by Beau H.

See Now, Buy Now: These Rugged Frye Chelsea Boots Are an Essential Pair for Fall

There’s nothing quite like finding one of the best pairs of men’s boots for fall, and seeing as we’ve just passed the first day of autumn on the seasonal menswear highway, so to speak, well, the time is upon us.

Luckily for all of us — including your humble editor here at The Style Guide — Massachusetts-based Frye has just what the doctor ordered when it comes to a pair of the best Chelsea boots for men, a versatile style fit to be dressed up or down with ease.

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Learn more now at Frye

And with the Frye Tyler Flex Chelsea Boots, the specs and the style points only get better from there, as this pair of stylish men’s boots just hit the New Arrivals section of the luxe, long-running brand. The Northeast company says your new favorite boots for fall blend “timeless quality with modern design,” and one look at this handsome pair backs up that claim quite easily.

Best men's Chelsea boots for fall.

The Frye Tyler Flex Chelsea Boots build off the already-popular Frye Tyler Boots, yet this time, they feature a flexible rubber outsole for a smoother ride and a more comfortable fit. That also makes the Frye Tyler Flex Chelsea Boots a surprisingly lightweight pair of Chelsea boots for men, at least in my experience, while the leather lining should prove supremely comfortable right out of the box.

Frye men's boots review.

And with the Frye Tyler Flex Chelsea Boots, you can be sure you’re getting top-notch design and quality: The profile is refined enough to wear with stretch chinos or dress trousers at the office, yet like other pairs of my favorite Frye boots, these are rugged enough to rock with jeans and one of your favorite henleys.

Add in the fact that the Frye Tyler Flex Chelsea Boots are priced fairly at well under $300, and you’re looking at a standout pair of stylish men’s boots for fall — I can nearly guarantee it, folks.

by Beau H.

The Tuesday Steal: Save Big On these Stylish Leather Boots from Hambleton & American Trench

When I scour the market for the sort of menswear essentials I can trust every day, I often start with retailers that go above and beyond the norm — retailers like American Trench, producers and purveyors of some of the best men’s fashion out there.

Learn more now at American Trench

That goes for the brand’s selection of in-house wares, including its famed American Trench Coat and a selection of durable, soft socks and knitwear. That also holds true for the sort of brands that the Philadelphia company sells, including trusted partners like Hambleton.

Hambleton No. 1 Natural Leather Boots.

Not familiar? You’ve got reason to be: The company hails from Ryan Vaughan and Joe Pollard, industry vets and footwear experts — all that prowess translates handsomely into the Hambleton No. 1. in Natural leather, some of the best boots for men that I’ve come across as of late.

And the even better news? Your new favorite leather boots are now on sale for 35 percent off, a markdown to $295 from their investment-worthy price of $450.

Best brown leather boots for men.

But why spend nearly $300 on stylish leather even boots, even when on sale? Dear reader, I’m glad you asked. The Hambleton No. 1. in Natural (found in the American Trench sale section for a limited time) have all the makings of a standout pair of leather boots, starting with the rugged-yet-refined Napa Excel Honey leather in a rich oiled finish.

Shop men’s boots and more at American Trench

It’s a distinctive process that will lend itself to an eye-catching patina over time, while trusty Vibram soles and a secure Goodyear welt ensures extreme quality (and the potential for a future resole process). Across the board, the handsome Hambleton No. 1. in Natural hit the mark in every way, including the use of an ultra-springy, comfortable foam liner — a rarity in boots.

The captoe detailing on the Hambleton No. 1. in Natural gives them dressy yet rugged versatility, and that sub-$300 price tag via the American Trench Sale section is yet another winning mark in my book. You’ve found your new favorite pair of leather boots to lace up for fall.

by Beau H.

See Now, Buy Now: The Filson Field Flannel Shirt Is a Dependable Fall Style Classic

Filson Field Flannel Shirt review.

In my experience, there’s something that just feels right about reaching time and time again for the best fall style classics, the essentials that have stood the test of time. Suffice to say, that certainly goes for heritage menswear from Filson, particularly as we roll into fall properly.

