The Sunday Sale: These Rugged Workwear Boots from Huckberry are the Discounted Footwear Move Your Closet Needs

As we step assuredly into the winter season and the new year, I’d wager that the right pair of rugged leather boots for men can, in some cases, make all the difference in matters of form and function. Throw in a pair that’s tried-and-true, tested for work as well as serious style points and durability, and you might say we’re cookin’ with gas, as the adage goes.

That’s why I tend to trust the good folks at Huckberry, keen observers of the best winter menswear and keen sellers of durable, Americana-inspired and utterly classic men’s style all around.

And so it goes with today’s on-sale pick, a barnburner of a discount from the Huckberry Sale section revolving around the Rhodes Footwear Work Wedge Chelsea Boots.

As at home on the shop floor or near the drafting table as they are seated at your favorite bar stool beneath the cuff of a perfect pair of indigo jeans, these stylish Chelsea boots for men excel at both work and play, quite literally — and they’re on sale right now in the Huckberry Sale section, my friends.

Best Chelsea boots for men.

Rugged gear made for the moment at hand is always a treat to find at a bargain (the Rhodes Footwear Work Wedge Chelsea Boots are marked down to $211 from $248), and these tough work Chelsea boots pack in a laundry list of features along with their traditional workwear good looks.

The Rhodes Footwear Work Wedge Chelsea Boots boast textured full-grain leather uppers constructed in Leon, Mexico, a place known for its fine footwear craftsmanship.

The lightweight Meramec PU outsole, on the other hand, offers grip, rebound, comfort and support, while you’ll note that these boots feature reinforced leather in key stress spots (like the top of the vamp, where the heel meets the shaft of the boot — the details make the difference, my friends!).

Dual pull tabs offer an easy-on, easy-off wearing experience, as do the elastic side gores — these are tough-as-nails Chelsea boots as fit for wearing with canvas work pants and a henley-plus-waxed trucker jacket as they are with a light wash denim shirt and dark indigo blue jeans for casually contrasting, off-duty style. You might not get all that many chances to score a pair of the best Chelsea boots for men like the Rhodes Footwear Work Wedge Chelsea Boots, so I’d urge you to jump at the chance — happy shopping, my friends.

See Now, Buy Now: This Relwen Trap Blazer from Huckberry Blends a Classic Sweatshirt and Timeless Blazer in Style

Best blazers for men to buy now.

There’s still one last entry on the calendar to cross off before we move from 2025 into 2026, but it’s never too early — as I’ve said across the past weeks — to start thinking about how your next year will develop in matters of style and substance.

On that note, let’s start things off with a bang — and with style and savings in mind — by poring over the happenings at the Huckberry See You Out There Sale, as prime a way to roll from one year into the next as any.

If you’ve kept up with the blog as of late, you’ll have found that via the Huckberry See You Out There Sale, there’s little that’s not up for grabs at a discount, particularly in matters of winter style (not to mention the perfect blend of cozy comfort and dashing good looks).

There are discounts aplenty on brands that aren’t for sale all that often via Huckberry, but we’ll set our sights on the fan-favorite offerings from Relwen today, a military and heritage-inspired brand with an utterly classic outlook on, well, the classics.

Ohio-based Relwen makes razor-sharp chinos, soft yet rugged flannel shirts, lined flannel shirt jackets and even some cool-as-can-be long-sleeve polos, as well as the famed Relwen Trap Blazer — it’s a streamlined, grab-and-go selection that blends the fierce determination of an old-school hunting jacket with the effortless modern cool of a lightweight blazer, and the Relwen Sweatshirt Trap Blazer goes a step further in matters of everyday comfort, fashion and reliability.

As Huckberry sagely notes, the Relwen Sweatshirt Trap Blazer is “structured like a blazer, soft like a sweatshirt,” this time using a jacquard knit fabric with a smooth interior backing that’s been woven into an utterly soft, stretchy and wildly comfortable take on the classic blazer.

Best winter blazer for men.

