See Now, Buy Now: These Red Wing Heritage Weekender Chukka Boots are a Certified Seasonal Classic

Best chukka boots for men to buy now.

Here at this Brooklyn style blog, we’ve been talking plenty about the best fall style essentials, the selections you simply can’t live without this season — from the ground up, starting with the best boots for men and carrying on through to essential base layers, waxed jackets and more.

But let’s circle back quickly to the boots you’ve got on your feet, perhaps even right now, as it’s high time to slot in some much-needed boot-wearing as a functional change of pace from summer’s trusty canvas sneakers and leather loafers.

Welcoming the brisk climes of fall is made all that much better, easier and more stylish if your footwear is up to par, be it for cabin weekends away, afternoon walks and even days at a more casual office or a coffee shop.

And with their positively legendary design, hard-wearing specs and versatile good looks, the Red Wing Heritage Weekender Chukka Boots absolutely qualify as both a certified fall style classic and some of the best boots for men, period. The even better news? You can pick ’em up as part of a full-on fall #OOTD via the good folks at Huckberry.

Naturally, like other selections when it comes to the goods being sold by Huckberry, the handsome, rugged and highly functional Red Wing Heritage Weekender Chukka Boots are as overbuilt as it gets, in the best way possible.

The beauty of the highly durable, expertly crafted Red Wing Heritage Weekender Chukka Boots lies in both the details large and small, like the flexible and lightweight Hill outsole, with a textured design for traction and durability (just like other pairs of Red Wing work boots, as luck would have it). That outsole meets hard-wearing leather or suede across four varieties of boots.

Now, if ou follow me on Instagram, you might have seen I’ve tried the White Sand Mohave variation of the impossibly comfortable, sturdy and stylish Red Wing Heritage Weekender Chukka Boots — just check ’em out above. I’ve found these chukka boots to be incredibly lightweight and supple out of the box, yet fashioned with a tough, dependable design — the three-eyelet build and rather chunky outsole make them an expert casual style move alongside everything from rolled chinos to light wash jeans.

The use of Copper Rough and Tough leather, which will develop an eye-catching patina over time, makes the Red Wing Heritage Weekender Chukka Boots a major winner in my book of rugged fall style for guys, too. And since they’re sold by Huckberry at the moment, you’re getting a guarantee of quality, reliability and utterly timeless style. The next time you’re searching for a pair of the best men’s chukka boots, the Red Wing Heritage Weekender Chukka Boots should be your new go-to, my friends.

See Now, Buy Now: The Buck Mason Storm Stopper Bomber Jacket is Made for Every Fall Adventure

Fall and winter’s worst weather, and toughest excursions far afield, call for the most durable — and dare I say stylish — outerwear on the market. Only a trusted few brands in my book can clear that high bar when it comes to fall menswear essentials, and the good folks at Buck Mason certainly meet the mantle rather handsomely.

One of the best fall and winter blazers is already yours for the taking via the modern Americana heritage brand, and the company is also offering up one of the best men’s cardigans for retro layering. So, it certainly makes perfect sense that the company knows a thing or two about classic, durable styles fashioned in the proper way for today’s modern gentleman (that’s you! And me!).

So the Buck Mason Storm Stopper Bomber Jacket seems to carry on that lineage in just the right way, with all the specs you need for fighting wind and rain — on your commute, on a weekend getaway and every time in between that calls for casually rugged style. The Buck Mason Storm Stopper Bomber Jacket is overbuilt in the best way possible, paying homage to iconic bomber jackets first worn by pilots decades ago.

The company uses a yarn-dyed cotton-poly weather cloth for a supple handfeel and lightweight fabrication, but it’s then finished off with a Durable Water Repellent treatment (not unlike other variations of your favorite waxed jackets).

The Buck Mason Storm Stopper Bomber Jacket is also fully lined for an easy wearing experience — style this hard-working bomber jacket atop a cream fisherman sweater or else a light khaki henley or even a clean, classic pocket tee.

The versatility of the Air Force Navy shade of the Buck Mason Storm Stopper Bomber Jacket is nearly unmatched, while ribbing at the wrists, collar and bottom hem adds a dash of warmth and a secure fit.

Speaking of fit: This modern bomber jacket features a classic fit that’s not overly baggy, so you can layer with ease.

Angled hip pockets provide space for your everyday carry, while the handsome Buck Mason Storm Stopper Bomber Jacket is finished with small details like a leather pull tab on its contrasting silver zipper.

