October 14, 2026October 13, 2026 by Beau H.

See Now, Buy Now: Embrace Fall with the Buck Mason Herdsman Crew for Rugged Style Appeal

When inclement weather hits or when your daily fall breeze is a bit more brisk than usual, it’s high time to turn back towards the classics of your menswear rotation — the burly sweater, the trusted chore coat, the waxed trucker jacket or the flannel shirt, for instance.

And you can certainly trust the Americana style purveyors at Buck Mason to deliver the goods as far as reliability and classically rugged appeal — the brand takes inspiration from the American West and the American heartland, and pieces like this handsome spin on the fisherman sweater (the fan-favorite Buck Mason Herdsman Crew) are here to amp up your rotation of the best fall style essentials in prime fashion.

Shop men’s sweaters and more at Buck Mason

If you want to talk about classic layers for your top half, you can start outwards and work your way in with something like the Buck Mason Bruiser Jacket, while the burly, dependable nature of the thick-knit Buck Mason Herdsman Crew is also a mighty fine wardrobe addition. Five-gauge wool is knit in substantial, chunky fashion, as the brand notes, and 95 percent Merino wool construction offers temperature regulation naturally, plus anti-bacterial capabilities alongside 5 percent Cashmere for an utterly luxe finish.

Saddle shoulder construction offers range of motion with this finely crafted sweater, whether worn atop a long-sleeve crewneck tee or fashionably fitted over a reliable chambray shirt.

Colors like Heather Navy (shown below) offer up a crisp look that wouldn’t look out of place atop stylish tobacco-hued chinos, while the Cacao Brown shade is my personal favorite and should pair seamlessly with faded blue jeans, or even light olive chinos for a spin on traditional military colors.

When it comes to the Buck Mason Herdsman Crew, the Los Angeles company promises “all the warmth, zero itch” when it comes to the lavish construction of this sweater, and its three handsome color options deliver the perfect mix of both rugged utility and debonair good looks this season. You very well might have found your new favorite sweater for autumn.

October 13, 2026October 12, 2026 by Beau H.

The Tuesday Steal: Save 25 Percent Off Sitewide at the Fair Harbor Friends and Family Sale

Right as we roll into a new season, helpful savings abound on some of the coolest, most fresh everyday menswear you can find — at least, that’s how I feel about Fair Harbor, a brand that started out bringing sustainable swimwear to the market and now dabbles in a bit of everything for the stylish modern man.

Fair Harbor men’s swim trunks deliver retro swim style inspiration and modern materials (not to mention fresh colors and prints, plus five inseam options), but it’s time to think of the brand as more than a swimwear company — the Fair Harbor Friends and Family Sale should see to that quite nicely.

Find out more now at Fair Harbor

You’re now getting 25 percent off sitewide on a range of gear you can put to good use in the brisk climes of fall, not to mention when you trot out your Fair Harbor swim trunks on a warm-weather getaway once you’ve had enough of winter.

But for right now, I’m especially a fan of the rich softness and handsome plaid colorways of the Fair Harbor Seaside Flannel Shirt, plus the do-it-all nature of the office-ready Fair Harbor Horizon Five-Pocket Pants — built like a jean, as easy to style as chinos for your 9-to-5 grind (and beyond).

Heck, Fair Harbor even makes stretch denim jeans in a range of breezy, colorful washes — ideal for pairing with a flannel shirt this season, don’t ya think?

And of course, you can expect men’s swim trunks from Fair Harbor on sale right now, too. Quarter-zips, henley shirts and my personal favorite, the Bungalow Trunk (as you might have seen on my Instagram) are all yours for the taking in a range of colorful designs and autumnal hues aplenty.

It’s also undoubtedly helpful that, unlike other sales from certain brands, the Fair Harbor Friends and Family Sale delivers gear you cam put to good use right out of the box this season. Perhaps even more helpfully for the speedy shoppers among us, you needn’t use a discount code — 25 percent off via the Fair Harbor Friends and Family Sale is applied right at checkout.

Pick your poison, so to speak, as to whether you stock up on flannel shirting, fresh swimwear or everyday pants — this Fair Harbor sale serves up useful style hacks aplenty, my friends.

October 12, 2026 by Beau H.

