The List: Stay Warm in Style This Winter with All the Best New Menswear for 2020

Step out with a crucial layer this winter — one of the best men’s flannel shirts from Faherty Brand.

Getting dressed in style this winter needn’t be boring — at least, that’s what I’m here to try to convince you of as we kick off 2020 and another edition of The List. For those new to the blog, The List represents all the best new men’s style essentials to buy for each and every season — compiled weekly, at that. And I think you’re going to appreciate the blend of gear we’ve got going on today, from a classic flannel shirt to the perfect jeans from Mott and Bow. That’s really only the tip of the iceberg, though. After all, getting dressed for winter doesn’t have to mean throwing on endless layers and then calling it a day — you’ll see that below. Happy shopping!

Faherty Brand Stretch Seaview Flannel — $148

A classically rugged flannel from a timeless brand — perfect for winter.

To layer up for winter, you need to start out on the right foot — or in this case, with the right shirt. The Faherty Brand Stretch Seaview Flannel is a personal favorite for its blend of comfort, durability and rugged style. That makes it the perfect flannel shirt for winter, and indeed, one of the best men’s flannel shirts … period.

Jack Mason Aviator 3-Hand Watch — $195

This could be the perfect everyday watch from Jack Mason — rugged, casual and yet versatile.

The ideal casual watch for everyday wear this winter could be this stylish Jack Mason timepiece — inspired by aviation and the art of flight, this sleek leather watch is perfect for both business casual and weekend style settings. Trust me, I’ve tested it out (as you might have seen on my Instagram).

Duke Cannon Beer and Bourbon Box — $25

Richly crafted soaps in cool, beer and bourbon-infused scents.

The best men’s grooming essentials sometimes come in small packages — or at least in the case of Duke Cannon, they come in a set featuring the brand’s famed and highly functional Big Ass Bar of Soap. The Duke Cannon Beer and Bourbon Box uses some standout scents to upgrade your winter grooming.
Flint and Tinder Shaggy Scottish Sweater — $168

A cozy, comfortable and yet rugged sweater from Flint and Tinder up for sale.

Yes indeed, the folks at Flint and Tinder have done it again — the Flint and Tinder Scottish Sweater is made in Scotland, as luck would have it, from soft brushed wool. It’s the best sweater for cold winter mornings (and evenings, for that matter).
Mott and Bow Harrison Shirt — $145

A classic cotton flannel shirt in a tailored fit, done up in a cool plaid pattern.

So, what shirt are you going to layer under the Flint and Tinder Scottish Sweater? That’d be the Mott and Bow Harrison Shirt — an exceptionally stylish flannel shirt for winter from the makers of your favorite jeans.That’s a perfect winter style combo, if you ask me.
Nick’s Boots Falcon Boots — $495

These are surely some of the best men’s boots you can buy for winter.

If there’s one thing you need for winter, it’s a great pair of winter boots. And not just any old pair will do — lace up some investment-level boots you can wear for days on end this winter. Specifically, step into the rugged, absurdly beautiful Nicks Boots Falcon Boots. Together with one of the best men’s flannel shirts, you’ve got the makings of a top-notch winter ensemble.
Taylor Stitch Heavy Bag Henley in Heather Grey — $68

Cozy, warm and rugged — everything you need in a henley, and then some.

OK, so you’ve got one of the best men’s flannel shirts, you’re lacing up your investment-level boots … what’s missing? Easy, a rugged henley from Taylor Stitch. The Heavy Bag Henley is made with upcycled fabric and features a comfortable-yet-flattering fit — one of the best men’s henleys I’ve tested.
Harpoon Brewery Winter Warmer — Price Varies

A rich winter beer to warm dark, cold nights.

The aptly named Harpoon Brewery Winter Warmer is one of the best beers for winter, all owing to its classically inspired recipe (cinnamon and nutmeg feature heavily), along with its long lineage — it’s been brewed since 1988, after all. I’m a big fan after testing it out courtesy of the brewery (thanks, guys!), and I think you’ll appreciate it, too.

