See Now, Buy Now: These Amberjack Suede Chukka Boots are Some of the Most Comfortable Chukka Boots You Can Wear This Spring

Most comfortable chukka boots for men.

For as much as spring is about stepping back into stylish sneakers and embracing the lighter climes of the season, there’s still a plethora of style essentials you should consider keeping handy — essentials that are as useful now as they are come fall, like a pair of the best suede chukka boots.

Spring is a transitional time, where it might still be brisk and breezy on some days, and a pair of reliable chukka boots could deliver the proper mix of style points, comfort and support. That idea of blending comfort and support with style points is at the core of the best chukka boots for men, like the ones on offer from New York City upstarts Amberjack.

You’re likely familiar with the brand from perusing the pages of this blog, as the company has long said it makes “the world’s most comfortable dress shoes,” and I’d tend to agree after wear-testing yet another pair of Amberjack men’s shoes via the Amberjack Chukka Boots in Grizzly Suede.

Of course, we last talked about how Amberjack has stepped into making some of the most comfortable sneakers on the market, but these boots should prove of particular interest if you want a pair of shoes that toe the line between dressy and casual, crisp shoes that can wear as easily with light wash denim as with olive chinos — that’s what the Amberjack Chukka Boots in Grizzly Suede offer up, at least in my experience wearing the famously comfortable brand.

The real key with the Amberjack Chukka Boots in Grizzly Suede is the athletic outsole built with dual functionality for rebound and support — yet, the overall look is more tailored and streamlined than that of a typical dress sneaker or hybrid dress-sneaker boot.

These also feature anti-slip traction across the outsole, with a durable TPU construction and a soft-impact heel — for hours on my feet at a recent late winter wedding, these stylish men’s chukka boots proved more than comfortable (and stylish!).

Amberjack chukka boots review.

The heat-activated insole on these Amberjack chukka boots and other chukka boots molds to your foot without proving too overbearing (I’ve found that some other removable insoles can run a bit too thick). In matters of style points, I appreciate the slightly taller shaft height and the crisp four-eyelet construction, lending them a dressier feel than desert boots or other types of chukka boots.

Of course, in matters of style points, you can find these Amberjack men’s boots in four other shades of leather, but the Amberjack Chukka Boots in Grizzly Suede are my pick of the moment for the best chukka boots for men. When you lace up your own pair, I think you’ll feel the difference almost immediately.

See Now, Buy Now: This Lightweight Wills Chore Coat from Huckberry is a Reliable Layer on Cool Spring and Summer Nights

Best chore coats for men to wear this spring.

Don’t let the warmer temperatures fool you this season: There are certainly going to be days and nights where cooler weather rolls back into town, and you’re going to want to be prepared.

While I’m willing to bet you’ve safely stowed away your hefty winter parka or shearling leather jacket, there’s something to be said for keeping one of the best men’s chore coats close at hand, with its tightly woven, durable yet lightweight build and rugged appeal.

And since those are the boxes we’re looking to check today, there’s one place you’re going to want to go, and that’s Huckberry — how could it be any other brand, ehh?

And although the site just got a truly excellent-looking makeover by way of a refreshed design, the quality and consistency of its slate of in-house brands should remain steadfast and highly appealing, and it’s with that longevity in mind that we dive into the versatility of the Wills Cotton Linen Chore Jacket for your rotation of the best spring menswear, my friends.

There’s an elevated, modern-meets-classic appeal to the Wills lineup of menswear at Huckberry, be it the brand’s super-soft cashmere sweaters, breezy tailoring or slightly more rugged selections like the c.

To hear Huckberry tell it, this classically inspired jacket “blends classic workwear utility with breathable comfort,” and in this instance, that means your new favorite chore jacket boasts a 70 percent cotton, 30 percent linen build for added structure and texture (that holds true whether you pick it up in Dark Olive or a dressier, blazer replacement-friendly Dark Navy).