See Now, Buy Now: This Relwen Utility Workshirt Is a Trusted Daily Fall Style Essential from Huckberry

Best workshirts for men to wear this fall.

Let the debate rage on as to what’s the most crucial in your next fall #OOTD, especially one centered around rugged workwear and the great outdoors — or a mix of both. Is it the pair of boots you lace up, or the canvas work pants or blue jeans you step into? Or is it the humble yet hard-working shirt on your top half?

Of course, the proper answer as far as the best fall style essentials are concerned is that it comes down to a mix of both, so why not go all-out in a quest for the best gear for fall, ehh? Take the quilted overshirt above — a crucial part of any outdoor excursion, and then consider an alternative in a softer yet no less useful fabric.

That’s where Huckberry can certainly help, as you well know from years of experience reading about and shopping through one of the best online menswear shops for guys — that’s what brings us around town today, as well.

Shop new favorite fall finds at Huckberry

Huckberry has a knack for scouring the market and then finding (and selling) some of the coolest gear and garb around, as we all tend to know here at The Style Guide — the Relwen Soft Brushed Workshirt now makes a reappearance in time for peak shoulder season, and it arrives not a moment too soon in a helpful array of richly crafted colors, with eye-catching design details, to boot.

Just like the company’s military-inspired field jackets and chinos, there’s a blend of form and function right at the forefront of the Relwen Soft Brushed Workshirt — depending on the color or pattern you select, you’re getting a blend of both soft-pile cotton and spandex for stretch, comfort and ease of movement.

So while this workshirt isn’t abrasion-resistant in the same manner as waxed cotton, it’s easy enough to layer underneath a waxed trucker jacket or wear all on its own atop a thermal henley (I prefer the Cornmeal Herringbone colorway myself).

Clean-finished felled seams offer seamless construction throughout, while two extra-roomy chest pockets are a critical design move meant for your everyday carry. The pointed flap pockets are even, dare I say it, a point of distinction compared to other workshirts, while the fit is made to layer without proving too baggy or cumbersome.

Four-ply construction reinforces the durability of the Relwen Soft Brushed Workshirt, which should prove as wearable with dark blue denim as with canvas work pants in the fied. If you’ve been on the hunt for an alternative to flannel workshirts, something with a dash more stretch perhaps, then the Relwen Soft Brushed Workshirt is a fine addition to your rotation of fall style essentials, and we’re only getting started this season.

October 11, 2026October 9, 2026 by Beau H.

The Sunday Sale: Amp Up Shoulder Season Layering with this Todd Snyder Bomber Jacket

You’ve probably heard the term being thrown about over the years — shoulder season, a time when we reach for garb to, well, cover our shoulders and brave brisk fall weather. It’s a season that requires plentiful options as far as the best fall style essentials are concerned — variety and versatility go hand in hand, whether you reach for a rugged field jacket, a road-ready waxed trucker jacket, a flannel shirt or something a bit more flexible and lightweight.

Find your new favorite fall jacket right here

Yes, when options abound, the man behind the brand — Mr. Todd Snyder himself — hits the right notes with a wide variety of stylish men’s outerwear, including the breezy, functional bomber jacket show above. Right off the bat, it’s a revamped take on a classic, done as only Snyder can, featuring upgraded, luxe materials and a heritage silhouette, not unlike so many of Todd Snyder’s designs over the years — all-American, yet with a modern twist.

Note the fact that the particular jacket shown here is a whopping 50 percent off, and I’d say we’re back in business, no doubt about it.

The Todd Snyder Satin Flight Jacket trades in traditional nylon for something with a dressier, refined sheen, ideally for cool nights where you can dress down ever so slightly (a crisp heather grey T-shirt, dark jeans and a bomber jacket is an ace combination, after all). Bemberg fabric lining offers softness and an easy-on, easy-off wearing experience, while a knit collar and cuffs, plus a flexible knit hem, are touches that offer both a dash of warmth and a secure fit.

The namesake company perhaps said it best when it comes to this massively discounted jacket: “This is one of the most versatile layering pieces a man can own, and adds a devil-may-care sophistication to off-duty looks.” And at 50 percent off, the wearability of the Todd Snyder Satin Flight Jacket gets better looking at each turn — how will you layer this modern spin on the classic bomber jacket, my friends?