For grab-and-go performance that’s as useful on a day hike as it is on a distillery tour, the casually rugged, effortlessly cool Buck Mason Storm Stopper Bomber Jacket is a modern classic with the versatile, fashionable looks to match — whether worn with tan chinos and a thermal henley or an Oxford shirt and classic dark blue jeans. Make this new style staple a personal favorite this season.

See Now, Buy Now: This Billy Reid Plaid Shirt Takes Luxury To a New Level This Autumn (And Beyond)

Best fall shirts for men.

Once you’ve tried out a premium upgrade to a sort of everyday basic — like a newer, better, more premium and precise take on the tried-and-true fall flannel shirt — then it becomes hard to go back to anything else. A lofty sentiment though that might be, the best fall shirts for men epitomize quality construction and a handsome, rugged, classic-meets-modern design.

Again, that’s a high bar to clear, but in my experience, Billy Reid (the Alabama-based designer of a slew of modern icons) delivers accordingly, and that holds true with new arrivals from Billy Reid, here just in time for autumn’s finest weather and foliage.

The Billy Reid Melange Grid Wilson Shirt updates the time-honored fall plaid pattern of a sturdy buttondown shirt, giving it a slightly faded effect that turns it into something as easily worn with dark blue jeans and a navy blazer as with, well, those same blue jeans and broken-in leather boots.

The Billy Reid Melange Grid Wilson Shirt manages to feel classic and yet modern at the same time, boasting all the proper details one might expect from a designer known for outfitting James Bond in the Bond Peacoat over the years.

In fact, the rugged-yet-refined Billy Reid Melange Grid Wilson Shirt is a prime layer to wear beneath the iconic Billy Reid Bond Peacoat, boasting the kind of design that can be worn untucked with Billy Reid denim or tucked in alongside wool trousers and a midweight V-neck sweater (at the office or out on a date, mind you).

There are plentiful stylish features built into the Billy Reid Melange Grid Wilson Shirt, from the hidden buttondown collar (which gives the collar structure and shape without looking overly casual) to the shirt’s heirloom ribbon detailing at the hem.

That last touch on the Billy Reid Melange Grid Wilson Shirt is a Billy Reid classic, one that helps make this shirt feel so much more than a buttondown to be thrown on at a moment’s notice (although you can certainly do that, too!).

With its mother-of-pearl buttons and soft brushed cotton construction, the handsome and versatile Billy Reid Melange Grid Wilson Shirt speaks to the idea that even the everyday essentials can be made better — take heed and dress accordingly this fall, my friends.

See Now, Buy Now: This New Mack Weldon ACE Blazer is the Perfect Early Fall Jacket

Best fall blazers for men.

Needing to strike the right balance between comfort and style can be a tricky equation at times, at least as far as fall layering is concerned — and particularly when the occasion calls for one of the best blazers for men.

While fabrics like cotton and linen should more than suffice in the warmer months, something with a bit more heft and texture is preferred for fall and winter, yes? And that’s where my good friends at Mack Weldon rise to the occasion, and then some.

You likely know the New York City brand for its wildly soft and comfortable boxer briefs and basics, but the brand has grown into so much more over the years (as previous Mack Weldon reviews on this site attest — read up, folks!). And the Mack Weldon ACE Blazer delivers the goods, and then some, boasting a supremely comfortable mix of stretch, comfort, style and polish.

The Mack Weldon ACE Blazer is the latest and greatest menswear innovation from the brand, which also excels at modern fabrics blended with classic style silhouettes. On the surface, it features the laidback yet crisp patch pocket design of a casual blazer for men, the kind you can wear with corduroy trousers or cotton chinos as easily as with dark blue jeans.

The difference, of course, lies in an expert fabric blend of micro-brushed French terry cotton for extreme comfort and softness. There are also timeless sportcoat touches like a modern lapel and a double-back vent when it comes to your new favorite fall blazer.

Mack Weldon appears to have been right on the money when they noted that “someone invented a blazer that’s as comfortable as your favorite sweatshirt,” and in my experience, the design holds true to a precise blend of form and function. If I were you, I’d wear the handsome Mack Weldon ACE Blazer with a blend of high-and-low style essentials, like a crisply cut Oxford shirt or even a thermal henley and black jeans for style with a bit of an edge to it.

Available in versatile colors like True Black and a light Grey Heather colorway, there’s also a perfectly fall and winter-ready Charcoal Herringbone design for a true nod to seasonal style.

Plus, you can throw on the Mack Weldon ACE Blazer and truly forget about it — it’s comfortable enough to move with you, able to be worn on a plane and then right out to drinks, and cut in the perfect weight for fall. Find out more about the Mack Weldon ACE Blazer now, ahead of the best season in menswear.

