See Now, Buy Now: This Classic Huckberry Beanie is One of the Best Stocking Stuffers for Guys This Year

Huckberry beanie cap.

‘Tis the season — to shop, to gift, to eat, drink, and be merry, and to avoid that last-minute holiday scramble when it comes to the best gifts for guys (or the best gifts for just about anyone on your list, for that matter).

And in the spirit of the holiday season — as with just about any other time of year — your friends (and my friends) at Huckberry come to the rescue with the best holiday gifts for guys. That list runs the gamut from stocking stuffers to winter essentials to big-ticket items, and you’ll get a look at all of ’em in the weeks ahead.

But for now, let’s get right to it on this fine Monday. If you’re in need of something quick and easy, yet stylish, highly functional and downright useful, the Huckberry Classic Cuff Beanie is the quick pick to shop right now. Heck, it’s so essential, it might be worth picking up one for yourself to stay nice and toasty in style this season.

It comes in six easy-to-style colors, from Kelly Green to a bright blue, and as Huckberry calls it, this option might just be the “quintessential winter beanie.” The oversized cuff design maximizes coverage, while the bold logo takes its cues from retro alpine designs.

Plus, it’s made with a nice and thick knit, so the Huckberry Classic Cuff Beanie packs a serious punch for under $30. It’s simple, yes, but it’s effective, it’s a crowd pleaser and it’ll look great on just about anybody. Score yours now with time to spare this season.

See Now, Buy Now: This Line of Trade Flannel Shirt is Perfect for Every Winter Pursuit

Line of Trade Summit Flannel Shirt review.

If today’s headline made you do a double take, you’re likely not alone: We’re talking all about Line of Trade, but in a different capacity than before. You very likely recognize Line of Trade from the digital shelves of NYC retailer Bespoke Post, which trumpets small businesses, stylish subscription boxes of its own, and the coolest gear for men across the board.

That focus on American classics — from slinging T-shirts and flannel shirts to selling cool-as-heck valet trays, decanters and more — led the Bespoke Post team to form Line of Trade, and it’s now all grown up, so to speak.

You see, you can score rugged, classically cool menswear online right from the brand itself, a great excuse to revamp and re-up your winter wardrobe — starting with the Line of Trade Summit Flannel Shirt. Yes indeed, it’s great a time as any to get properly acquainted with the rugged, all-American retailer.

Line of Trade menswear review.

The company believes in menswear that’s built to last, not in chasing trends, and you can see that reflected right away in products like the Line of Trade Summit Flannel Shirt, plus a full lineup of best-sellers. Those best-selling menswear essentials include items like trucker jackets, sherpa jackets, heavyweight T-shirts and even a versatile pair of officer chinos modeled after old-school military pairs.

The great news is, the richly crafted Line of Trade Summit Flannel Shirt fits right in with each of those men’s style must-haves, especially in the cold climes of winter. The Line of Trade Summit Flannel Shirt, made from an exclusive pattern in super-soft, 100 percent cotton flannel, is a prized piece in my own wardrobe.

In one of several richly crafted patterns and colors, it’s got the ability to be worn on its own underneath a soft-shouldered blazer, or else atop a thermal henley. That pairing works well alongside, say, one of the brand’s waxed trucker jackets. It’s got a pleasing light weight to it — this isn’t a shirt jacket, but a flannel shirt you can layer comfortably beneath a hearty top layer.

A left chest patch pocket keeps things classic, while the length is perfect to wear untucked alongside your favorite pair of blue jeans (as I often do). If you’ve been hunting for a new favorite flannel shirt, one you can layer casually or dress up ever so slightly, and one that you can buy in bulk, so to speak, then I can confidently say the Line of Trade Summit Flannel Shirt is your best bet this week.

See Now, Buy Now: Take 60 Percent Off these Classic Everlane Jeans on Cyber Monday

Everlane men's jeans review.

It certainly is a crowded market out there when it comes to the best Cyber Monday deals for guys, with plenty of exceptional sales (thank you, Huckberry and Taylor Stitch!) up for the taking. But let’s dial things down ever so slightly.

We talked late last week about just a select few of the very best menswear deals for Black Friday, and here’s another one worthy of your consideration: When it comes to simple, stylish, well-made men’s basics — the kind of menswear you rely on every day, and the kind it can be nice to not overspend on — well, Everlane is perhaps your best bet at the moment (or one of them, at least).

And at a time when it seems some online shopping deals are really, well, not all that much of a deal, where else can you find a whopping 60 percent off on some of the best jeans for men (plus a host of other minimal, stylish and versatile essentials).