The utilitarian nature of the Wills Cotton Linen Chore Jacket takes its cues from timeless French workwear jackets, with a button front, a foldover collar, button cuffs and two hip patch pockets. While it’s polished enough to wear over a white Oxford shirt alongside light khaki-hued chinos, you can also embrace full-on workwear with selvedge denim and an off-white henley, plus broken-in leather boots, this season.

The Wills Cotton Linen Chore Jacket should prove serviceable when worn over a breezy slub pocket tee or a contrasting chambray shirt in cooler climes, with a fit that leans classic yet tailored without veering too far into ultra-slim or ultra-relaxed territory. Think of it like a grab-and-go jacket that can do everything from replace a blazer (based on your office dress code, that is) or serve as a handsome, functional travel jacket.

One of the best chore coats for men brings a heck of a lot to your wardrobe, at least in my humble opinion — give it a shot this spring from the revamped Huckberry site and see for yourself.

See Now, Buy Now: These Todd Snyder Selvedge Jeans are an Expert Seasonal Style Addition

Best light wash jeans for men.

In my time writing about the best menswear essentials and must-shop brands for guys, I’ve had the chance to watch certain companies blossom and grow, as it were (it’s spring, after all!), turning into new standards for the modern man.

Lofty praise though that might be, that’s what Todd Snyder has brought to the #menswear game and perhaps, to your wardrobe in the past decade-plus, from opening his first store in New York City to changing and perfecting the way guys wear everything from T-shirts to selvedge denim, Italian tailoring, luxe flannel shirt jackets, crisply cut sweater polos and much, much, much more.

I’d wager if you want to look great, you need only shop at Todd Snyder for everything from the basics to style splurges — and a few choice pieces in between, like a pair of the best selvedge denim. Classic denim is something of a specialty for the designer, with some pairs made in L.A. and large amounts made with high-quality 100 percent cotton denim.

It’s selvedge denim of the light wash variety that we’re talking about today, as the Todd Snyder Slim Selvedge Jeans arrive in a suitably spring-ready variation that loosens things up a touch and certainly lightens things up from your typical pair of thick, inky blue selvedge denim. It’s an all-American update to an all-American classic, with a lived-in look and feel that the designer says is “loaded with quality, vintage-inspired details,” including oxidized rivets and a shank button fly, not to mention genuine selvedge trims for a handsome shot of contrast and authenticity.

Yes indeed, in my book, the Todd Snyder Slim Selvedge Jeans look like you’ve had ’em for years, all the while proving lighter and easier to wear in the warmer days of spring than your thickest pair of indigo selvedge (although, speaking from experience, it can be tough to put away beloved pairs of selvedge denim, can it not?).

With a tailored fit through the thigh and a tapered fit through the ankle, these jeans should look crisp and par just as stylishly with chunky leather loafers as with classic suede chukka boots or leather moc toe boots.

In fact, you very well might want to try your hand at dressing up the Todd Snyder Slim Selvedge Jeans ever so slightly with a lightweight navy cotton blazer and a white Oxford shirt this season, among other must-try seasonal combinations. When quality is of the essence and versatility is what your style playbook needs, Todd Snyder is quite simply the man to see, my friends.

See Now, Buy Now These New Astorflex Boat Shoes are an Easygoing Menswear Must-Have this Coming Season

As you bolster your assortment of men’s style essentials and look to a breezy new season up ahead, there are a few orders of business to take care of as you survey the landscape and stow away your winter boots.

Building an ensemble can start in two ways depending on the occasion, at least in my experience: From the breezy layers you’re rocking up top, or else crafting a look with casual, easygoing, prep-meets-modern footwear in mind. Huckberry, of course, has the goods, from an array of crisp leather sneakers to casually cool chukka boots, leather loafers and naturally, the footwear in question today at the top of the page.

And if a pair of the best boat shoes for men happens to be on your mind in these early days of spring, we’ve got just the pair for you to consider ASAP — meet the brand-new Astorflex Dockflex Boat Shoes, yet another pair of remarkably well-crafted, sustainable suede shoes hailing from the family-owned Italian factory that also makes some of your favorite chukka boots, among other prized styles approved by the Huckberry team.