See Now, Buy Now: This Relwen Flyweight Flannel Shirt is Your New Go-To Shirt This Autumn

When it comes to absolutely indispensable men’s style must-haves for fall, the pieces that are going to deliver the most versatility, variety and rugged appeal day in and day out, I’d rank one of the best flannel shirts for men pretty high on my own list.

What about you? Cut with thick cotton flannel fabric and available in rich plaids and reliable solid colors, the best flannel shirts date back to the days of your grandfather (and beyond, of course), but plenty of the top brands on the market are making standout examples of the style.

Take Relwen: The Ohio-based brand takes style cues from heritage menswear, including the flannel shirts and military essentials of days gone by, and that’s why the company is such a big part of the lineup at fan-favorite adventure retailer Huckberry.

If you’ve shopped the retailer as of late, you know they’ve got some of the very best fall gear on the market, cut from rich seasonal fabrics and available in handsome colors and patterns — not unlike the options available when it comes to the Relwen Flyweight Flannel Shirt. The best men’s flannel shirts are the autumnal version of the all-season Oxford shirt, with the proper seasonal fabric and durable design to match.

As far as the handsome Relwen Flyweight Flannel Shirt is concerned, that means this one uses durable and yet soft 100 percent cotton flannel that’s been brushed for softness.

And it doesn’t hurt that the classically cut Relwen Flyweight Flannel Shirt comes in a selection of timeless, eye-catching plaids and some neutral color options made to style with everything from olive to charcoal to navy. My personal favorite of the Relwen Flyweight Flannel Shirt lineup is a Dark Honey shade that would wear expertly with dark blue selvedge jeans.

The Relwen Flyweight Flannel Shirt also features reinforced stitching at stress points, while the collar is finished with classic and yet slightly more casual buttons for a fit that you can dress down atop a henley or dress up beneath a navy wool blazer.

For dependable style, an expert fit, soft fabric and just plain stylish good looks… lean on the classics, and the classics made modern — like one of the best new fall flannel shirts from Huckberry.

See Now, Buy Now: This Will Leather Goods Duffle Is the Perfect Bag for All Your Fall Getaways

For as crucial as it is to keep your eye on the prize when it comes to the menswear essentials you’re packing for late summer and early fall getaways, you’ll tend to realize quickly that one of the best weekender bags for men is just as important, as we’ve so often talked about here on this Brooklyn style blog.

The way you stow and transport your favorite gear, from a perfectly crafted Oxford shirt to the right pair of do-it-all leather boots and even your dopp kit (again, a proper dopp kit!) is vital to keeping those tried-and-true essentials in fine form, it’s all the better if your stylish weekender bag of choice is built to last with heritage-quality materials.

Still with me? Good, great and grand, because the good folks at Huckberry just might have managed to track down the must-have weekender bag you’ll want to tote around all fall: The Will Leather Goods Atticus Duffle blends old-world craftsmanship with new-school great looks, and it could just become your new favorite weekender bag.

The Will Leather Goods Atticus Duffle springs from the brand’s unlikely roots (the company started out as a one-man operation selling ornate belts on the Venice Beach boardwalk, and now calls Oregon home), and carries on a tradition of modern craftsmanship. In my experience with Will Leather Goods, its leather and materials manage to feel luxurious, right down to the handles on a canvas tote bag.

The Will Leather Goods Atticus Duffle, made from full-grain, vegetable-tanned leather in a handsome shade of Cognac, comes with a removable luggage tag and all the bells and whistles needed to pack and carry your favorite gear from point A to point B and beyond. Note the fact that the Will Leather Goods Atticus Duffle features a large main compartment with a two-way top zipper for easy access, along with a separate zippered shoe compartment and an easy-hanging hook built within the bag itself.

Even the plaid lining within the durable and rugged yet fashionable Will Leather Goods Atticus Duffle is carefully considered, while antique brass hardware should patina handsomely the more you use one of the best men’s weekender bags for fall.

This sturdy weekender bag also features a back leather pass-through strap to slide atop your carry-on suitcase with ease, although with the ample carrying capacity within this elegantly rustic bag, you might not need a rolling suitcase for shorter trips.

Before you strike out on your next great seasonal adventure in style, make sure the Will Leather Goods Atticus Duffle is packed with absolutely everything you need — it can pass muster for the task at hand.

See Now, Buy Now: Flint and Tinder’s Waffle Henley is Perfect for Seasonal Style Transitions

When the going gets tough and the weather starts to shift from summer into early fall ever so slightly, what menswear essentials do you reach for in your rotation? In my experience, it pays off to go rugged, durable and versatile as you layer up for a seasonal shift, and of course, that’s where one of the best men’s henleys comes into play.

