The List: Keep Your Fall Rolling in Style with My Favorite Gear Picks This Week

This is the perfect denim jacket for fall — there, I went out and said it!

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

A rugged, tough-as-nails trucker jacket made with upgraded denim.

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

Lace up these tough boots to take on the day — any day of the week, that is.

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

Uncompromising quality sets this Taylor Stitch jacket apart.

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

Slim deep navy jeans for colorful (or cloudy) fall days.

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

A retro banner to liven up your home or den from Oxford Pennant.

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

An unequivocally classic Barbour jacket in a waxed finish.

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

A tough watch made to be worn on-trail or off this fall.

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

Tough to go wrong with stylish, American-made socks.

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 

A finely crafted leather wallet that’ll get better with age.

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

Fall-ready footwear in the iconic Wallabee silhouette.

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

Yet anothe classic Taylor Stitch shirt for your consideration.

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

A tough, durable duffel bag for all your fall adventures.

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!

#OOTD: Here’s How to Layer Up with a Shirt Jacket for Fall

Just when you thought you’d seen it all when it comes to the best gear for fall, along comes today’s #OOTD to shake up how you layer up with a shirt jacket this season. Think of the best shirt jackets as a unique style transition through chilly weather, able to be worn right now as it gets slightly colder, and then effective enough to be layered up when the snow really starts to fall in earnest (for most of us, that is). And with that being said, that’s why we’re highlighting the ever-versatile, throwback-inspired Wallace & Barnes Stretch Canvas Shirt Jacket, a tough-yet-comfortable offering from J. Crew’s workwear-heavy, truly excellent Wallace & Barnes line. The great thing about the shirt jacket, as you’ll see, is the variety and versatility it gives. The best shirt jacket is able to be worn as a stylish blazer replacement to the office, especially when paired up with the slim Oxford shirt you’re going to see below. Think of this shirt jacket and this ensemble as your go-anywhere, do-anything outfit. It works to wear to the office before getting out of town on the weekend. It’s packed with the kind of cool, stylish-yet-classic touches that make it easy for a laidback date night. Want to grab a beer at your favorite brewpub? You’ll find these gear picks (particularly the rugged leather boots on display) to be just right. And before we go any further, know that we’re recommending … cargo pants, also from Wallace & Barnes. Don’t worry — these deliver the goods. Let’s get to it!

Rugged essentials to shake up your everyday style.

  • The Shirt Jacket: Wallace & Barnes Stretch Canvas Shirt Jacket, $98 — When you  want a shirt jacket that channels old-school cool & rugged style with modern wearability, you want this number from Wallace & Barnes.
  • The Shirt: Mack Weldon 37.5 Performance Oxford, $88 — Pair up this newly classic Oxford shirt (made with sweat-preventing 37.5® Technology), to take on the day — no matter where you go. Big fan of its slim fit and feel (thanks to the brand for sending!).
  • The Pants: Wallace & Barnes Ripstop Brigade Cargo Pants, $148 — OK, I know what you’re thinking … cargo pants?? Yes, yes indeed. Wallace & Barnes (of J. Crew fame) takes the cargo pant, slims it down, roughs it up & makes it highly functional for fall.
  • The Boots: Wolverine Evans Boots, $400 — Given that we’re working with a rugged shirt jacket and cargo pants (yep!), a pair of the best leather boots from Wolverine only seems fitting, yes? Yes.
  • The Watch: Timex Standard 40mm Leather Strap Watch, $79 — For only $79, you’re getting easily one of the best men’s leather watches out there, one that’s understated and yet reliably pairs up with this #OOTD.
  • The Everyday Carry: WP Standard Canvas Travel Bag, $298 — Heading to the office and then out on a weekend trip? Trekking across town? Loading up your gear to get some work done at a local coffee shop? Grab this WP Standard canvas bag, one of the best daily bags for the price you can find.
  • The Wallet: Tanner Goods Utility Bifold, $110 — Lest we forget, the right leather wallet belongs in your pocket (and your WP Standard canvas bag) no matter where you’re headed. Tanner Goods has you covered.
  • The Hat: Ebbets Field Flannels x Faribault Vintage Ballcap, $60 — Now, the hat is optional here, but for chilly fall weather and casual fall weekends aplenty, there’s nothing like an American-made ballcap from Ebbets Field Flannels & Faribault.