The Astorflex Dockflex Boat Shoes make use of top-quality bovine suede, a change of pace compared to leather boat shoes (and making them more well-suited for the boardwalk than the actual deck of a boat in choppy waters, at least in my humble opinion).

Of course, you could certainly treat the Astorflex Dockflex Boat Shoes with waterproof suede protector, a wise move at any rate — whether you style the Astorflex Dockflex Boat Shoes with tailored swim trunks and a patterned buttondown shirt or with stretch chino shorts and a short-sleeve henley.

The Astorflex Dockflex Boat Shoes are also lined in calf leather for breathability and a fit that molds to your foot over time, while its memory foam insole offers a further shot of comfort and all-day wearability. Plus, the handsome Sand Suede of the Astorflex Dockflex Boat Shoes wears well with everything from olive chinos to rolled light wash denim, while moc toe stitching delivers a stylish touch of contrast across the upper.

Rawhide laces add a more rugged touch, while the wedge outsole is crafted from natural rubber, as with other Astorflex boots and shoes (a lineup Huckberry also sells to great effect, it should be noted!).

With their versatile, grab-and-go sensibility and the chance to style them with everything from swim trunks and a muscle tee to a retro-minded camp collar shirt and linen shorts, there’s nothing quite like the casual-yet-sharp style you’re getting from these stylish men’s boat shoes this summer — the style world is yours for the taking, my friends.

See Now, Buy Now: This Timex Marlin Automatic Dress Watch Is an Understated, Stylish Men’s Timepiece from Huckberry

In the growing pantheon of reliable menswear essentials that deliver versatile good looks and classic style, it always pays to be able to know where to look, where to go, where to stop. And it’s never a bad thing when one of the best online retailers for guys happens to stock a thoughtfully curated assortment of the sort of closet staples and everyday carry accessories that one can make work in plenty of different style scenarios.

At least for this Brooklyn writer, Huckberry has long been a retailer that meets the moment with a positively stacked lineup of distinct small-market brands, its own in-house goods and gear, and a healthy respect for some of the best brands for guys on the market, period.

As I tend to say, that’s certainly lofty praise, but it’s with intention and style in mind that Huckberry also sells one of the more affordable, stylish and reliable American watch brands in Timex.

And it’s with that focus in mind that we embark on the search for one of the perfect everyday watches for men, an even better deal if you find yourself searching for a business casual watch you can wear anywhere from the office to a date night to a seasonal wedding.

Timex Marlin Watch review.

The watch in question is the fan-favorite Timex Marlin Automatic Watch, this time in a dressy and crisp 40mm build with an eye-catching dial practically made to pair with an Oxford shirt, a navy blazer and stretch chinos — or else with a rugged chambray shirt and classic blue jeans.

The utterly classic style combinations are in no short supply with one of the most affordable dress watches out there, complete with a Timex guarantee of quality that harkens back to its “takes a lickin’, keeps on tickin'” days.

Best affordable dress watches for men.

Now, there’s nothing overly flashy or fancy about this version of the Timex Marlin Automatic Watch, a line the American watchmaker has been building for years, both in its own right and via the likes of collaborations with iconic American designer Todd Snyder.

This version of the Timex Marlin Automatic Watch is perfectly suited to team with Huckberry’s recent Smart Casual collection — an assortment of tailored trousers, natural-shoulder blazers, expertly cut Oxford shirts and luxe loafers for wedding season and beyond.

And speaking of this version: Cut-out numeral windows at 12, 3, 6 and 9-o’clock offer striking distinction and perhaps a touch of late Mid-Century Modern style, while its stainless steel case resists scratches and corrosion. The 1969 Timex Viscount Collection in fact serves as hearty inspiration for this highly dependable and price-minded dress watch, available on both a tan strap or a black strap in contrast to its crisp silver-tone dial.

