See Now, Buy Now: Get the All-Weather Overland Boots from Huckberry for Rugged Performance This Winter

Best winter boots for men.

If reliable performance is high on your radar this winter — and it very well should be — then you should shop a retailer you trust, one of the best online menswear stores for guys. Let’s get a bit more specific, though: The best winter boots are a downright essential (surely, you don’t need me to tell you that!), and Huckberry has a winning pair of the best boots for men on its hands (and eventually on your feet) right now.

The boots in question are the All-Weather Overland Boots, a revamped and overbuilt edition of the already wildly popular and incredibly effective Huckberry All-Weather Duck Boots. Crucially, the All-Weather Overland Boots share much of that same rugged, performance-minded DNA, with a few added touches that take them from simply good to some of the best winter boots for men. Let’s step in a touch further, shall we?

Best men's winter boots.

Helpfully, the All-Weather Overland Boots feature the same specs from the ground up, like a shock-absorbing midsole and a cushioned insole for nice rebound and movement over treacherous, snowy terrain. The same Vibram XS Trek outsole is also in the mix, delivering extreme traction akin to your favorite boots (yet with a more lightweight, hybrid design).

The All-Weather Overland Boots are, of course, 100 percent waterproof, and this particular version of some of the best men’s snow boots also boasts touches more commonly found on hiking boots, like CORDURA canvas panels. The All-Weather Overland Boots also boast D-ring speed lacing (again another hiking boot design detail!), plus a padded interior collar finished with suede on the outside.

Two stylish colorways are available, but the very best part might be the fact that the All-Weather Overland Boots retail for under $170. Looks like your new favorite winter boots are well within reach, yes?

See Now, Buy Now: This Filson Winter Parka Is One of the Warmest Men’s Winter Coats to Buy Now — Seriously

Best winter parka for men.

As I so often talk about here on the blog, reliability is the name of the game as you dress for winter weather, especially when it comes down to bundling up with one of the best winter jackets for men. And where’s a guy to go to get that reliability, warmth and performance in his own wardrobe?

It’s simple, really: Filson, longtime outfitters of rugged explorers and adventurers — and stylish guys like yourself, of course.

We’re all in luck today, because the Filson Winter Shop is the well-stocked place to go if you’ve been dealing with extreme winter weather and blustery cold already. You’ll find cozy sweaters and warm winter accessories aplenty within the Filson Winter Shop, of course, but it’s the Filson Pateros Down Jacket I’ve had my eye on as of late. The key is the ultra-lightweight shell fabric for extra mobility out and about this winter, yet it’s what’s inside the Filson Pateros Down Jacket that really counts.

Of course, the Filson Pateros Down Jacket has a relaxed fit so you can layer other essentials like a Filson thermal shirt or one of the best flannel shirts for men underneath, but it should prove plenty warm nearly regardless of what you wear underneath it (please, leave the T-shirt at home and choose something more sturdy, though). The key, of course, with the Filson Pateros Down Jacket is the warm 650-fill power goose down, the kind of natural insulation outdoors-minded folks have relied on for years.

It doesn’t hurt that the Filson Pateros Down Jacket includes handy features like flannel-lined pockets and an elastic drawstring cord waist for a secure fit that keeps out unwanted snow and wind. The hood itself also features an elastic drawstring for a snug fit on the most blustery days, and the snap chest pockets deliver crucial space for your EDC essentials.

For good measure, colors like a rich green Fir make the Filson Pateros Down Jacket a pick that’s as stylish as it is warm when it comes to the best men’s winter jackets. Yes indeed, when it comes time to layer up, make sure you’ve got the Filson Pateros Down Jacket close at hand.

See Now, Buy Now: This Todd Snyder Crewneck Is Made from Recycled Italian Cashmere

Best cashmere sweater for men.

The new year is, of course, an ideal time to really lean into some crucial style upgrades, and that includes investment-level pieces you might not have considered previously. In fact, stepping things up a notch and buying for quality over quantity seems to be a nice New Year’s men’s style resolution of sorts, and that’s where your new favorite winter sweater enters the equation (and your wardrobe), and it hails from one of your favorite menswear designers, for good measure.

The sweater in question? That’d be the Todd Snyder Italian Recycled Cashmere Sweater, as essential and investment-worthy a style upgrade as any you’ll make this season. And yes, it’s quite the investment at $398, but the Todd Snyder Italian Recycled Cashmere Sweater might prove to be the coolest, most versatile and high-quality sweater you’ve bought in some time.

Of course, you know the famed American menswear designer quite well if you read the blog, seeing as his namesake brand excels at making rugged shawl cardigans and of course, this sustainable cashmere sweater (and plenty more). Just what can one of the best men’s sweaters bring to your wardrobe? Reader, I’m glad you asked.

Best men's winter sweaters.