The sale includes a bit of everything, from dark blue jeans to Oxford shirts, T-shirts crisply designed sweaters and sweatshirts. But the best deal might be a sub-$50 pair of the Everlane 4-Way Stretch Organic Jeans, with organic cotton construction in a rich assortment of crisp, wear-with-anything washes.

In a positive sea of deals, it’s hard to find a great-fitting pair of men’s jeans under $50, but these certainly qualify. With the Everlane 4-Way Stretch Organic Jeans, you’ve got your pick of six different washes and a wide assortment of sizes, each as easy to wear with a T-shirt or a henley as they are to dress up ever so slightly with a chambray shirt for day-to-night style.

Plus, you can shop with confidence when it comes to the Everlane 4-Way Stretch Organic Jeans — the brand is transparent about where and how they’re made, and the end result is a pair of jeans that normally costs closer to $120.

Yet now, that same pair of everyday denim now costs you closer to $50, and you can wear ’em the rest of the holiday season and into the new year. Shop accordingly, save in style and test yourself out a new pair of the Everlane 4-Way Stretch Organic Jeans.

See Now, Buy Now: Add the Taylor Stitch Evans Crew to Your Casual Style Rotation this Winter

For as much as winter is about layering up with a bit of flair via one of the best sweaters for men — a shawl cardigan, a sweater polo or a sweater with some pattern and color, for instance — the basics and subtle style are also an important part of your wardrobe. Of course, you can get both from my friends at Taylor Stitch — more on that in just a moment.

Simplicity is sometimes best, whether searching for a stylish sweater as a base layer or scouring the market for a sweater you can wear easily and casually at home or on the road. And my friends, in my experience the Taylor Stitch Evans Crewneck just gets the job done when it comes to minimal, crisp and versatile style for winter.

Taylor Stitch Evans Crewneck review.

Right off the bat, there’s the crewneck design — more casual and slightly more ready to wear with a wider variety of jeans in various washes than the traditional V-neck sweater. But the Taylor Stitch Evans Crewneck steps things up slightly (yet still simply) from a casual crewneck sweatshirt, thanks to the wool-polyester-nylon blend.

Plus, the crewneck design features a heavyweight rib for some structure — with the Taylor Stitch Evans Crewneck, it certainly doesn’t look like you’re just wearing an easygoing long-sleeve tee. And then, there’s the texture — again, subtle and eye-catching but no less suitable for wearing on its own with dark blue jeans or underneath a waxed trucker jacket.

It’s sturdy, it’s useful for travel as a base layer, and it’s suitable to wear as you play host to friends for a holiday whiskey tasting or gift exchange (two of my favorite things!). When it’s straightforward yet polished style you seek, rock the Taylor Stitch Evans Crewneck alongside dark denim — it’s an unbeatable combo for a crisp-yet-laidback look.

See Now, Buy Now: The Taylor Stitch Mariner Coat Is a Hard-Working Fall and Winter Classic

Best winter peacoat for men.

In my personal experience scouring the market for the best winter style essentials for men, I find that the classics, as I often say, are the classics for a reason. That goes for style staples like the tried-and-true henley, the blue jean, the leather lace-up work boot and more, of course — as well as for one of the best peacoats for men.

And luckily for us all, the fine folks at Taylor Stitch are once again making a standout example of this iconic piece, a silhouette that’s got decades of history in every stitch.

The peacoat, with its sturdy wool build, was trusted by seafaring men and naval officers in brisk, frigid conditions, and the best men’s peacoats to this day hold up admirably — like the aptly named Taylor Stitch Mariner Coat, of course.

Part of the brand’s new coastal and adventure-inspired Treadwell Collection, your new favorite peacoat arrives not a moment too soon for late fall and early winter layering.

The Taylor Stitch Mariner Coat is built with uncompromising quality top of mind, as I’ve found with most sturdy, strong Taylor Stitch men’s jackets and coats (and flannel shirting, but that’s another blog post for another time.

A blend of strong yet flexible 19-oz. 72% wool and 28% nylon gives this jacket warmth, structure and wearability, especially considering the fact that the body is lined in organic cotton chambray.

Taylor Stitch Mariner Coat review.

The wool exterior of the Taylor Stitch Mariner Coat should prove plenty warmth when winter winds and snow hit, while the wool blend is burly enough to take on snow without weighing you down or getting wet (a prized feature of some of the best jackets for men, of course). The Taylor Stitch Mariner Coat boasts a classic six-button front and double-breasted design, with an oversized collar made to be turned up at the wind.

Designed to hit below the hip (but not quite long enough to cover most blazers or suit jackets), the Taylor Stitch Mariner Coat checks all the right boxes as far as a casually rugged yet still elegant coat is concerned.

It’s a surefire layering staple atop chambray shirting, fisherman sweaters and flannel shirts, and it’s a reliable choice to finish off many an outfit, including ones featuring leather dress boots and tobacco-hued chinos.