The same hallmarks of the modern icon that is the Relwen Trap Blazer remain, like its natural-shouldered build and four-button front finished off with a handy and just-plain-cool throat latch button for added protection from the elements.

Patch front pockets help this casually rugged jacket feel like a patch-pocket blazer, while the utterly soft jersey construction means it feels and wears more like a sweatshirt, which is a major bonus in my book.

So if you’re searching for a more laidback blazer you can throw on over a contrasing T-shirt, a henley or a more rugged chambray shirt with dark blue jeans, then the Relwen Sweatshirt Trap Blazer is your next menswear ace-in-the-hole.

And of course, via the Huckberry See You Out There Sale, it’s on sale now for about 30 percent off. The time is plenty ripe to take stock of new and old menswear favorites: Ensure this handsome men’s blazer is among them this winter.

See Now, Buy Now: This Handsome Leather Duffle Bag from Unmarked and Huckberry Is Perfect for All Your Winter Travel

For as much as we talk about the best men’s style essentials and top gear for the modern man, it’s worth putting just as much care and thought into how you ensure those essentials stay in top-notch shape and perform their very best from point A to point B.

So, rather than hauling your favorite leather boots and one of the best chambray shirts –among other holiday style must-haves — in just any old bag, why not level up a touch this season with one of the best weekender bags for men?

Add in the fact that it’s sourced and sold by one of your favorite online retailers — the good folks at Huckberry — and we’re looking at a certified winner when it comes to some of the best travel gear for guys.

And as a matter of fact, there’s a great reason the Unmarked Leather Weekender Bag is even listed among Huckberry’s Gifts for the Guy Who Has It All — it’s just that cool, stylish, dependable and forward-thinking in matters of craft and heritage. How about that, ehh? And if you — or the impossible-to-shop-for guy on your list — hasn’t heard from Unmarked, holiday gifting can present a prime opportunity to either refresh your own leather goods rotation or help a trusted, stylish fellow in your life level things up considerably.

The Unmarked Leather Weekender Bag sold by Huckberry features a rich Shedron shade of leather in an exclusive Western pattern that’s all the rage (making it worth its price tag of $400, in my experience — not a bad deal for a weekender bag you can reliably take across the country and globe as it develops better patina with age. The Unmarked Leather Weekender Bag boasts glazed pull-up tanned leather and vegetable-tanned strips for ornate detailing and richly crafted, rugged quality — its brass hardware is made in America, while the hard-working yet stylish Unmarked Leather Weekender Bag features reinforced rivets and a gold-tone brass zipper.

And another thing: Because you’re perhaps wondering what exactly you can fit in the Unmarked Leather Weekender Bag, note that its dimensions clock in at 17” x 11½” x 9”. That should give you enough space for a weekend away, and perhaps even enough space to pack a durable pair of Unmarked’s impeccably designed leather boots.

For the guy who values traveling in style, with goods built to last (even if you just score it for yourself!), this fashionable leather weekender bag is the right move.

See Now, Buy Now: Save as Much as 50 Percent On the Coolest Shoes from Astorflex and Huckberry During Cyber Monday

Astorflex men's shoes review.

If you’ve been keeping up with the flurry of deals rolling through town (and on this style blog) these past few days as part of the best Black Friday and Cyber Monday menswear deals, I’d wager you’ve seen there’s no shortage of options when it comes to savings on the coolest gear for guys. That’s an understatement, right?

And there might not be a retailer doing it better at the moment — in terms of the type of and number of deals, and the categories covered, and the style points included — than our good friends at Huckberry.

The do-it-all-retailer has a penchant for rugged outdoor gear, stylish stretch denim, everyday carry accessories and oh-so-much-more, including curating a tasteful and very sharp lineup of Astorflex men’s shoes. Toss in the fact that Astorflex shoes are on sale for as much as 50 percent off during Huckberry’s Cyber Monday Sale, and you’ve got a certified fashion winner in the works.