A personal favorite of mine, the henley boasts roots both sporting-focused and workwear-oriented, with a customizable button placket, sturdy construction and dependable fabrication — especially if that henley is one from Huckberry, as the new Flint and Tinder Waffle Henley handily proves.

It’s part of an essential offering of sturdy men’s gear from the famed retailer, which focuses on Americana classics with a modern edge. And although simple on the surface, the dependable new Flint and Tinder Waffle Henley proves that it pays off to have the basics covered, be it for one last breezy summer getaway, the first bonfire of the approaching fall season, or a casual day about town (layered up beneath a waxed trucker jacket, naturally).

Best men's henleys for fall.

The Flint and Tinder Waffle Henley boasts a blend of waffle-stitched cotton and 1 percent spandex for easygoing stretch, while ribbed cuffs offer a secure fit (and in my experience with Huckberry henleys, that means the cuffs won’t slip or ride up or down as you adjust the fit of your shirt).

The handsome Flint and Tinder Waffle Henley is ideal for wear as a base layer, particularly beneath a flannel, cotton chamois or chambray shirt, but it can also be styled on its own with Huckberry’s excellent lineup of the best blue jeans for men.

And with three neutral, easy-to-style color options available (including the crisp Navy and my personal favorite, Natural), the durable and rugged Flint and Tinder Waffle Henley is a natural complementary piece alongside many of your fall weekend favorites — now and in the months ahead, of course. Layer up with your new favorite henley (the fairly priced Flint and Tinder Waffle Henley) and thank me — and your fall wardrobe! — later, my friends.

See Now, Buy Now: Todd Snyder’s 5-Pocket Chinos Blend the Best of Both Worlds, Any Time of Year

It can be tricky to find an improved version of a classic you’ve been wearing for years, be it hard-working blue denim, the right chambray shirt or an everyday pair of stretch chinos.

The chino’s military roots have come a long way, and designer Todd Snyder certainly has a healthy respect for those roots — durable, dependable design is the name of the game, and it makes perfect sense that the Todd Snyder 5-Pocket Chinos manage to improve upon the versatile design of this all-time menswear classic. Let’s take a closer look, shall we?

The best chinos for men step things up from dark blue or light wash denim in any season, for starters, with a crisp look that wears nicely in situations both business casual (an Oxford shirt and a navy cotton blazer make for a wise pairing), and casually rugged (a henley and shawl cardigan, anyone?).

Even as summer’s heat hangs in there these last few weeks of August, the Todd Snyder 5-Pocket Chinos bridge the gap between seasons — they mimic the same build as reliable jeans, yet use a stretch garment-dyed cotton twill blend for supreme comfort and a sense of style that’s just a touch more elevated than regular blue jeans.

Best stretch chinos for men.

Call the Todd Snyder 5-Pocket Chinos a wardrobe upgrade heading into a new season, but don’t call ’em boring: The award-winning designer says these handsome pants are “casual yet elevated, comfy yet polished, and ready for just about anything,” and I tend to agree (as you know if you’ve read the blog over the years!).

In my experience, there’s hardly a thing the Todd Snyder 5-Pocket Chinos can’t do, be it pairing ’em up with a simple cotton pocket T-shirt or wearing them to the office alongside a chambray dress shirt and leather chukka boots.

It’s a major bonus that they come in a range of crisply cut, highly wearable colors: There’s the dressy, navy Nightwatch, the deep brown Glazed Pecan, even sharply designed Black and a light Olive Vine shade.

Available in both Slim and Straight fits, the Todd Snyder 5-Pocket Chinos should prove every bit as wearable as your favorite go-to jeans, yet with a touch more polish — as we so often like to shop for (and wear!) at this Brooklyn style blog.

Throw these on with your favorite worn-in pair of Red Wing Iron Ranger Boots or else lace up some new leather high-top sneakers (or a pair of Todd Snyder x Sperry boat shoes to close out summer). Make no mistake, the Todd Snyder 5-Pocket Chinos can do everything you ask them to do, and then some — there’s no better way to get ready for fall, my friends.

See Now, Buy Now: Tecovas Is Now Making Some of the Most Rugged Work Boots for Men on the Market

Best men's work boots.

It might feel odd in the midst of the dog days of summer to turn your eye toward the horizon that is the slow approach of fall (replete with fall style essentials aplenty!), but it’s never too early to prepare (ever so slightly!) for a new season at hand.