OK, so we mentioned that we’d be spotlighting cargo pants in this ensemble … hopefully, that didn’t scare you away?? At any rate, the key here is recognizing that this particular #OOTD takes the principles and pieces you know and love (I.E. A classic Oxford shirt and rugged leather boots) and flips them around a bit. Instead of a navy cotton blazer, we’ve got the aforementioned cotton canvas shirt jacket. As opposed to classic chinos, we’re swapping in those cargo pants. The result is an outfit that feels fresh and modern, as ready to grab a fall Old Fashioned as it is to head to the office (provided you can wear this sort of gear there). Either way, this look is all about rugged versatility. Throw in a stylish leather watch and a rugged WP Standard canvas bag, and you’re even ready for a bit of light travel. Of course, the right accessories always elevate an outfit, hence an American-made ballcap for casually rugged fall style — accompanied by the right leather wallet, of course. With fall in full swing, the best thing you can do is shake up how you dress on the daily, and again, one of the best shirt jackets is here to help you do so in style. Now, let’s get out there and get to it!

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

Style Pick of the Week: Bridge & Burn Marshall Jacket

The potential for matching jackets AND performance-minded style? Not bad at all.

When inclement weather rolls into town this season, you need to be prepared — and what better place to turn than longtime Style Guide favorite Bridge & Burn, effortlessly  cool and functional gear purveyors of particularly rugged Northwest style? That’s certainly quite the brand descriptor, but it’s a fitting one given that Bridge & Burn is now making your new favorite jacket, the seriously cool and rugged Bridge & Burn Marshall Jacket. It could just be the ideal jacket for a fall weekend, what with its multi-faceted durability and style — would you expect anything less? If you know the  brand (and particularly if you remember my Bridge & Burn Q&A from a few years back!), then you’ll recall that they simply don’t skimp when it comes to fabric, fit or quality — and that’s the case with its stylish Oxford shirts as well as this rugged jacket, one of the best men’s jackets you can grab (and layer up) right now.
Shop Mott & Bow Today!

Now, we’ve talked about the need for a closet stocked with versatile outerwear when the weather starts to act up — that includes items like a classic denim jacket or a stylish moto jacket as well as the more technically savvy Bridge & Burn Marshall Jacket; yet, where does the style aspect come into play? Unlike other overly performance-heavy fall jackets, which often lack some style points, the Bridge & Burn Marshall Jacket simply delivers on all fronts.

SHOP: The Bridge & Burn Marshall Jacket

The rich fall color is a perfect pairing with functional features from Bridge & Burn.

As sold by the fine folks at Huckberry, this is one of the best men’s jackets for fall, all thanks to water and wind-resistant construction (topped off with the excellent Forest color as seen above). Flannel lining and a large hood ensures you’ll stay warm and cozy no matter the situation, while front button-snap hip pockets provide that critical bit of space for your everyday carry essentials. The fact that it’s lined with cotton flannel gives it an added touch of fall-ready style, too — it’s perfect to layer up with your favorite crewneck sweatshirt and slim faded denim, and you can even throw it on over a classic Oxford shirt and tan chinos to head to the office on a breezy commute (just step out with some new leather chukka boots to finish off the look). Of course, when the weekend rolls back around, the Bridge & Burn Marshall Jacket works perfectly to get out of town and hit the trail. Take note — it’s time to layer up.

SHOP: The Bridge & Burn Marshall Jacket
The Best Basics. Summer Ready.

The Friday Read: Red Wing Heritage, the New Madewell Men’s Line & A Boston Weekend

It’s high time you laced up some of fall’s best boots for a great weekend.

It’s sometimes shocking how on-the-nose a product title can be when looking at the best fall gear for men — for example, the Red Wing Heritage Weekender Chukka, as shown above, should be on your feet for each and every fall weekend adventure you can dream up. They’re simply some of the best leather chukka boots you can get for your hard-earned cash, and if I was you, I’d make a point to snap them right up. That being said, they’re the kind of boots I’d pick up for a fall adventure of my own … kind of like the one I’m on as we speak! We’re coming to you from the lovely, fall-friendly confines of Boston, where I trekked last afternoon on a mid-fall getaway … complete with a rock show by my heroes, The National! I’ve been able to make it a point and a priority to crisscross the country (and the globe!) to see them on an incredible tour behind their latest album, “I Am Easy To Find” — these shows have been nothing short of lifechanging, from Nashville to Montreal across the pond to Madrid (and back to Brooklyn’s Prospect Park, of course). Last night’s show at Boston University’s Agganis Arena was nothing short of incredible either, including a banner run of cuts off of “I Am Easy To Find” — including fan favorite “Rylan” — and recent classics like “The System Only Dreams In Total Darkness.” At this point, I’d be hard-pressed to pass up any opportunity to see this world-beating band, especially if it only means a relatively quick train ride up the East Coast!