Learn more now at Filson

And among a full roster of the most rugged menswear from the iconic Pacific Northwest heritage outfitter, there are more than a few fall style essentials that stand the test of time — and in case you needed a refresher, the Filson Field Flannel Shirt deserves its day in the sun (or rather, the brisk days of fall).

This legendary piece, built from a midweight, durable yet soft brushed cotton flannel, has been a choice move for outdoorsmen of all sorts for decades, with helpful features like large chest button pockets for added utility. Better still is the fact that the Filson Field Flannel Shirt is now available for 70 percent off in a wide array of classic colors, including my personal favorite — Nubuck Tan.

Best men's flannel shirt for fall.

That drops the Filson Field Flannel Shirt in price down to well below $40, a rather incredible find considering its history of durability, rugged appeal, timeless style and utility.

Plenty of crisp colors and hard-working plaid patterns can be found online at Filson right now, and I’d say the time has never been better to freshen up your rotation of the best men’s flannel shirts for the season ahead. The price is right, the style points are unmatched and the longevity of the Filson Field Flannel Shirt is second to none — welcome fall the right way with this certified classic.

by Beau H.

The Sunday Sale: This Classic Faherty Chambray Shirt Can Be Yours for 35 Percent off at Huckberry

Best men's chambray shirts.

We talk often on this Brooklyn menswear blog about versatile men’s style essentials that can be worn just about anywhere, any time — the sort of picks that can also be found on sale, if you keep a weather eye on the horizon and strike while the iron is hot.

And so it goes with perusing the always well-stocked Huckberry Sale section, which is packed with a slew of iconic pieces from seasons past — plus the type of selections, like one of the best chambray shirts for men — that can be worn this very instant.

Call it the sweet spot in the world of men’s style, and that’s what makes the always-classic, never-out-of-style Faherty Brand Tried and True Chambray Shirt such a steal right now. On this fine Sunday (and beyond), you can find one of the best men’s chambray shirts for about 35 percent off via Huckberry, with the utility to carry you into fall quite handsomely.

It’s a classic take on the chambray shirt, made even better by its slightly more polished buttondown collar design, plus a tailored fit via tapered sleeves and a tapered waist. This Faherty Brand men’s shirt is a shirt that’s just as at home beneath your favorite blazer as it is atop a stylish men’s henley, and that’s wearability and versatility I can assuredly get behind.

Shop style essentials now at Huckberry

And with its current discount via the Huckberry Sale section, you can find it for close to $100 — in my experience, Faherty men’s shirts (and indeed, most any shirt sold by Huckberry) are well worth the investment either way.

The fabric should prove soft and supple yet durable, the utility with its chest pocket (and a fit that looks great tucked or untucked) is next-level, and the savings are top-notch, at least in my book. Close out your weekend the right way with a tried-and-true must-have, pun very much intended.

by Beau H.

Style Pick of the Week: Bespoke Post x Schott NYC Leather Rancher Jacket – Back & Better than Ever

Bespoke Post x Schott NYC Leather Jacket.

Some menswear collaborations, even some of the best menswear partnerships, are so rare that they tend to flash in the pan and never return, arriving for one season and then being whisked away on the wind.

That might seem like hyperbole when it comes to the best menswear essentials, especially ones sold by Bespoke Post, but sometimes, it just so happens to be true — and yet, that’s not the case with the return of the Bespoke Post x Schott NYC Roughout Leather Rancher Jacket. It takes inspiration from 1930s service jackets, and only gets better from there.

Learn more at Bespoke Post

As you might recall, Schott and Bespoke Post teamed up last year on the perfect jacket for fall, and a new edition of one of the best leather jackets for men returns just in time for “shoulder season.” The Bespoke Post x Schott NYC Roughout Leather Rancher Jacket hits the mark perfectly in terms of an heirloom leather jacket for men, to say the very least.

And as you might expect, it was made specifically for the acclaimed retailer (also a purveyor of some of the best subscription boxes for men, as you know if you read this Brooklyn style blog).

The Bespoke Post x Schott NYC Roughout Leather Rancher Jacket is American-made from rich roughout leather, the kind with standout texture and durability — a hallmark for decades with Schott, which routinely makes some of the best moto jackets on the market. Antique copper hardware adorns this handsome jacket, which also boasts a chest zipper pocket and handy side hip pockets to store everyday carry essentials aplenty.