The Italian-based company runs its own family-owned factories to make some of the finest chukka boots, Chelsea boots, leather loafers and tasteful slides on the market, each done up with richly crafted leathers, sustainably aged uppers, natural rubber or leather outsoles, and exceptional quality in every stitch. In my experience, it’s remarkable stuff in matters of comfort, construction and quality — but let’s get down to the real business at hand, shall we?

And that business ties back directly to the standout Astorflex men’s shoes sale we mentioned earlier — it’s part of a slew of deals ongoing at Huckberry, but these savings won’t last for long (seriously — today is the last full day!).

There’s a massive variety within the Astorflex lineup, from the tailored yet versatile Astorflex Redflex Derby — as wearable with rolled blue jeans as they are with tobacco-hued chinos — to the rugged yet somewhat sleek Astorflex Bitflex Chelsea Boots (another Astorflex staple, at least in my experience).

You’ll also find a bevy of boat shoes, side-zip boot, textured loafers and even the famous Astorflex Greenflex Chukka Boots for sale at Huckberry’s Cyber Monday Sale. Again, it bears repeating that these savings won’t be sticking around for long — in fact, the clock is ticking as we speak, so go out and find your new favorite shoes from Huckberry and Astorflex.

The Sunday Sale: This Garment-Dyed Blazer from Wills and Huckberry is the Most Versatile Jacket You Can Buy (At a Discount)

I often scour the market for the best men’s clothing deals, as you well know if you read this Brooklyn style blog on the regular. Of course, I frequently check out the digital wares on the (digital) shelves at Huckberry, which is what brings us to today’s Sunday Sale in the midst of a very fine NFL fall Sunday indeed.

And in the midst of an utterly jam-packed holiday season, it’s reassuring to know you can still score a deal on a truly versatile piece of men’s tailoring, like the Wills Garment-Dyed Blazer shown above.

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It’s not the first time we’ve talked about Wills, the ultra-premium in-house brand from everyone’s favorite Americana retailers Huckberry, as the micro-brand is perhaps best known for remarkably soft cashmere sweaters, neatly tailored trousers and easygoing yet luxe staples like the Wills Garment-Dyed Blazer.

Huckberry calls this handsome navy blazer, complete with classic patch pockets, “your secret to easy-wearing warm-weather style,” perhaps a sign pointing towards its on-sale price tag right now — and yet, this is one time shopping out of season, yet at a discount, makes perfect sense.

You see, with a crisply cut navy blazer like this, particularly in a lightweight design, you can layer it up with ease over everything from an elegant button-front cardigan to a fisherman sweater. Thanks to its blend of cotton and elastane, this blazer should prove adept at business casual style situations as well as business casual travel.

After all, the soft-shouldered design and patch pockets make for easy wearability on the go, from point A to point B — and Wills clothing at Huckberry, like the Wills Garment-Dyed Blazer, is also designed to resist wrinkles and odor, not unlike the Proof in-house brand at Huckberry.

With a crisply cut and highly stylish, easily wearable blazer like the Wills Garment-Dyed Blazer, go-anywhere good looks become second nature, be it pairing with an Oxford shirt and rust chinos this holiday season, or else keeping handy to wear with dark blue jeans and a chambray shirt at the office or on a weekend date night.

Throw in the chance to save a few bucks with your purchase, and it’s a no-brainer to scoop up the Wills Garment-Dyed Blazer, at least in my experience.

See Now, Buy Now: This Relwen Superfleece Jacket Upgrades a Cold-Weather Closet Staple

Best puffer jackets for men.

There’s something to be said for finding a closet staple like one of the best winter jackets, and then taking that a step further with updated, modern fabrication and standout style.

Take the puffer jacket, made with quilted construction and down filling. It’s a sportswear staple, as fit for the slopes as it is for apres-ski drinks in a more casual setting — call it an adventure jacket with some travel-ready wearability, which just so happens to be a Huckberry specialty (my favorite retailer is, of course, the focus of today’s spotlight). Keep scrolling for more!

