weekend, from one of the most affordable men’s henleys to handy essentials like a multi-device wireless charger or one of the best weekender bags, I hope you find what you’re looking for. As for me, I’d rush right on over to get a deal on the Taylor Stitch Long Haul Jacket, seeing as those sales don’t come around very often. What’ll it be for you? Be sure to let me know your top picks via Twitter. Thanks for reading!

Style Pick of the Week: Oliver Cabell Mock Brown Leather Boots

Mock | Brown

Luxurious, rugged-yet-refined leather boots for fall? Sign me up.

As we roll through September, what’s on your shopping list? Make sure the best boots for men sit atop your list — but let’s take a step back for a second. You’ve surely got a rotation filled with rugged leather boots, the kind fit for off-trail adventures and to-go brewery visits aplenty. What if, though, you amped up your boot game with a pair that was ever-so-slightly refined … while still being rugged and well-made? That’s where Oliver Cabell comes into play. The Oliver Cabell Mock Leather Boots are at once handsome and dressy, yet durable enough to take on the season ahead. That makes ’em … yes, you guessed it … some of the best boots for fall, period. For the past few years, the brand has been able to deliver quality akin to some of the best brands in the game, yet at lower prices (these stylish leather boots retail for $248 regularly).

Now, perhaps you’ve read about Oliver Cabell here on the blog before (check out this post on the best men’s sneakers, for instance), but they’ve delved ever deeper into the world of the best boots for men these past few years, with stellar results. Hence, the Oliver Cabell Mock Boots are ready for your purchase and your review — I think you’re going to dig the results. These are a rare pair of water-resistant leather boots, made with durable Blake-stitch construction for resoleability. And the Vibram outsole is every bit as comfortable and lightweight as you’d expect from a premium brand like Oliver Cabell

SHOP: The Oliver Cabell Brown Leather Mock Boots 

Mock | Brown

All the best materials you’d expect, with all the added touches you need now.

Both the specs and the styling potential of these stylish moc toe boots are more than up to snuff when it comes to your fall functionality and fashion needs. That waterproof leather just so happens to be a highly versatile shade of brown, fit for pairing with tan chinos and a white Oxford shirt or a denim shirt and slim black jeans (yes, you can mix black and brown together!). These are a solidly built pair of stylish, refined leather boots — you could even wear them with a charcoal wool suit and that classic white Oxford shirt (ditch the tie) if you find yourself needing to spruce up a bit during these socially distant times.

Vintage brass eyelets and premium Italian cotton laces live up to the Oliver Cabell promise of quality, too. While these boots might look a bit too precious, there’s no reason you can’t wear ’em out and about around town (wear a mask!) this fall — and beyond. The fall season is just getting started, so you best get to work with some of the best boots for men.

SHOP: The Oliver Cabell Brown Leather Mock Boots