The rugged Bespoke Post x Schott NYC Roughout Leather Rancher Jacket, at least in this year’s new release, boasts a durable contrasting leather collar and a rich, hard-wearing construction, the kind that should feel relatively supple out of the box while breaking in wonderfully over time.

Shop men’s jackets and more at Bespoke Post

And at the splurge-worthy price of $825, it’s a safe bet that you’ll want to get plenty of wear out of your new favorite leather jacket — particularly atop fall style classics like a rugged henley and expertly faded blue jeans.

It’s hard to find one iteration of an iconic leather jacket in a special collaborative build, much less a second edition, but the Bespoke Post x Schott NYC Roughout Leather Rancher Jacket lives up to its billing and then some — find your size while it’s still around, and then proceed to wear it in casually rugged fashion as often as yo ucan.

by Beau H.

The Friday Read: Visiting “Downton Abbey” with Highclere Castle Gin

Highclere Castle Gin.

My friends, welcome back to another edition of my weekday-ending recap, The Friday Read, where we touch on a little bit of everything — menswear very much included — in a way that’s a little bit different than the process here at The Style Guide the rest of the week.

You see, if you keep up with me on Instagram, you know that I wear a lot of hats among my many freelance writing pursuits, from covering the best sneakers for GQ to writing about the best new Scotch at Maxim and keeping up with all things fall style within the confines of this site (and others).

And as with my trip just last week to El Tesoro Tequila to try a stellar lineup of excellent new tequila, I once again hopped a flight — this time, a longer, trans-Atlantic flight to follow the story and the spirit.

Read my latest spirits writing here

The itinerary and the goal this time around? Trekking to historic Highclere Castle — a real-life castle and yes, the actual home of acclaimed TV and film series “Downton Abbey.” Not bad for a weekday work trip, right? Among other adventures, the trip took back the curtain on the excellent Highclere Castle Gin, a bottle that absolutely belongs in your bar cart (and one that’s often priced at below $30 in the United States).

Learn more about Highclere Castle here

There’s much to love about Highclere Castle Gin, which actually launched much more recently than one might expect — just before the pandemic hit, in fact. It was founded in part by entrepreneur Adam von Gootkin, who dreamed up the idea for the spirit and brought it to life with the help of the castle’s own Lord and Lady Carnarvon. Your average back-bar gin backed by a massive corporate conglomerate, this is not.

And yet, the gin tastes just as historic and acclaimed as its larger counterparts, with centuries of pedigree backed up by its namesake home. Along with two days spent tasting gin and wandering the grounds of Highclere Castle, a stop in London (at the Other House Kensington) and an excellent gin pairing dinner at The Stafford London was in order. In The Stafford’s historic wine cellar, fellow writers, influencers and supporters of Highclere Castle dined on some stunning dishes (again, follow me on Instagram for real-time action).

We tried a forthcoming new expression (more to come soon!) and chiefly, trekked the iconic and instantly recognizable grounds — shoutout to my traveling companion, drinking buddy and formidable writer Brian Freedman.

The Highclere Castle Barrel-Aged Gin was a particular highlight, with unexpected smoke and citrus notes thanks to aging in Armagnac barrels (among other processes). The best part is, you can get Highclere Castle Gin online and in nine countries, and all at a remarkably low price. How’s that for a visit that’s worth hopping on a plane across the ocean?

Filson

It’s trips like these, ones where I get to experience exceptional spirits in a wonderful atmosphere — all while wearing some of my favorite menswear and carrying my favorite luggage for travel — that drive home that I positively love what I do when it comes to my many freelance writing pursuits.

On that front, you can assuredly look for much more on my trip very soon at sites like CoolMaterial.com, where I’ve got a couple stories in the hopper just yet. In the meantime, I’m looking forward to a restful weekend back in Brooklyn, where “flannel shirt weather” continues to creep in slowly but surely.

As always, you can expect a series of weekend style posts incoming talking all about the best fall menswear. Stay stylish, stay thirsty and thanks for reading, my friends!

by Beau H.