For some serious bang for your buck and for style that won’t quit, opt for a fresh everyday dress watch by way of the Timex Marlin Automatic Watch.

See Now, Buy Now: This Billy Reid Short-Sleeve Chambray Shirt Belongs In Your Closet This Season

Best men's chambray shirts for 2026.

As we move steadily into a new season, it’s always worth taking stock of what really works in your wardrobe, what sorts of pieces you rely on and wear often (perhaps too often, in the case of this denim and chambray-loving Brooklyn style writer). But the classics, as we often say, remain the classics for a reason, and a sense of timeless style — with some thoughtful design details or perhaps a slightly elevated outlook — can work wonders for your wardrobe.

That’s certainly the case as you swap out your favorite rugged fall and winter flannel shirts for something with a lighter touch — and my friends, you’re certainly in luck today.

Take one of the best chambray shirts for men, after all. When updated ever-so-slightly by a designer like Americana-inspired, award-winning Alabama menswear maestro Billy Reid, the utterly classic chambray shirt feels fresh and wearable — from the BBQ to the boardwalk and a bit of everywhere in between as the weather warms up day by day.

The fabric is a workwear staple, and if Billy Reid knows a thing or two about anything — beyond making the peacoat worn by James Bond, that is — it’s high-quality denim (among other menswear essentials, of course). The brand’s Billy Reid Shoals Denim Shirt is a personal favorite of this writer, and the company looked to its archives this season to deliver a revamped, lighter take on cotton chambray in a short-sleeve fabrication the newfound favorite Billy Reid Short-Sleeve Chambray Donelson Shirt.

The Billy Reid Short-Sleeve Chambray Donelson Shirt has a few roots of the past woven in every thread – namely, it looks like an old-school auto body or shop shirt, with two welt pockets that provide easy access to the tools of your trade (and distinctive looks). Speaking of tools of the trade: Check out my CoolMaterial guide to the best pens for your everyday carry. But back to the Billy Reid Short-Sleeve Chambray Donelson Shirt.

It’s a bit of a throwback, as the brand says, noting that it “first debuted on the runway over a decade ago and we love it for its relaxed fit and effortless look.” That means you can layer this hard-working, stylish short-sleeve chambray shirt atop a white tee, a charcoal henley or a black tank top for a vintage, tough-yet-polished, easygoing and utterly cool look — work smarter, not harder, as they say.

Bleached organic cotton chambray offers subtle texture and eye-catching style, while the designer finished off the Billy Reid Short-Sleeve Chambray Donelson Shirt with tonal stitching for a clean look. Whether paired with the brand’s Moleskin Jeans, styled with olive chinos or paired with can’t-miss black selvedge denim, I’d wager you simply can’t go wrong with a fresh take on the timeless chambray shirt via the Billy Reid Short-Sleeve Chambray Donelson Shirt.

See Now, Buy Now: This Todd Snyder Premium Pocket Tee Elevates a Casual Style Essential in the Best Way Possible

Best pocket T-shirts for men.

In ways that you might not expect, even choice casual style staples can be elevated in luxe fashion — yes, even the humble and hard-working T-shirt, a centerpiece in an off-duty wardrobe and one that can be worn just about any way you please (within reason, of course). And as you well know if you read this Brooklyn style blog, there are ways in which the everyday can be amped up in pleasing fashion with ultra-premium materials, something award-winning menswear designer Todd Snyder has perfected over the years.

Case in point: Well, the humble T-shirt, for one. It’s the kind of piece that normally doesn’t raise too many eyebrows, but if you nail the fit and the fabric, the results become clear right away: Yes, the T-shirt can indeed be upgraded in bold, pleasing fashion, and again, Todd Snyder knows just how to do that, my friends.