The Todd Snyder Italian Recycled Cashmere Sweater is billed by the brand as a “feel-good sweater in every sense,” and it’s hard not to argue with that logic. It’s visually appealing in terms of rugged texture, but it’s the fabric itself that really makes this refined cashmere sweater such a sustainable style winner.

It’s made from 95 percent recycled cashmere — and the Todd Snyder Italian Recycled Cashmere Sweater is made in Italy, for good measure — and then blended with 5 percent wool for even more warmth and cozy comfort.

The Todd Snyder Italian Recycled Cashmere Sweater also boasts that seriously cool waffle-stitch knit finish, and the crewneck collar is both casual enough to make this a weekend sweater, yet stylish enough to pair up with one of the best Oxford shirts for men at the office in the new year.

And again, yes, the Todd Snyder Italian Recycled Cashmere Sweater is pricey at $398, but an array of neutral, easy-to-style colors makes this a wise investment rather than a fun splurge (at least, in my humble opinion!). The next time you want to amp up your sweater rotation in a major way, consider investing in the best with the Todd Snyder Italian Recycled Cashmere Sweater.

See Now, Buy Now: Stay Warm This Winter with the Mack Weldon Merino Fleece Shirt Jacket

Warmest shirt jacket for men.

The time has surely come to revamp your wardrobe for a new year, and I can think of no brand more versatile, dependable and sleek yet stylish than Mack Weldon. The New York City-based, direct-to-consumer upstart is, of course, well-known for making some of the best men’s underwear and basics, and I’ve long been a fan of its comfortable, breathable, performance-minded fabrics and menswear essentials.

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But the real key this winter lies in looking outward — to one of the best shirt jackets for winter, that is to say. And my friends, the Mack Weldon Merino Fleece Shirt Jacket is the durable, dependable layer you’re not going to want to stop wearing this winter, be it for WFH Zoom calls, more casual days back at the office or frosty winter weekend getaways. Whatever’s on your agenda, the streamlined, warm and pleasingly rugged-yet-modern Mack Weldon Merino Fleece Shirt Jacket just gets the job done — let’s find out more, shall we?

Best fleece shirt jacket for men.

Granted, the Mack Weldon Merino Fleece Shirt Jacket might look simple enough on the surface, thanks to Mack Weldon’s signature, crisp Total Eclipse color, but go deeper and find out what’s really in store for you with your new favorite shirt jacket. It’s just the right fabric blend for winter, with luxe Italian fleece meeting performance-focused, breathable merino wool for temperature regulation and warmth in one fell swoop.

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Better still is the fact that the Mack Weldon Merino Fleece Shirt Jacket is built with plenty of utility in mind, especially for your everyday carry essentials — note the chest snap pockets and side hip handwarmer pockets. In fact, you can even wear this hard-working shirt jacket atop, say, a Mack Weldon chambray work shirt for the utmost in both functionality and rugged winter style, just about anywhere the season takes you.

Best men's shirt jacket.

Button snaps make it easy to throw on the Mack Weldon Merino Fleece Shirt Jacket at a moment’s notice (again, to WFH or head to the office), and it should prove warm yet breathable. Sure, it’s pricier than one might expect at $248, but again, this is a shirt jacket made with all the winter utility you need. Thank Mack Weldon for outfitting you from head to toe this winter.

See Now, Buy Now: This Flint and Tinder Quarter Zip Sweater is the Casually Rugged Layer You Need This Winter

Best winter sweater for men.

First off, my friends: Happy New Year once again, and thanks for joining me as I talk about winter style essentials aplenty to start the new year. Let’s hone in on one casually rugged must-have to add to your seasonal wardrobe ASAP, though. You’ll find it, of course, at Huckberry, the San Francisco and Austin-based retailer of some of the most rugged, versatile menswear and gear on the market.

And for all those times when you’re in need of stylish seasonal basics, yet don’t want to drop too much cash for something that’s difficult to wear, well, that’s when Huckberry enters the equation. This is where the Flint and Tinder Highlands Guide Quarter Zip enters the equation: It’s an accessible basic that’s actually not so basic: It’s rugged, it’s visually appealing and it’s just plain cool.

And while quarter zip sweaters might normally seem like the type of sporty style you’d wear golfing, there’s a time and a place for one of the best quarter zip sweaters, particularly one crafted by Huckberry’s own Flint and Tinder.

Best quarter zip sweater for men.

It’s, of course, the details big and small that make the Flint and Tinder Highlands Guide Quarter Zip so much more than just your average quarter-zip, starting with the thick, ribbed-knit design with flecked detailing for plenty of warmth and visual interest. The blend of lambswool and nylon also adds a sturdy yet easily wearable appeal, whether styled atop your favorite henley or one of the best Oxford shirts on the market.