October 10, 2026October 9, 2026 by Beau H.

Style Pick of the Week: Wolverine 1000 Mile Legacy Pavedway Boots – A Reinvented, Rugged Classic

As fall drifts into town and the leaves turn, one thing is clear, at least to this Brooklyn style writer: You’re going to need a great pair of the best boots for men this fall, and you’re going to need them ASAP.

In times I like these, I like to reach for and lace up dependable boots from equally dependable brands, like the good folks at Wolverine — based in my home state of Michigan, this is a company that knows a thing or two about heritage boots, especially in a state where they happen to be a multi-season essential.

Find out more and shop now at Wolverine

The Wolverine 1000 Mile line is legendary in its own right, taking the work boot silhouette and livening it up with ultra-premium leathers and handsome construction. The silhouette has been tweaked over the years, as you might have read in past Wolverine boots reviews on this site, and yet another tweak arrives in the form of the Wolverine 1000 Mile Legacy Pavedway Boots just in time for prime boot-led style.

The very name itself nods to the first highway criss-crossing the state of Michigan, a fitting tribute to the auto heritage of the state at large — the company says these boots were “thoughtfully designed to handle the miles ahead.”

And these stylish men’s boots offer plenty of design touches built for long-lasting durability, including Goodyear-welted construction for resoleability, plus a PU wedge outsole for support and comfort all day (and night) long. The use of a premium full-grain leather upper also lends a durable nature to these boots, which should develop a handsome patina over time (starting this fall, of course).

Moc toe stitching and contrast stitching throughout, plus a reinforced heel, provide added utility and toughness to a pair of boots that could prove as fit for the job site as for a rock concert. And that’s another thing to love about potentially your new favorite pair of boots — reliable style options aplenty abound, whether you select rich Tan leather, the classic Brown leather shown above, or a sleek, edgy pair of black boots.

And whether you style the Wolverine 1000 Mile Legacy Pavedway Boots with dark blue denim, charcoal jeans or olive chinos alongside a thermal henley and a trucker jacket, I’d wager you’re going to love the comfort, reliability and sturdy toughness found in every stitch of these fall-ready boots If you do end up scoring a pair, let me know in the comments below.

October 9, 2026 by Beau H.

The Friday Find: Triple Aught Design Is Perfecting the Base Layer with the Traverse Merino Henley

We can’t all be so lucky to go as far afield as our intrepid explorer in the photo above, but when the opportunity comes to get out in the field — be it a weekend camping jaunt or a cabin getaway — you’d better be prepared with the proper gear.

Your selection of waxed outerwear and flannel shirt jackets go a long way towards filling out your go-bag with the best fall style essentials, as does starting from your base layer and working up. And for the proper blend of technical performance and rugged good looks, San Francisco performance brand Triple Aught Design is as worthy of discovery as any.

It’s a brand we’ve talked about before in past Triple Aught Design reviews on this blog, blending durable, technical specs with classic silhouettes the timeless henley shirt shown here. The Triple Aught Design Traverse Merino Henley takes an outdoor-ready staple and updates it with modern fabric fit for day hikes, long weekends and days on the road — much like the rest of its reliable gear lineup, of course.

The key is the company’s Active Merino fabric, which makes use of an 89% merino wool and 11% nylon jersey blend, wicking away moisture while drying quickly and regulating your temperature between hot and cold based on the environment at hand. The details are also carefully considered for maximum range of motion and optimal coverage, from the low mock-neck design to single-panel underarm construction for increased mobility.

The company’s signature TAD slotted buttons are an ingenious and durable touch, while the fabric itself is naturally odor-resistant and the close-fitting design is made for active pursuits.

The modern explorer certainly remains top of mind as Triple Aught Design puts remarkable care into this rugged, useful henley, the kind you can wear underneath a denim jacket at your corner bar or as a hike-ready solo or base layer out in the wilds this autumn. If I had to guess, I’d say the Triple Aught Design Traverse Merino Henley can stand up to just about anything you put it through.

October 8, 2026 by Beau H.

The Thursday Buy: This Bonobos Blazer Is Primed for Just About Any Fall Style Occasion

The many charms of fall call for mastering the art of cold-weather dressing, both in ways more casually rugged (looking at you, shawl-collar cardigan) and more formal (the autumn weekend wedding comes to mind).