Yes, the classics are the classics for a reason, and the Taylor Stitch Mariner Coat hits on all the right notes to be considered one now — and in the future.

See Now, Buy Now: This Filson Down Bomber Jacket is An Outdoor-Ready Layer for Every Adventure

Filson men's bomber jacket review.

I’m of the opinion that a wardrobe packed with the best men’s style essentials should be ready for anything that comes your way, especially when weather on the horizon is of the frigid, snowy variety.

And for those instances and just about anything else out there, I tend to trust Filson and the brand’s heritage-minded, exceptionally rugged and highly durable menswear. Take the Filson Down Bomber Jacket, now part of the new Filson Holiday 2024 Collection.

It’s the type of piece that showcases what the Pacific Northwest brand is all about, including a commitment to quality materials, rugged durability and performance. Yes indeed, the Filson Down Bomber Jacket is packed with bells and whistles that elevate it above even the best men’s bomber jackets, and that’s more than ideal when it comes to your winter wardrobe. Let’s count the ways this jacket can bolster your seasonal layering, shall we?

Priced at a fairly agreeable $450, the Filson Down Bomber Jacket punches above its weight class given that some other bomber jackets on the market don’t boast the strong, warm 650-fill power down found within this coat (remember, the higher the rating, the warmer the jacket).

Details like wool-lined pockets and wool-blend ribbed knit cuffs at the wrist, waist and collar further bolster the warmth of the Filson Down Bomber Jacket while keeping out wind, snow and rain.

But the real kicker when it comes to the extreme toughness of the Filson Down Bomber Jacket is its water-resistant waxed cotton exterior, all the better to take on demanding elements this time of year without missing a beat. It’s lined in nylon and comes equipped with an interior snap pocket for your everyday carry essentials, and it doesn’t hurt that the two-tone waxed cotton build is rugged and stylish at the same time.

Best bomber jackets for men.

Of course, you can also find the Filson Down Bomber Jacket in a seriously cool Otter Green color, complete with the same tough-as-nails specs and performance you expect from the legendary outfitter. Better still is the fact that this handsome bomber jacket will develop its own patina over time, getting better with age the more times you wear it on adventures far afield (and closer to home). Layer up accordingly with your new favorite bomber jacket, and you certainly won’t go wrong this holiday season.

See Now, Buy Now: This Relwen Lined Flannel Shirt is a Perfectly Cozy Style Upgrade

Best men's flannel shirts to buy now.

As I compile my rotation of fall and winter wardrobe essentials, I tend to look for gear that’s built to last, that’s up for anything and that looks great while standing up to the demands of the season. It’s a higher bar to clear than one might think, but then again, that’s why I trust the good folks at Huckberry to come through week after week, season after season.

And that’s why I know I can also trust Relwen, heritage-inspired Ohio purveyors of clothing that’s burly and durable yet soft and comfortable, seemingly all at once — like the Relwen Chamois-Lined Flannel Shirt, for instance. It’s a top seller right now at Huckberry, which is saying something, with all the warmth and style points your seasonal wardrobe needs this instant.

Relwen flannel shirt review.

On the surface, it looks like a classic men’s flannel shirt. And yet, the Relwen Chamois-Lined Flannel Shirt, in addition to its soft 100 percent cotton flannel exterior, boasts a secret weapon beneath its rugged plaid stylings.

This particular flannel shirt is lined in another layer of cotton chamois for even more comfort, known for what Huckberry calls a “butter-soft feel.” That gives it an extra touch of layering potential over a thermal shirt or your favorite henley, not unlike one of the best men’s workshirts from Relwen.

Four eye-catching plaid and check patterns lend the Relwen Chamois-Lined Flannel Shirt some extra fall and winter fashion pedigree, all the better to wear with expertly faded jeans or even tobacco-hued stretch chinos (leather boots sold separately).

For an instant cold-weather layering upgrade without sacrificing style, the Relwen Chamois-Lined Flannel Shirt gets the job done, and then some — as with most gear from Huckberry, isn’t that right?

See Now, Buy Now: The Shinola Mechanic Watch is a Refined Timepiece for Everyday Wear

Shinola men's watch review.

The details often make the difference in putting together the best #OOTD for many a situation: The office, date night, a *day at the office into date night,* and so on. Accessories can take an outfit from good to great, especially a look centered around the classics — like an Oxford shirt and a navy blazer, for instance.

And as I put together a classically cool look of my own (check out my Instagram for more!), I often turn to a finishing touch via the best watches for men. In fact, I turn to one of my favorite brands: Michigan-based Shinola, a watchmaker that’s truly a lifestyle brand. There’s the Shinola Hotel in Detroit, plus an impressive array of Shinola furniture collaborations, but let’s talk about the Shinola Mechanic Watch as seen at the top of the page.