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But perhaps the most notable, refined-yet-rugged part of the Flint and Tinder Highlands Guide Quarter Zip? That would be the waxed cotton elbow patches, a durable touch that turns this sweater into one you can wear as a top layer or mid-layer during winter adventures far afield (or closer to home, fetching more firewood or picking up a growler from your favorite brewery).

Yes indeed, the Flint and Tinder Highlands Guide Quarter Zip can really do it all, be it as a casual sweater to wear with the best blue jeans or as a visually appealing, unique sweater for Casual Friday this winter (seriously). Plus, the raglan-style sleeves on the Flint and Tinder Highlands Guide Quarter Zip broaden your shoulders while offering range of movement, and snug ribbed cuffs provide a secure fit as you layer this stylish quarter zip sweater all winter long.

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Last but not least, the Flint and Tinder Highlands Guide Quarter Zip comes in cool color options aplenty, be it rich Burgundy, Light Grey or crisp Navy. The next time you want a durable, versatile sweater that’s anything but basic, be sure you’re rocking this seriously cool Huckberry sweater.

See Now, Buy Now: This Buck Mason Shawl Jacket is the Perfect Men’s Coat for Winter

Best winter jacket for men.

While there are assuredly some men’s style essentials that are a bit more straightforward, like one of the best shawl cardigans or one of winter’s best blazers, there are other menswear picks that blur the lines between the two — in a way that’s rugged, stylish and seriously cool all the while. Take the Buck Mason Interloop Shawl Jacket, a near-perfect mash-up of two standout style picks for men this winter (the aforementioned blazer and shawl cardigan).

You’ll find it, of course, in the Buck Mason New Arrivals section, and it’s here just in time for a little post-Christmas, pre-New Year’s dressing (and well beyond that, naturally). The Buck Mason Interloop Shawl Jacket is the sort of piece that, like the brand’s classic Oxford shirts or timeless blue jeans, sits in both the past and the present, with a wear-anywhere quality that works back at the office, on the road or on a Zoom call from home.

That’s because of the hybrid style, of course, and the high-quality specs (keep scrolling for more).

Best shawl cardigan sweater for men.

You see, the Buck Mason Interloop Shawl Jacket manages to be easy to layer — thanks to the brushed back French Terry cotton fabric — as well as relatively warm at the same time. You should certainly be able to layer the Buck Mason Interloop Shawl Jacket over one of the brand’s expertly cut and washed shirts, while the shawl collar provides extra protection at the neck (wear it inside the house on drafty days or use it as a mid-layer beneath your favorite peacoat when temperatures plummet).

The Buck Mason Interloop Shawl Jacket also features some more appealing visual details that make it one of the coolest casual men’s jackets out there, like hip patch pockets (similar to a blazer). Double-needle stitching adds a nice dash of durability, while articulated sleeves make it easy to move around even when layered up.

And of course, the Buck Mason Interloop Shawl Jacket is nothing if not timeless in terms of color, be it the Classic Grey option or deep Jet. Either would wear well with some Buck Mason men’s jeans or chinos, any day of the week and any time winter weather hits. Your search for a go-anywhere winter jacket is complete, thanks to the arrival of the Buck Mason Interloop Shawl Jacket. You know where to find it, folks.

See Now, Buy Now: The HELM Boots Finn Boots Are a Rugged, Refined Footwear Upgrade

Best men's Chelsea boots to shop now.

Sometimes, it takes a reminder or two, or a bit of practice, to build a wardrobe from the ground up in the year 2024 and beyond with a pair of the best boots for men. Take the HELM Finn Chelsea Boots. I talked earlier this month on the blog about how they’re some of the best Chelsea boots for men to shop now, and yet… here we are talking once again about ’em. Take that as a good sign: I’ve been wearing these handsome, refined leather boots around Brooklyn and loving the proper mix of quality, comfort and rugged style.

So, let’s talk once more about the HELM Boots Finn Chelsea Boots, shall we? Specifically, let’s dive into the rugged appeal of the HELM Finn Boots in Sienna. While these sleek, stylish Chelsea boots come in Brown and Black, it’s the water-resistant waxed suede of the Sienna colorway that I specifically appreciate, and I think you’ll feel the same way.

Of course, all of the proper specs are in order on any one of these three colorways, from the dependable, comfortable-right-out-of-the-box Blake stitch construction to the all-year rubber lug sole for maximum traction. Yet, it’s the water-resistant design of this pair that puts them a cut above the rest, especially when worn with, say, a pair of the best blue jeans or a set of the best men’s corduroy pants.

In similar fashion to some of the other best boots for men that HELM makes, these blend craftsmanship with the sort of under-$300 affordability that’s tricky to find in the market, too. The full leather lining on these essential Chelsea boots also makes them extremely comfortable right out of the box, while a durable back pull tab will last through years of wear. Sizes are going quickly when it comes to a pair of the best Chelsea boots for men, so shop while they’re still around for under $270.