The Thursday Buy: The Flint and Tinder Corduroy Overshirt Is an Expert Early Fall Layer to Try Now

Flint and Tinder Corduroy Overshirt.

When certain dates on the calendar start to creep ever closer, like the official first day of fall, I like to start readying my wardrobe as soon as humanly possible. Certain pieces, like my array of short-sleeve shirts for summer, are swapped out in favor of more rugged picks like one of the best chambray shirts, and that process usually includes a healthy dose of Huckberry menswear.

So it goes with the latest and greatest from Flint and Tinder, the brand-new Flint and Tinder Corduroy Overshirt — it’s another finely crafted, mighty tempting selection from the in-house brand at Huckberry, and it just might become your newest go-to layer this season.

Shop Flint and Tinder menswear now

Already the purveyor of one of the best waxed trucker jackets on the market, plus perfectly complementary faded jeans, stylish stretch chinos and more, the good folks at Flint and Tinder always seem to hit the mark when it comes to rugged, classic and easygoing-yet-useful pieces.

Naturally, this corduroy overshirt fits the bill quite nicely, with a garment-dyed wide wale corduroy construction that should prove ultra-soft right out of the box.

Best shirt jackets for men.

Double flap chest pockets and a straight hem — more like a chore coat than a traditional shirt jacket – give the Flint and Tinder Corduroy Overshirt an air of utility, while rich color options deliver style points aplenty. It also doesn’t hurt that the new Flint and Tinder Corduroy Overshirt retails for just under $100, a fair price given the quality I’ve come to expect from Flint and Tinder.

The rich Harvest Gold color of the Flint and Tinder Corduroy Overshirt might prove an especially apt seasonal choice, particularly alongside faded blue jeans. And when layered atop a henley or a thermal shirt, the pleasingly rugged, casually cool Flint and Tinder Corduroy Overshirt is well-suited for fall bonfires, cozy cabin mornings and layering beneath a trusted field jacket. As the seasons shift, make sure the handsome Flint and Tinder Corduroy Overshirt is in your wardrobe and ready to go, my friends.

by Beau H.

See Now, Buy Now: This Taylor Stitch Organic Cotton Henley is the Base Layer Your Fall Wardrobe Can Use

Taylor Stitch Organic Cotton Henley.

In my experience, as the seasons change and roll back around — from summer into fall, in this case — it’s more than worth it to have a few choice style essentials close at hand, the kind of pieces you can come back to time and time again.

Taylor Stitch Organic Cotton Henley review.

Take one of the best men’s henleys, a stylish choice that can serve as a rugged base layer or an option to wear all on its own — and the Taylor Stitch Organic Cotton Henley more than gets the job done as a timeless, modern classic. It’s the kind of useful, well-crafted piece as suited for wearing alongside the best selvedge denim from Taylor Stitch as with canvas work pants or even the brand’s famed chinos.

Learn more now at Taylor Stitch

And in my experience, it delivers properly in terms of form, fabric and durability — to say the very least. Yes indeed, if you needed a reminder that fall is all about proper layering and utility, then the Taylor Stitch Organic Cotton Henley should be your starting move of choice.

Best fall henleys for men.

It comes in the brand’s helpful chest sizing (from sizes 36 to 46), another useful starting point as you search for a tailored henley that’s flattering enough to wear on its own, and easy enough to layer beneath a waxed trucker jacket or a durable denim shirt.

With the Taylor Stitch Organic Cotton Henley, it’s about so much more than fit however, and the company proves time and again that it takes its fabric seriously.

This particular option (especially in the Heather Oat colorway, my personal favorite) uses a sturdy 5oz. organic cotton that should hold its shape over time. A ribbed collar and cuffs add durability and style, and the two-button placket is a classic, appealing touch.

It comes in a wide array of useful colors (including Faded Black as shown above), and each is about as versatile as it gets this fall season. A rugged henley flatters every guy, and the Taylor Stitch Organic Cotton Henley is certainly no exception — time to embrace the season with tried-and-true menswear picks aplenty.

by Beau H.

The Tuesday Steal: Save 40 Percent on This Fall-Ready Flannel Shirt at Huckberry Now

Best flannel shirt for men.

