The List: Stay Warm in Style Right Now with Winter’s Best New Gear

Step out in style with the best new men’s gear — these rugged leather boots included.

Getting dressed in style through the winter — especially now that we’ve hit February — can often seem like a monumental task. It’s cold, it’s (likely) snowy, it’s not a lot of fun to be outside … so you need a hearty helping of the best winter style essentials to carry you through these doldrums. So it goes with today’s edition of The List, led off with some of the best chukka boots (from HELM Boots) that you’re going to step into this winter. We’re going to complement those classic boots with the sort of picks that’ll upgrade your grooming and your life in general — heck, that’s what these posts are all about, after all. So fear not: Winter will subside, and you’ll get through it with your new favorite menswear. Read on.

HELM Boots Declan Brown Leather Chukka Boots — $295

Rugged leather chukka boots that’ll break in nicely over time.

Every guy — including you — needs a pair of the best leather chukka boots in his wardrobe. It’s helpful that the HELM Boots Declan Boots are made with serious quality in mind, and built to deliver all winter long. What can you pair your rugged leather chukka boots with? Funny you ask …

Flint and Tinder Selvedge Chinos — $168

Perfectly rugged-yet-versatile selvedge chinos.

Is it hard to find a pair of American-made chinos, and an affordable pair of chinos, at that? The short answer is quite simple: Yes. The Flint and Tinder Selvedge Chinos are ridiculously well-crafted, endlessly versatile and yes, perfect to pair with your HELM Boots Declan Boots.

Belstaff Ridge Quilted Jacket — $340

A legendary, rugged jacket from Belstaff to wear all winter.

The first thing you need to take care of for the rest of winter? Finding one of the best winter jackets — an investment-level quilted jacket from Belstaff ought to fit the bill nicely, agreed? Plus, this durable coat could be one of the best winter travel jackets thanks to its versatile design.

Bespoke Post Parlor Box — $45

The right way to upgrade your home bar in style.

Stepping away from menswear for a second, there’s no time like the present to upgrade your home bar. Crucially, you can do that for a low, low price with the Bespoke Post Parlor Box — cheers.

Serica W.W.W. WMB Edition Watch — $540

A rugged, classic leather watch to wear all through winter.

Right off the bat, the Serica W.W.W. WMB Edition Watch has a lot going for it — made in collaboration with adventurer and photographer Matt Hranek, it’s as durable and classic as it gets, and it’s perhaps the most versatile leather watch you can wear on your wrist this winter.

Saturdays NYC Stenstrom Fleece Jacket — $245  

A cozy, luxurious fleece made for winter layering.

Don’t sleep on the versatility and style of a cozy fleece jacket — especially a surprisingly luxurious fleece jacket from Saturdays NYC. The NYC-based brand are masters of minimal style, and this premium fleece jacket is just one fine example.

Far Afield Deniz Cable Knit Sweater — $154 

As rugged a winter sweater as it gets.

It’s the right time to layer up with a rugged winter sweater to fight back against the season’s chill — thankfully, the Far Afield Deniz Cable Knit Sweater (as sold by Bespoke Post) is up to the task.

Super73-S1 Universal Motorbike — $2,200 

A seriously cool motorbike made to inspire wanderlust.

As I said, we’re about more than just menswear in these gear roundups — and this investment-level motorbike (available via Huckberry, naturally) fits the mold if you like to get out on the open road. The Super73-S1 Universal Motorbike is one-of-a-kind, that much is true.

Faherty Brand Stretch Corduroy Shirt — $148

A classic corduory shirt, sure to impress at the office or at happy hour.

Winter calls for plenty of rugged men’s style essentials — kind of like the endlessly wearable Faherty Brand Stretch Corduroy Shirt, a simple-yet-classic and easy-to-style corduroy shirt. How easy to style? Simply grab an investment-level quilted jacket from Belstaff and your Flint and Tinder Selvedge Chinos.

Flint and Tinder Wool CPO Shirt — $228

A durable CPO shirt that calls to mind cold winter mornings.

The focus today has been all about winter layering essentials, but we haven’t come across anything quite like the Flint and Tinder Wool CPO Shirt just yet. It’s one of the best shirt jackets on the market, made with a durable-yet-versatile blend of Japanese wool and polyester, plus a neat color that works with your new favorite chinos.

Duke Cannon American Soap and Hatchet Set — $175

All the best men’s grooming essentials, delivered in collectible packaging with a neat design. Well-done, Duke Cannon.

Let’s get back to more affordable style staples, shall we? In this case, Duke Cannon delivers the goods with the jam-packed, well-designed American Soap and Hatchet Set, featuring all the men’s grooming essentials you need — plus a neat carrying case and yes, an actual hatchet. A great gift for the stylish guy, too.

EVERGOODS CTB 40 — $289

The durable, dependable everyday backpack to take with you everywhere.

Your everyday carry needs to be sleek, streamlined and efficient — and of course, effective. The EVERGOODS CTB 40 checks all the boxes, and it’s destined to become your new everyday bag because of its rugged-yet-minimal construction.

Taylor Stitch Crewneck in Natural Donegal Terry — $98

A classic crewneck sweatshirt made the Taylor Stitch way.

Who said a crewneck sweatshirt can’t be stylish? As one would expect, the good folks at Taylor Stitch are making one of the best men’s crewneck sweatshirts, and they’re doing it in a color that’s cool, unique and ready to wear with your favorite chambray shirt this winter.
Mott and Bow Charles Twill Chinos — $125

Classic chinos from your favorite denim brand.

We talked earlier about the Flint and Tinder Selvedge Chinos, but allow me to introduce to you perhaps another pair of your new favorite chinos — they’re made by Mott and Bow (makers of some of the best men’s jeans), and rest assured, the Mott and Bow Charles Twill Chinos get the job done in winter (and every other time of year!).
Astorflex Rolflex Boots — $185

Durable boots that are part-sneaker, part Chelsea boot.

So, what exactly are you going to wear with your new favorite chinos, for example? The hybrid sneakerboots shown here — the Astorflex Rolflex Boots carry on that lineage of quality and style you expect from the brand, to say the least.
Flint and Tinder Wool Camp Socks — $15.98

The best socks for your boots? Sure thing.

OK, last but not least — if you read the blog regularly, you know that the best men’s accessories make all the difference when it comes to comfort and style — the Flint and Tinder Wool Camp Socks are certainly a prime example of this. They’re the best men’s socks to wear with your Astorflex Rolflex Boots, among other picks.
OK, so … do you have a favorite pick from the above, rather extensive list? It’s always tough to decide between essential picks that are modern and stylish (take the Mott and Bow Charles Twill Chinos) and must-have layers (a la the Flint and Tinder Wool CPO Shirt). Of course, if you really want to splurge, then the Super73-S1 Universal Motorbike is a prime adventure-focused purchase. And we’d be remiss not to mention the very pick highlighted at the top of the page, the HELM Boots Declan Boots — these stylish leather chukka boots can be worn with each and every single one of these menswear essentials. Let me know how you’re putting them all together on Twitter.