Either way, if you’re reading this blog, you know what it’s all about: Putting your best foot forward in more formal situations, from the office to the speakeasy evening date and yes, that wedding weekend.

The choice is yours, but the choice is easy, if you ask me — embrace one of the best blazers for men, the kind that cleans up easily with stretch chinos or even contrasting suit trousers, not to mention business casual-approved dark blue denim. To get more specific, try the Bonobos Jetsetter Knit Blazer on for size, and see how your tailored wardrobe can be whipped into shape with a rich autumnal colorway and ultra-comfortable construction.

Find out more and shop now at Bonobos

Now, you very well might know Bonobos for the many Bonobos reviews we’ve covered over the years on this style blog, and it bears repeating that the New York City-based outfit now makes so much more than expertly fitted chinos. You can find everything from comfortable stretch denim to Italian-made suiting online or in Bonobos Guideshops (places to try on Bonobos garb, and then have the resulting picks shipped right to your doorstep).

Yessir, the Bonobos Jetsetter Knit Blazer qualifies as a welcome innovation from the retailer, blending the polish of a blazer with wool-blend fabrication and three tried-and-true fit options, plus sizes ranging from 36S on up to 48L.

That’s the Bonobos way, after all — the perfect fit, perfected, as it were. And with its double-vented design and classically proportioned lapels, this jacket checks all the right boxes, whether worn over a chambray dress shirt or a crisp Oxford shirt for versatile daily style.

This handsome, stylish men’s blazer also leans on a lightweight design for breathability and comfort — it shouldn’t prove too cumbersome when worn beneath a topcoat, for instance.

And given the fact that you can score the Bonobos Jetsetter Knit Blazer in a whopping 16 color and pattern options (five of which are on sale right now), it seems the time is here to upgrade your daily tailoring rotation, be it a suitable match for dressy blue jeans or crisp wool trousers in a contrasting colorway. Trust Bonobos to help you secure your perfect fit and ideal style on the go this season, my friends.

October 7, 2026 by Beau H.

See Now, Buy Now: Amberjack Is Making Some of the Best Sneaker Boots Around With Its New Element Hybrid Shoes

For as much as the fall season is about getting back to wearing your favorite boots in brisk fall weather, it’s also about optimizing comfort and versatility (there’s that word, optimizing) in your footwear game. There’s a time and a place for sturdy work boots, for elegant Chelsea boots and for rugged lace-up boots, and there’s a time — especially when traveling from point A to point B, as I have these days — for going big on comfort and wearability.

Some brands, like Amberjack, make it a major priority to serve up comfort and style in spades, and that certainly holds true with the pair of footwear (or pairs, rather) in the spotlight today. Inquiring minds, scroll on.

Find out more now at Amberjack

One of the latest releases from the New York City-designed brand fuses the company’s famed emphasis on athletic footwear with technology with an ultra-lightweight, tech-savvy yet stylish knit upper in a sneakerboot design, and across the past two weeks (as you’ve perhaps seen on my Instagram), I’ve put the Amberjack Element Boots to the test in fine fashion.

From suede chukka boots to sneakers to the proprietary technology found in its sleek leather loafers and dress, my past Amberjack reviews have found that comfort is indeed king, and these stylish men’s sneakerboots pass muster in that regard, too.

The use of a waterproof stretch knit upper pairs perfectly with its performance EVA outsole, while heat-activated midsole technology serves up all-day support and rebound potential. The padded heel collar also has proven supremely comfortable and supportive through my cross-country travels, and the easy-lace system is streamlined, rather than cumbersome.

I also appreciate the soft-impact heel technology and the anti-slip rubber pads — and yes, the Amberjack Element Boots are indeed as waterproof as the company says. Full-grain leather panels add a dressy dash of flair to these men’s sneakerboots, and the Chestnut pair I selected wears well with everything from navy or olive chinos to khaki five-pocket pants and of course, classic dark blue denim.

As Amberjack sagely says, “you don’t have to choose between style and comfort,” and that’s a great thing in my book. If you’ve tried Amberjack men’s dress shoes before, you know what you’re getting into — in the best way possible, that is. And if you haven’t yet stepped into fresh men’s shoes from Amberjack, the Amberjack Element Boots are as great a place to start as any. Go forward in style and with comfort in mind, my friends.