But some puffer jackets are overly technical and come in vivid colors without versatility — that’s where the Relwen Quilted Superfleece Jacket enters your casually rugged technical outerwear rotation and changes the game quite handily.

It’s based off another Relwen outerwear staple, the Relwen Windzip Jacket, which is a more minimal and streamlined take on the classic puffer jacket — with a dash of military style inspiration thrown in, to boot.

So, you could certainly say that the Relwen Quilted Superfleece Jacket from the Ohio-based, Huckberry-approved outfitter is as good as it gets, blending the best of both worlds in a technical yet eye-catching, casually fashionable way. It starts with a wildly durable water-resistant, breathable stretch shell that easily repels wind and rain (at least, in my experience wearing pieces like the Relwen Quilted Superfleece Jacket).

From there, cozy and warm high-pile fleece gives the handsome Relwen Quilted Superfleece Jacket superior performance in cold temperatures (you should still opt for a heavier parka during a blizzard, all that being said). The Relwen Quilted Superfleece Jacket boasts technical features aplenty, including ripstop-lined sleeves that should offer an easy-on, easy-off layering experience, plus brushed tricot pockets for warmth (and a dash of softness as you carry your EDC on adventures far afield).

This Huckberry-approved jacket also features mix-and-match zipper and durable snap-front button closures, and it comes in five easily wearable colors that can be paired seamlessly with expertly faded jeans, stretch chinos or jogger pants as you hop from point A to point B.

As Huckberry notes, straddle-stitched seams enhance durability at key stress points, while reliably rugged construction throughout should make for a prime wearing experience on the go this season. If you’re on the hunt for a jacket to wear on your next seasonal excursion, the Relwen Quilted Superfleece Jacket might just be the one, my friends.

See Now, Buy Now: These Crisp Corduroy Pants from Huckberry’s Flint and Tinder Belong In Your Autumn Wardrobe

Best corduroy pants for men.

It’s not quite as easy as one might think to narrow down a list of fall style essentials — from hearty denim to thick flannel shirts, cozy henleys and of course, the best leather boots for men, options abound in the way of seasonal style selections.

And yet, the best corduroy pants are worthy of your consideration — with the build of a durable pair of jeans and the refinement of, well, classic corduroy pants for men, the Flint and Tinder Corduroy Pants deserve a spot in your wardrobe, with versatility and style in spades.

A touch more elevated than even classic dark indigo jeans, and yet nowhere near as stuffy as the best suit pants for men, the corduroy pant is a rugged, versatile, casual and crisp style killer, at least in my experience.

The Flint and Tinder Corduroy Pants boast riveted pockets akin to your favorite denim, and they’re also sharp enough to sub in for jeans or dress pants in equal measure — styled the right way, of course. And as with many of my favorite style selections, they hail from Huckberry — would you expect anything less than the best from one of the top online menswear shops, ehh?

And when it comes to the Flint and Tinder Corduroy Pants, you’re certainly getting the best of the best — at a solid price, to boot. Classic five-pocket construction abounds, as does a garment-dyed finish for exceptional softness.

The rugged yet elegant Flint and Tinder Corduroy Pants are also built with stretch for extra comfort, and it certainly doesn’t hurt that they come in highly wearable color options, including a deeply rich olive number and the aptly named shade of Whiskey.

Each would wear exceptionally well with a chambray shirt and richly crafted brown leather boots, to name but one way you can wear the newly iconic Flint and Tinder Corduroy Pants. When the time comes to switch things up from classic blue dark denim or even your tried-and-true dress pants, opt for the refined-yet-rustic Flint and Tinder Corduroy Pants, my friends.

The Friday Find: The LUCA Drift Moc Toe Boots are a Prime Smart-Casual Footwear Move

Best moc toe boots for men.