As we shift into a new season, you might not yet have fully taken stock, literally and figuratively, when it comes to the best fall style essentials to round out your next #OOTD. That certainly can be said for the best flannel shirts for fall, since a whole new crop of the seasonal favorite is hitting shelves as we speak.

But what if I told you that the good folks at Huckberry are making it easier than ever, as they always seem to do, by stocking a true in-season favorite at a steal of a deal? That’s why we’re here today on this fine Tuesday, after all.

And you’re in luck, of course: The Huckberry Sale section is now your one-stop shop for style essentials you can wear starting right this instant. That list absolutely includes the rugged 3Sixteen flannel shirt shown above (keep scrolling for more, my friends).

Learn more now at Huckberry

You see, while some retailers are getting rid of plenty of out-of-season sort of gear, the Huckberry Sale section has some hidden gems not to be missed, including the handsome, seasonally ready 3sixteen Crosscut Flannel Shirt.

Best flannel shirt for men to wear this fall.

Best known for a full lineup of stylish selvedge denim and USA-made classics, including T-shirts and of course, flannel shirts, 3sixteen puts a slightly Western spin on iconic favorites. That leads us to a multi-season flannel shirt you can now find for 40 percent off within the Huckberry Sale section. The 3sixteen Crosscut Flannel Shirt delivers the goods when it comes to transitional fall layering, starting with a heavy jacquard fabric and a flattering fit.

3sixteen Crosscut Flannel Shirt review.

Chest pockets give the 3sixteen Crosscut Flannel Shirt the utility of an overshirt, while the rich, earthy plaid color is a stylish addition to any fall wardrobe.

And when you consider that this flannel shirt normally retails for well over $200, yet can be had for 40 percent off, well, I’d wager the fine folks at Huckberry have once again delivered a sale find you can feel more than great about wearing as soon as possible.

by Beau H.

See Now, Buy Now: The Tecovas Luke Chelsea Boots are the Rugged Fall Boots You Need Now

Best Chelsea boots for men

As we step ever more swiftly into fall, there are a few key considerations to keep in mind as you survey the landscape of the best fall style essentials. Chief among them, if you ask me, might be a proper pair of boots for all situations rugged, be it fall weekend cabin getaways, day trips, leisurely strolls or a wide range of pursuits (tailgating or Oktoberfest beers, anyone?).

All of that means you need a pair of boots you can count on, a pair that delivers versatility plus reliable comfort and performance — a pair of boots like the Tecovas Luke Chelsea Boots, as dependable a pair as any on the market.

Learn more now at Tecovas

The famed Texas brand, best known for its classic Cowboy boots and Western boots in all forms, also makes a heck of a pair of the best Chelsea boots, one that uses finely crafted leather and highly durable materials along the way. The difference is one you can see and feel, and it’s largely thanks to the rugged water-resistant cowhide leather in a rich Cognac color, one nicely complemented by weatherproof seams.

Tecovas men's boots review

A Vibram Cristy outsole delivers superior comfort, grip and even toughness, and it doesn’t hurt that the Tecovas Luke Chelsea Boots toe the line nicely in terms of both style and performance. The shape of the toe box is sleek enough to wear with black or light wash jeans (or even dark tan chinos), yet the build of these boots means you can wear ’em reliably for workwear situations, too.

Tecovas men's Chelsea boots review.

The cushioned insole of the Tecovas Luke Chelsea Boots adds even more comfort, and in my experience, I’ve found that Vibram outsoles are springy and strong yet ultra-supple for all-day wear. That touch alone gives the Tecovas Luke Chelsea Boots an edge above the rest of the competition, and here’s something even better.

Shop men’s boots and more at Tecovas

You see, no matter which of the two leather options you select (particularly the Cognac leather seen here), well, I’d wager that the Tecovas Luke Chelsea Boots are only going to get better with more consistent wear.

Team ’em with your favorite blue jeans and a waxed trucker jacket, style ’em with tan chinos and a white Oxford shirt for high-low style, or opt into them as a durable choice with black selvedge jeans and a grey henley. There’s little that the Tecovas Luke Chelsea Boots can’t do, and you’re about to find that out the right way this fall — happy shopping, my friends.