October 6, 2026 by Beau H.

The Tuesday Steal: Save Big on this Rugged Barn Jacket from Flint and Tinder and Huckberry

The deals on the best fall style essentials that are too good to pass up, well, those are the kind of deals we love to see this time of year, aren’t they, my friends? And when you can score a deal on rugged gear from the likes of Huckberry and iconic in-house brand Flint and Tinder, that’s all the better as you round out your rotation of the best jackets for men.

Shop new gear for the season ahead at Huckberry

Today’s stylish selection certainly fits the below for the height of shoulder season, featuring all the chops you require for dependable days on the road, at the cabin, strolling by a lake under the fall foliage, or getting things done in the garage.

Yessir, the Flint and Tinder Mason Canvas Barn Jacket checks the right boxes, at least in my experience, boasting hard-wearing stretch canvas that the good folks at Huckberry reinforced with triple-needle stitching at key stress points. Of course, you can count on Huckberry to get the little things right, and it’s helpful to note that more than a dozen reviews give it a nearly five-star rating — again, trust Huckberry to know what its customers want, folks.

There’s much to love beyond that though as far as the details are concerned, with a corduroy collar for classic good looks and warmth, plus style inspiration in spades hailing from old-school ranching and hunting coats.

In fact, Huckberry perhaps says it best, noting that “the result is a jacket that’s built to move, layer easily, and earns a patina like the toughest workwear.” And now, the fact that this Huckberry workwear jacket is marked down below $130 makes it a mighty fine wardrobe addition indeed.

Shop the best men’s jackets and more at Huckberry

The classic Khaki color is especiallyy appealing, complete with a contrasting corduroy collar for good looks aplenty. Plus, rivets at both the chest and hip pockets bolster the utility of this handsome coat, while a flap patch chest pocket amps up your everyday carry storage potential even further. Roll it altogether and you’ve got a jacket fit for work or play indeed, my friends. Isn’t that what fall style is all about?

October 5, 2026 by Beau H.

See Now, Buy Now: The Criquet Shirts Corduroy Quilted Shacket Is Back in Stock This Autumn

We’ve been saying it now for weeks, but it’s high time we toasted the season once again, embraced the many whims of fall and fall style essentials, and properly layered up for the season at hand. If you can feel it in the air, then it’s about time you met the moment accordingly — and I think I know just where to turn today, at least as far as what might possibly become your new favorite shirt jacket goes.

Austin-based Criquet Shirts, purveyors of utterly classic polo shirts first and foremost, have long been expanding into areas of your wardrobe fit for the colder months. And while its polos look like something Arnold Palmer might have worn — in the best way possible — its autumnal gear takes on a more rugged, yet no less vintage-inspired, tint.

Find out more and shop now at Criquet Shirts

The Criquet Shirts Corduroy Quilted Shacket is as fine an example of this as any, merging two Criquet brand favorites (the Western-tinged Corduroy Pearl Snap Shirt and the company’s cozy Quilted Shacket). It’s all the better for it, as is your wardrobe.

A nylon interior lining delivers structure while recycled polyester makes up the fill of this handsome shacket itself, with Criquet calling the blend between a shirt and a jacket a “melting pot of old-school swagger and high quality materials.” Sounds pretty darn pleasing for your wardrobe, ehh?

The pearl snap buttons remain the same, while a slightly roomier fit lets you layer this dependable shirt jacket atop, perhaps, another one of your favorite shirts from Criquet.

Those options are plentiful, of course, as are the colors and patterns in which you can snag the corduroy quilted shacket itself. Look for earth tones like Pinecone or Camel, or else a crisp, Dressy Blue Plaid variety. Each variation also wears well with dark denim or classic chinos in a corresponding shade, of course, as you might know from past Criquet Shirts reviews on this very blog.

And as our finely dressed fella above shows, this reliable shirt jacket is fit for the road, with just a bit of storage space in what Criquet calls its signature pocket.

The details and colorways are on point, the fit should prove prime for seasonal layering, the corduroy exterior and polyester fill interior should deliver classic comfort … what more do you need from your favorite new autumnal layer? Not too much, my friends. Not too much, at all.