You can start the process any way you like when given the proper time, but as the seasons start to shift, a pair of the best boots for men might just prove a wise building block for the rest of your wardrobe, at least in my experience. And so, we take a deep dive into Tecovas men’s boots, folks. The fast-growing Austin-based brand has been around for a little over a decade now, making waves in the world of Western menswear, its cowboy boots, denim shirts and ranch jackets very much included.

But what if I told you the brand was also now making a pair of the best men’s work boots, for those days when even sturdy cowboy boots won’t quite cut it? Yes indeed, it’s true, and the Tecovas LongHaul Waterproof Moc Toe Work Boots should prove mighty handy, durable and functional for long days and nights in the field, on a job site, in your garage and beyond.

The Tecovas LongHaul Waterproof Moc Toe Work Boots boast all the proper specs one might expect in a set of tried-and-true work boots, including a composite safety toe and plenty of comfort-enhancing features. They’re set atop a dual-density outsole and the company’s proprietary Total Energy Cushioned insole.

What’s more, plenty of Tecovas reviews call out the extreme focus on comfort, rebound and support from a brand normally known for its utterly classic men’s Western boots. The Tecovas LongHaul Waterproof Moc Toe Work Boots are also designed to resist oil and water, with what the brand calls a “muck-off tread,” so your boots don’t retain too much debris — no matter how tough the going gets out there.

Moc toe construction reinforces the tough-as-nails Tecovas LongHaul Waterproof Moc Toe Work Boots, which are also surprisingly affordable at less than $250 for either the Espresso Cowhide option or the handsome Cashew Roughout leather option.

It’s an added bonus that either shade wears well with shades of light wash and dark wash denim, plus black canvas work pants and perhaps even grey chinos for off-duty pursuits (provided your boots get a good cleaning before hitting your favorite brewery, of course).

Meanwhile, a padded upper collar and speed hook lacing (along with five-eyelet construction) should provide a snug, easy-to-wear fit. When it comes time to get down to business — the business of hauling brush, tooling around the yard or bellying up to your favorite dive bar — consider the hard-wearing Tecovas LongHaul Waterproof Moc Toe Work Boots more than up to the task at hand.

The Tuesday Steal: It’s the Last Day to Shop the Huckberry Annual Summer Sale – Just Buy This Flint and Tinder Linen Shirt

Best linen shirts for men.

If you’ve been reading this Brooklyn style blog over the past week or so, you’ll very well know there’s been a hot topic of conversation around these parts as far as the best menswear deals are concerned.

Perhaps you’re already well-acquainted, but the Huckberry Annual Summer Sale has been riding high, so to speak, in offering stellar savings on a wide range of menswear, outdoor goods, everyday carry essentials, sleek leather loafers, breezy shorts stylish summer sneakers and much more — and now, that sale is reaching its conclusion later tonight (12 a.m. Pacific Time, in fact).

What’s a guy to do? Well, first off: Evaluate your shopping cart for any stragglers you might have left behind, any menswear and gear selections that you perhaps haven’t bought yet — remember, the company stocks and sells its own line of menswear from brands like Flint and Tinder, as well as an array of selections from Filson, Taylor Stitch, Astorflex and many more.

Consider them carefully, decide what you want to keep and what you might not need to buy right now, and then evaluate further: There’s one more item you might want to ‘add to cart’ before Huckberry’s latest sale concludes, and that’s one of the best linen shirts for men. The headline, really, says it all: For breezy, expertly crafted summer style in the heat, just buy the aptly named Flint and Tinder Classic Linen Shirt.

There’s much to love about the crisply designed Flint and Tinder Classic Linen Shirt — the company modeled it after a timeless, any-season Oxford shirt, yet used ultra-lightweight and comfortable 100 percent linen for a finish that stands up to summer’s heat. Right now, the Flint and Tinder Classic Linen Shirt is marked down below $90 on sale — a sale price that won’t stick around for very long, of course.

It also comes in a wide offering of sizes (from Extra Small up to 3XL), and offers up the notion that looking polished in the heat is as easy as finding the right buttondown shirt to pair with everything from drawstring lounge linen shorts to stretch chinos and leather loafers at the office.

A chest pocket, a curved shirttail hem and a length that looks positively great tucked in or untucked all deliver the kind of style your summer wardrobe simply can’t live without. I’m a fan of the ultra-versatile Natural shade, as well as Dusty Olive and even the change of pace that the Brown version of the Flint and Tinder Classic Linen Shirt offers.

When it comes time to suit up or to put your best foot forward, linen is the answer in your shirting rotation, and Flint and Tinder’s latest on-sale gem gets the job done — score it now while the Huckberry Annual Summer Sale lasts.