See Now, Buy Now: Get Up to 50 Percent Off The Best Winter Menswear at Todd Snyder’s Winter Sale

Best winter menswear at Tod Snyder

Welcome, my friends, to the last full week before Christmas, as ideal a time as any to shop for the best winter menswear. Now, I can’t personally guarantee that your winter menswear essentials will arrive at your doorstep before the big day later this week, but that shouldn’t stop you from shopping for a few seasonal style upgrades. Of course, you’re in luck by way of the Todd Snyder Winter Sale, an excellent opportunity to shop a little bit of everything from one of America’s best menswear designers.

Todd Snyder menswear

At the Todd Snyder Winter Sale, you can get up to 50 percent off when you use the code WINTER20 — so, that’s good for 20 percent off sale styles right now, and it’s a deal that won’t be around for very long. Ideally, you already know Mr. Snyder’s handiwork producing modern updates of tried-and-true classics, like one of the best flannel shirts for men, or even a highly affordable cashmere beanie.

Well, picks like those – and a plethora of other stylish, refined-yet-rugged menswear picks are up for grabs right now for a limited time. On offer? You’ll see everything from cashmere sweaters to winter parkas to chamois shirts and much, much mofre. Remember: Up to 50 percent off is within your grasp at Todd Snyder’s Winter Sale. I’ll leave you to it, my friends.

See Now, Buy Now: Find Something for Everyone On Your List with Huckberry’s Best-Selling Gifts of 2022

Best holiday gifts for men this year

My friends, it’s never too late to shop the best holiday gifts for men, and if you feel like the clock is ticking, just know you’re not alone. We’re here to help at The Style Guide with the best gifts for men, or heck, the best gifts for practically anyone stylish on your list. Actually, that’s not entirely true: Huckberry is in fact here to help with some of the best Christmas gifts for 2022, so don’t waste another second shopping the stalwart, fan-favorite retailer.

You probably know the brand plenty well by now, seeing as they create, stock and sell some of the most rugged gear for men across the board, especially as the thermostat drops. Of course, Huckberry Bestsellers feature a little bit of everything, from the best waxed trucker jacket on the market to stylish chinos, super-soft tees and even cozy house slippers. Naturally, the Huckberry Gift Guide is no different, with something for positively everyone on your list (yes, I really do mean that!).

Take a good, long look at Huckberry’s rundown of the best gifts for men and be amazed at what you’re going to find. That includes everything from stylish whiskey tumblers to the most rugged gloves on the market and even Pappy Van Winkle barrel-aged maple syrup. Yes, you read that correctly and no, I’m certainly not joking.

Naturally, you should also consider shopping the famed Flint and Tinder Waxed Trucker Jacket this season (for yourself or a loved one, I should think!). Best of all is the fact that you’re guaranteed delivery by Christmas, so start shopping accordingly. Folks, a seriously cool, stylish Chrismas is possible for everyone on your list, so long as you shop the Huckberry Gift Guide ASAP.

See Now, Buy Now: Invest in the Best This Holiday Season with This Handsome Shinola Leather Brief

Best leather briefcase for men.

It can certainly be hard to shop for the man who has everything (perhaps you even include yourself in that category!), but there are two things I think everyone can appreciate at any given time: A stylish men’s watch and a well-made leather bag. Luckily for all of us, there’s one brand your Style Guide author recommends that carefully crafts standout examples in each category.

Of course, the headline gave it away: Detroit-based Shinola, as you know if you read this blog, makes some of the coolest men’s watches AND today’s standout style highlight: The Shinola Computer Brief, one of the best leather bags for men. It’s the sort of piece that would make a fine, heirloom-quality gift for the guy on the go this season, so let’s find out why, shall we?

Best leather brief for men.

A word to the wise: The Shinola Computer Brief isn’t just any standard leather bag, although it checks off all the boxes you’d expect from a highly functional yet stylish everyday messenger bag in that regard, too. It’s made from the brand’s signature, oil-infused Navigator leather, done up in a handsome shade of brown that’s not unlike some of the best leather watches also made by the company. The Shinola Computer Brief will develop a rich patina over time because of that leather, although you can also buff out those scratches and protect this handsome leather briefcase, too.

Better still is the fact that the sleek Shinola Computer Brief still manages to incorporate plentiful pockets for your everyday carry, including a long interior zip pocket and open pockets for your cellphone and naturally, other stylish Shinola leather goods. Within, you’ll also find that the Shinola Computer Brief features a 15-inch laptop pocket and a pen holder, both crucial for the modern man on the go.

Bear in mind that the Shinola Computer Brief is certainly investment-worthy at nearly $900, but given that it’s a highly useful, durable, sharp everyday leather bag, it’ll absolutely pay for itself time and time again.