The Todd Snyder Portuguese Premium Pocket Tee gets the details right every step of the way, starting with soft, luxe all-cotton Premium Jersey fabric in a range of Snyder-approve colors (including the Snyder Olive shade seen above here). It’s an ultra-premium take on a piece you can wear just as easily with stretch chinos and a trucker jacket as with expertly faded blue jeans or contrasting chino shorts (a nice shade of off-white might pair especially well with the Snyder Olive variety of the Todd Snyder Portuguese Premium Pocket Tee, for instance).

It’s garment-washed for added softness and features a crewneck collar for a timeless look, while the overall fit and feel of this piece should allow you to wear it easily underneath a lightweight cotton blazer or all on its own. At $78, yes indeed, the Todd Snyder Portuguese Premium Pocket Tee does boast a premium price tag befitting its name and construction.

And yet, once you’ve tried on this piece, I’d wager you’ll experience an entirely new world in matters of fit and fabrication. When done the right way (the Todd Snyder Way, some might say), the Todd Snyder Portuguese Premium Pocket Tee offers an entirely new perspective on casual style staples, my friends.

See Now, Buy Now: These Classic Red Wing Heritage Chelsea Boots are an Instant Spring Style Upgrade

Red Wing Heritage boots review.

At times, stepping into a new season is quite literally as easy as, well, stepping into a new pair of durable, rugged footwear. The right pair of footwear, like a set of the best boots for men, can certainly set the tone as far as reliable, versatile style is concerned, with a dash of performance alongside stylish good looks all the while. And after a frigid winter, there’s still a way to ease into the new season at hand while retaining dependable functionality — try an heirloom brand like Red Wing Heritage on for size, shall we?

The good news is that a must-shop retailer like Huckberry has plenty of stock as far as updated takes on the classics are concerned, and Red Wing Heritage delivers for a new season with a fresh spin on the must-have Chelsea boot silhouette.

In fact, the Red Wing Heritage Weekender Chelsea Boots, as the iconic Minnesota brand says, “represents a lighter, more flexible side of Red Wing Heritage,” complete with a dependable premium leather upper bound to age wonderfully over time. It’s that sort of rugged patina that makes a pair of boots from Red Wing Heritage so covetable, whether in chukka boot construction, a lace-up silhouette or this new must-buy set of Chelsea boots.

Best boots for men this spring.

Complete with a rippled Hill outsole for durable traction and support, the Texon insole also delivers comfort and a touch of rebound, all the while pairing handsomely with a rich leather upper for the sort of versatile style your #menswear wardrobe needs.

As with plenty of other Red Wing Heritage boots, the Red Wing Heritage Weekender Chelsea Boots should prove rugged and yet lightweight, all the better for pairing with everything from olive chinos to light wash jeans or dark blue indigo selvedge. And while the Red Wing Heritage Weekender Chelsea Boots might prove a touch pricier than other pairs of Chelsea boots at $280, I have a feeling the hard-working Red Wing Heritage Weekender Chelsea Boots will more than pass muster for whatever the occasion calls for — find the Red Wing Heritage Weekender Chelsea Boots at Huckberry now as we step into a new season, folks.

See Now, Buy Now: The New Taylor Stitch Spring 2026 Collection is Modern Seasonal Menswear Perfected – See For Yourself

Without a doubt, it’s been top of mind lately – that is, the need to step into a new season with a fresh spring wardrobe close at hand, with a focus on menswear essentials more suited for easy, breezy comfort than for the frigid, bundled-up climes of winter.

Just as you stow away your thickest winter sweaters and your sturdiest winter boots and parkas, you should look for a more effortless sense of seriously cool seasonal style, from crisp polos to timeless Oxford shirt, perfectly cut and expertly faded blue jeans, carefully designed chinos and hard-working outerwear made to pair with each and every last piece.

Sound like a near-impossible pursuit, right? Not so fast, my friend — the Taylor Stitch Spring 2026 Collection and its early arrival spells mighty great fortune when it comes to the menswear essentials you need close at hand in the weeks to come.

If you’re familiar with the San Francisco-founded brand and its razor-sharp focus on the perfect Oxford shirt, the right chambray shirt or some of the best selvedge denim or classic men’s chinos on the market, then it should come as no surprise that the newfound Taylor Stitch Spring 2026 Collection hits all the right notes as far as the brand is concerned.