That being said, I’ve got plenty more on my Boston agenda as I set out to explore from the ecletic, modern FOUND Boston Common Hotel. I already had the chance to enjoy a delicious Old Fashoned pre-show at the seriously cool Deep Ellum near the Boston University campus, and my travels today will take me out on foot to spots like Trillium Brewing, fueled up by coffee from The Thinking Cup. I’ll also be checking out the menswear on tap at SAULT New England, naturally. Before I head back tomorrow, do you have any must-see spots I should hit? Let me know on Twitter! And in the meantime, let’s carry on with today’s roundup of essential weekly menswear news from yours truly.

OK, so that’s all I’ve got for you today. OK, well, not quite. Because a guy can never have too many pairs of stylish leather boots, I’m going to direct you back toward my post on the best chukka boots to buy for fall (a word to the wise: They’re coming at you courtesy of Huckberry and Rhodes Footwear). They’re so essential, so durable, so tough and yet versatile … they’ll become your new favorite pair of chukka boots, and I can nearly guarantee it. Now, if you’ll excuse me … I’ve got some Boston exploration to take care of! Enjoy your weekend, and thanks for reading.

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

Shop Mott & Bow Today!

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

Shop Mott & Bow Today!

#OOTD: How to Dress for the Office This Fall

Looking for a new way to dress for the office this fall? Or rather, an upgraded way that makes use of fall style essentials you know and love? We’ve got you all sorted out today on the blog, and it starts with a classic flannel shirt — yes, the beloved rugged style staple is going to be the centerpiece of a perfectly casual-yet-versatile office look. That age-old question “How to dress for the office?” … well, here’s your answer. You’ll recognize style moves with which you’re already well-acquainted, including the use of the exceptional Flint and Tinder 365 Pants to add a bit of clean & tailored style. The real kicker here though (literally) might just be the stylish high-top sneakers we’re recommending you swap in, as opposed to rugged leather boots or refined dress shoes. That gives this look more of a laidback-yet-polished air, exactly the vibe to go for if your post-office plans include happy hour or a weekend getaway. Elsewhere, you’ll recognize the staples of classic office style, from an office-ready fall sweater to a refined leather watch — these are gear picks that won’t quit, and they’ll ensure you stand out subtly and stylishly, no questions asked. If it gets chilly on you in the morning? Throw on something like the Billy Reid Bond Peacoat to fight the fall chill. OK, time to get to work.

Can you wear sneakers and a flannel shirt to the office? When it’s done like this #OOTD, yes, yes you can.

Now, although there’s no telling what your day might send your way, dressing for the office doesn’t have to be a drag — that’s especially the case when you consider the fact that you’re starting from the get-go with a slim-fitting flannel shirt from iconic designer Todd Snyder — there’s no better way to go for fall. Consider as well that you’re layering up the right way with an office-ready fall sweater in a neutral grey, offset nicely those rich, Laurel Green-colored Flint and Tinder 365 Pants. They’ve got the comfort of jeans and the style points of chinos (and they’re some of the best pants for the office I’ve tried myself). And while you can certainly break out tough leather boots or refined chukka boots, the real key to nailing fall office style comes when you step out in stylish high-top sneakers instead. They deliver comfort and unique styling potential, and these Nisolo sneakers are also ethically made. In keeping with the casual-yet-polished nature of this outfit, I’m also recommending a refined leather watch, seeing as the right everyday carry essentials can get your mind in a great spot for your next big meeting. To keep your laptop and assorted goods safe, haul it all in a tough Filson briefcase, and accentuate the rest of your outfit with a dressy-yet-rugged Taylor Stitch leather belt (it’s a personal favorite). And if you’re among the bearded among us (like yours truly!), you’d do worse to keep your beard in shape with beard oil from Taconic Shave. OK, are you all set for a big day at the office? Keep up with all my style tips on Instagram. Good luck out there!