I’m certainly willing to bet you’ve got your own idea of what “smart casual” or business casual means in your menswear wardrobe: Pieces that are a step down from a traditional dress shirt and a full suit, for instance, but that can be mixed and matched with ease for a stylish sense of polish. The navy blazer, the white Oxford shirt and the khaki or tan chino are prime examples of some of the best business casual style for guys, but what about your footwear? There’s a way to bridge the gap handsomely between rugged work boots and dress shoes polished to a shine — for all those times that you might pair said Oxford or chambray shirt with dark blue denim, for instance, some of the best moc toe boots might suffice (see below for exhibit A in this instance).

And in today’s Friday Find — where we take a fairly quick-hit look at a must-buy product that might have flown under your radar — the LUCA Drift Moc Toe Boots exemplify smart casual, pleasingly rugged yet versatile footwear for your fall style rotation.

For those unfamiliar, LUCA is the prime smart casual footwear brand designed in-house at Huckberry, blending gum rubber outsoles with hybrid silhouettes, like a moc toe leather boot upper or a sneaker boot or Chelsea boot construction up top. And in this case, the LUCA Drift Moc Toe Boots use the classic hallmarks of a sturdy moc toe work boot, then take a more laidback approach with a gum rubber wedge outsole.

Triple-stitched contrasting construction accents the moc toe design itself, while a three-eyelet, chukka boot-like upper also gives them a dash of wear-with-anything appeal, especially when teamed with olive chinos, expertly faded blue jeans or grey cotton canvas work pants.

There’s a versatile appeal to the fairly priced, carefully constructed LUCA Drift Moc Toe Boots, and you can be sure they’re up to snuff — thanks to the good folks at Huckberry, of course. Lace up the LUCA Drift Moc Toe Boots the next time you need rugged new, stylish fall boots.

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.

The Tuesday Steal: These Rugged Hybrid Chelsea Boots from Huckberry & LUCA Belong In Your Closet

Best Chelsea boots for men.

Stepping from one season into the next can sometimes start, quite literally, with the proper first step as far as your footwear rotation is concerned — among a host of #menswear essentials, that is. And for bridging the gap between the end of August and the start of fall, I’d wager that a pair of the best Chelsea boots for men get the job done handsomely, especially a pair as designed and sold by the good folks at Huckberry. Yes indeed, for what lies ahead, the durable, rugged LUCA Terra Slip On Chelsea Sneaker Boots could be your best bet. Scroll on for more, my friends.

Save the heavy-duty work or snow boots for when temperatures really plummet — instead, opt for a pair with a hybrid design and rugged utility, like the LUCA Terra Slip On Chelsea Sneaker Boots. They’re the best of both worlds, they’re designed and sold by a standout in-house brand at Huckberry, and they’re on sale right now — how can it get better than that? Let’s count the ways, my friends.

The hard-working, hard-wearing LUCA Terra Slip On Chelsea Sneaker Boots do exactly as they say, blending the supple nature of a full-grain leather or suede Italian upper with a cupsole sneaker outsole for plenty of springy rebound and comfort.

The LUCA Terra Slip On Chelsea Sneaker Boots also boast cushioned removable insoles and a leather lining that should mold to your foot over time, whether you wear these handsome leather sneaker boots with expertly faded blue jeans, with olive chinos or with grey canvas work pants.

The LUCA Terra Slip On Chelsea Sneaker Boots also feature front and back pull tabs for easy-on, easy-off access, while the cupsole base contrasts nicely with the leather upper. Huckberry notes these pull-on boots feature a versatile silhouette made to be worn with a variety of outfits — I’d even go so far as to wear these with dark blue jeans, a light blue chambray shirt and a navy stretch cotton blazer for a mix of high-low, business casual style.

It doesn’t hurt that the LUCA Terra Slip On Chelsea Sneaker Boots are on sale right now through Huckberry in sizes up to 13 and in four crisp, easy-to-style combinations of leather or suede. With supreme comfort top of mind and a polished silhouette you can dress up or dress down, these could just be the most dependable boots in your early fall footwear rotation — take the LUCA Terra Slip On Chelsea Sneaker Boots for a spin and let me know how they treat you.