Mott and Bow Connor Heavy Cable Crew — $225 

Another rugged sweater to wear with your favorite Mott and Bow jeans.

Yes, you read that right — Mott and Bow continues to move beyond denim (although it’s assuredly some of the best men’s denim) with pieces like this classic cable crew sweater. It’s, naturally, the ideal piece to pair with Mott and Bow jeans.

Filson Medium Submersible Dry Duffel Bag — $200

The rare duffel bag that’ll keep your gear dry no matter where you go.

If you want an everyday duffel bag that’s every bit as rugged as your favorite men’s gear from Filson, then the Filson Medium Submersible Dry Duffel Bag is the one you need by your side for all your winter adventures.
Faherty Brand Sun & Waves Shawl Cardigan — $398

The perfect winter cardigan? Maybe so. Try it from Faherty Brand to find out.

Yes indeed, we’re going with another entry from Faherty Brand in this edition of The List. The uniquely designed Faherty Brand Sun & Waves Cardigan jumps right out at you in the best way possible — that eyecatching pattern makes it one of the best shawl cardigans to buy this season. Who said winter style wasn’t fun?

Danner Full Bore Boots — $150

Tough boots featuring water-resistant suede and a Vibram outsole.

The best hiking boots can come in quite handy when it comes time to navigate snowy streets and trails, and the Danner Full Bore Boots fit the mold quite stylishly.

Flint and Tinder Raglan Waffle Henley — $62

A tough henley that pulls no punches in terms of standout style.

Of course, it really wouldn’t be an edition of The List if we didn’t recommend one of the best men’s henleys — the pleasingly rugged Flint and Tinder Raglan Waffle Henley is the perfect henley to wear under a flannel shirt (and that’s just one styling option).

Proper No. Twelve Irish Whiskey — Price Varies

A “proper” whiskey that pays homage to Conor McGregor’s hometown.

From MMA champion Conor McGregor comes a triple-distilled Irish whiskey (featuring golden grains and vanilla, honey and toasted wood notes) — this whiskey in particular pays homage to MacGregor’s hometown of Dublin & the Crumlin, Dublin 12 neighborhood specifically. It’s the perfect whiskey to try on a cold winter weekend — preferably surrounded by friends. I’ve tried it, and I can vouch for it. Cheers!

Taylor Stitch Ojai Jacket in Waxed Wool — $228 

A rugged jacket that only Taylor Stitch can dream up.

Part field jacket and part blazer substitute, the Taylor Stitch Ojai Jacket (made from a handsome waxed wool in a deep olive color) is one of the best men’s winter jackets, and a worthy piece to wear alongside your Heavy Bag Henley.

Wolverine BLVD Cap Toe Boots — $199 

Rugged-yet-dressy boots — the perfect encapsulation of all things Wolverine.

If you typically think of more rugged leather boots when you think of Wolverine (like the ones found in this winter style ensemble), then get ready to shift your thinking a bit. The Wolverine BLVD Collection focuses on affordable style and yet high-quality performance & design, including rich leather that’ll age very nicely. More specifically, the dressy-yet-versatile Wolverine BLVD Cap Toe Boots are a shining example of day-to-night style from this lauded brand.

OK, so whenever I get to the end of one of these posts, I always have a tough time picking my favorite — do you feel the same way? From the perfect flannel shirt for winter, right on through to those rugged Wolverine BLVD Cap Toe Boots, I’d say there’s probably something for every taste and budget.  Maybe the Taylor Stitch Ojai Jacket is your go-to pick? Or perhaps it’s the rich Faherty Brand Sun & Waves Cardigan? Of course, we’d be remiss not to mention the excellent versatility of a stylish flannel shirt for winter from a top denim brand. Let me know your thoughts on these picks over on Twitter. Let’s get out there!

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