There’s a retooled take on the chore coat-inspired Taylor Stitch Ojai Jacket within the Taylor Stitch Spring 2026 Collection, as well as a new spin on the utterly essential shawl cardigan design of the Taylor Stitch Crawford Sweater. The Taylor Stitch Spring 2026 Collection takes on a perfect air of form meeting function, blending a selection of organic cotton tees with crisp, durable selvedge denim in the company’s two near-perfect fits (the tapered straight leg Democratic fit and a more tailored slim fit).

You’ll also find versatility within spades alongside every step of the new Taylor Stitch spring collection, at least in my experience. Cotton bomber jackets and sweater polos find their way amongst classic chinos and breezy linen-blend shorts, while the Taylor Stitch Spring 2026 Collection also boasts cozy hoodies, laidback shirt jackets for cool spring mornings (as seen above — what a seriously cool piece, ehh?), not to mention hard-working chambray shirts, perfectly broken-in crewneck sweaters and easygoing shorts aplenty.

The Taylor Stitch Spring 2026 Collection is nothing short of a stylish revelation ahead of a new season — take a deep dive into what the brand is doing with its fusion of West Coast ease and East Coast prep (the collection was photographed in Montauk, after all), and set your sights on formidable fashion for the weeks and months ahead.

See Now, Buy Now: The Relwen Sailcloth Tanker Jacket is the Lightweight, Durable Layer You Need to Step into Spring

Well, there you have it, my friends: Just as quickly as we were talking about the best winter menswear and gear for snowstorms aplenty, it seems the switch has flipped (at least in my neck of the woods) towards the best spring menswear and essentials aplenty. It’s funny how that works out, isn’t it? Yes indeed, just as you rely on rugged winter boots, cozy parkas and burly shirt jackets in the colder months, your spring style rotation demands just as much seasonally inclined thought (and a touch of preparation, of course).

Shift things towards lightweight yet rugged, tough gear, especially on the outerwear front — weather-resistant performance, travel-ready style and versatility, and a dash of heritage-inspired good looks ought to do you well indeed, yes?

So, let’s start that preparation with lightweight style and performance in mind, shall we? The good folks at Huckberry are on the case as per tradition — as you well know if you read this Brooklyn style blog — and as new arrivals from the dependable Americana retailer hit the digital shelves of everyone’s favorite menswear and gear store, it’s worth keeping an eye on precisely what you can get your hands on.

And that brings us to today’s featured pick, a newfound favorite from Ohio-based Relwen that’s been given a fresh coat of paint, so to speak, for spring. A longtime favorite of the good folks at Huckberry, Relwen takes its ciues from old-school style staples, particularly those with military roots.

Best lightweight spring jackets for men.

It’s a great starting point for utterly classic, dependable menswear with go-anywhere good looks and plenty of utility, and the Relwen Sailcloth Tanker Jacket (available in four crisp, timeless colors and an eye-catching camo pattern), fits the bill nicely indeed when it comes to merging form and function.

From its field jacket-inspired design to highly useful details like a stand-up collar and a front placket with both snap and zipper closure options, the handsome Relwen Sailcloth Tanker Jacket uses lightweight fabrication for both easy wearability and easy packability (when you’re not wearing it on the road, that is).

The durable Relwen Sailcloth Tanker Jacket gets its rugged appeal from a blend of lightweight cotton and nylon with a water-resistant finish, while Huckberry notes sleeves of the Relwen Sailcloth Tanker Jacket are ergonomically designed for greater ease of movement.

Meanwhile, flap chest pockets and zippered hip pockets provide ever-helpful everyday carry storage space, while Huckberry also rightly notes that the tapered waist expands its “layerable versatility.” How’s that for a go-anywhere, do-anything seasonal jacket? As ever, it would seem that Huckberry has you covered as far as the best spring menswear is concerned.