Shinola watch review

The best men’s watches needn’t be overly complicated or even overly expensive — and even something seemingly simple in terms of design can add a sense of sharpness to any look.

So it goes with the Shinola Mechanic Watch, so named for its hand-wound mechanical design — on a technical note, a series of gears and springs power the watch, without the need for a battery.

But we’ll leave more intricacy to watch blogs out there, since both the design and interior construction of this timepiece are still flawless enough to warrant your hard-earned cash (and time), and a place in your wardrobe.

When it comes to the Shinola Mechanic Watch, the difference really is in the details, and that includes a cushioned case design and domed alabaster dial, while pleasantly curved hours and minutes hands also lock in the tasteful throwback look of this timepiece. The dial exudes a mix of Art-Deco and Mid-Century Modern-esque charm, something I tend to appreciate about Shinola men’s watches.

In my book, the look of this refined timepiece is crisp and versatile enough to be dressed down (with a waffle henley and dark blue jeans) or dressed up (with a white Oxford shirt and a navy blazer, for instance). There’s simply much to love about a timepiece like the Shinola Mechanic Watch, which also boasts a dressy and retro-minded 39mm dial (keep this in mind if you favor a larger watch).

And while this watch might seem like a splurge at first, it’s a worthwhile purchase and even comes with some distinctive touches, like that toothed crown on the right for self-winding. A handsome leather strap rounds things out quite nicely for pairing with your favorite brown leather boots — if I were you, I’d look to pair up the Shinola Mechanic Watch with as many ensembles as possible this season (and beyond).

See Now, Buy Now: This Buck Mason Henley is a Tried-and-True Fall Classic

Buck Mason men's henley review.

There are a few menswear essentials I consider to be true classics, as the headline would indicate – the sort of staple pieces that look great on every guy and just, well, get the job done when it comes to appealing, rugged and versatile style.

If you’ve read the blog lately, especially this autumn, then you know that Buck Mason knows a thing or two about serving up those classics — from the trusty peacoat to five-pocket corduroy pants to the Buck Mason Vintage Thermal Henley shown above. It’s an update to throwback military pieces, with the style points to match, and it’s the sort of shirt that functions handily as a base layer or a statement piece in its own right.

Plus, when you throw in the fact that this stylishly rugged henley is built with an extended placket for a touch of visual interest, the Buck Mason Vintage Thermal Henley gets even cooler and more eye-catching. Corozo buttons give the contrasting placket a dash of style, too. It’s also made with a French rib cotton double knit construction, the better for a proper combination of softness and style.

Ribbed cuffs deliver a secure fit at your wrist, and color options like Natural (my personal favorite) and Sandstone hit the right marks in terms of style points. The Buck Mason Vintage Thermal Henley is built with durability in spades, it looks great with jeans, with stretch chinos and a trucker jacket or underneath a soft-shouldered blazer.

And it comes in easily wearable colors for an expert look and feel this season — yes, it lives up to its name as a tried-and-true classic, and then some.

See Now, Buy Now: These Astorflex Derby Shoes from Huckberry are the Most Versatile In Your Wardrobe

Astorflex men's shoes review.

When I hit the market searching for a pair of the best men’s shoes, period, I look for durable, dependable shoes that fill a need in multiple style situations. After all, not every guy needs to lace up ultra-slick dress shoes every single day, and that’s where Huckberry’s wares enter the fray.

In my book, sometimes, a pair of stylish chukka boots, some of the best Chelsea boots or even slightly more casual leather derby shoes will suffice. So it goes with Astorflex and the new, fast-selling Astorflex Redflex Derby Shoes.

The derby shoe features open lacing and a slightly more casual profile — the kind that looks as serviceable and stylish with dark blue jeans as it does with stretch chinos and perhaps even a tailored wool suit. There’s also a contrasting sole and a studded outsole for a touch more casual style.

Best business casual shoes for men.

And because they hail from Huckberry-approved brand Astorflex — family-owned Italian footwear makers with generations of experience and a penchant for using sustainable materials — you can rest easy knowing that quality remains paramount.

The Redflex Derby Shoes use a handsome vegetable-tanned leather upper paired with a memory foam insole, and the leather itself looks to be the kind that both shines up cleanly and gets even better with age.

Handcrafted construction also sets these versatile shoes apart, while the profile and style is the kind you can wear multiple times a week, in multiple situations, without missing a beat. Pairs of these stylish new shoes from Huckberry are selling quickly though, so act accordingly and wear ’em as often as you please — with indigo denim, with tan chinos and more, my friends.