The List: Get Ready for Winter with My Favorite New Men’s Gear Picks

Get these rugged hiking boots for winter — and then read the rest of today’s edition of The List.

Are we starting the countdown clock on winter a bit early, perhaps? Well, yes — so, let’s say this edition of The List (my handy series covering your favorite style essentials) is covering the best new gear for fall AND winter in equal measure. And my friends, you’re going to like what you see, from the best new hiking boots on the market to rugged everyday carry essentials. They’re all yours for the taking, and with Thanksgiving and the holidays on the way, you  best get a move on when it comes to shopping.

Vivobarefoot Tracker Boots — $240

Surprisingly sleek hiking boots made to get you ready for winter.

Get prepped to hit the trail and take on fall and winter with these rugged men’s hiking boots from Vivobarefoot. These are surprisingly lightweight hiking boots that take on everything you can throw at ’em, and then some. If your November and December plans involve going off-trail, these are the way to go.

Bespoke Post Gear Box — $45 (When Signing Up for Bespoke Post)

The right EDC essentials for the season.

We mentioned above that we’d get you geared up for the season with the best EDC essentials, and for one low price, you’re getting a heck of a deal with the Bespoke Post Gear Box, packed with goodies to bring on the go with your favorite hiking boots and tough camp pants.

Proof Rover Jacket — $168

A durable, lightweight jacket for when you need a quick and easy travel piece.

In the spirit of keeping your gear as rugged and streamlined as possible, reach for one of the best new men’s jackets, and a casually rugged one at that. When you need to haul your everyday carry essentials on a long trip, the Proof Rover Jacket is the easy, grab-and-go jacket you need.

Luminox ICE-SAR Arctic 1200 — $695

A rugged everyday watch with uncompromising style.

The impending depths of winter mean you need a rugged everyday watch that can take a beating — this new Luminox watch is precisely that timepiece. Made with stainless steel and 24-hour readability, it’s your new favorite watch to wear with a shawl collar cardigan and dark blue denim.

Slow and Low Hochstadter’s Rye Whiskey — Price Varies

A classic rye whiskey to enjoy on cold winter nights.

With Thanksgiving and the holiday season on the way, you’re going to want to serve up richly crafted fall and winter cocktails from your home bar — and it doesn’t hurt to have one of the best whiskies on hand. Slow and Low’s rye whiskey, available in can and bottle form, takes its cues from old-time saloon whiskey used to make the first Old Fashioned — and the results are remarkable. Head to GearMoose to read my full brief on Slow and Low whiskey

Taylor Stitch Camp Pants in Timber Boss Duck — $128

Ridiculously tough camp pants from a brand that knows how to make ’em.

If you peruse the pages of the old blog here from time to time, you’ll know that I’m a big fan of Taylor Stitch and specifically, the rugged Taylor Stitch Camp Pants. Particularly in the brand’s custom Boss Duck fabric (made with a remarkable blend of hemp, polyester, organic cotton and spandex), these are the best camp pants to buy for your next winter trip.

Topo Designs Mountain Shirt — $89

A classic chambray shirt made with the great outdoors in mind.

When you want the toughness of the outdoors merged with style that works in the city, that’s when you turn toward a rugged chambray shirt — and more specifically, the excellent Topo Designs Mountain Shirt. It’s done up for the fall and winter season with Western detailing and 100 percent organic cotton chambray fabric.

Rocky Mountain Underground BRFCS Travel Bag — $249

A tough everyday bag — and one made for weekend getaways, too.

Looking for a dependable travel bag to pair up with your Taylor Stitch Camp Pants for your next upstate fall or winter getaway? Look no further than this tough everyday carry from Rocky Mountain Underground, made with sleek reliability in mind.

Flint and Tinder Canvas Expedition Shirt — $118

Tough Panama canvas and spandex make for an essential fall and winter layer.

Whenever Flint and Tinder steps up to the plate, they’re guaranteed to knock it out of the park — baseball metaphor aside, that’s what they’ve done with the Canvas Expedition Shirt, a rugged men’s shirt for fall and winter that’s practically perfect to layer over your favorite henley.

Rhodes Footwear Huxley Boots — $220

Stylish Chelsea boots to wear to Thanksgiving (and beyond that).

Ever wondered how Huckberry and Rhodes Footwear can keep churning out some of the best men’s boots for any occasion? It’s a tall order, but they’re up to the challenge, and they’ve made some of the best men’s dress boots for winter right here — they’re also the perfect boots to wear for Thanksgiving, what with sleek style and an anti-shock foam layer built in. Well-done!

Thirsty Monk Trail Monk IPA — Price Varies

An IPA brewed with orange zest for a good (no, great) cause benefitting the outdoors. Photo courtesy of Thirsty Monk.

Here’s the thing about craft beer — if you’re willing to seek it out, you’re going to find excellent local and regional brews in plenty of places. And if you live in or near Portland, Asheville or Denver (three of my favorite cities!), you know the joys of the terrific “Belgian-rooted ales” being produced at Thirsty Monk’s brewpubs. That list includes the new Trail Monk IPA, made with orange peel and zest for a bittersweet zing at the finish. I had the chance to visit the excellent Asheville Downtown location, and I can’t recommend it enough — what’s more, portion of proceeds from sales of Trail Monk will benefit Blue Ridge Parkway Foundation in Asheville, the Colorado Fourteeners Initiative in Denver, and Trailkeepers of Oregon. Craft beer that tastes great AND gives back? That’s nearly too good to be true!

Taylor Stitch Lodge Sweater in Army — $168

A seriously soft, one-of-a-kind Taylor Stitch sweater on tap.

Not to worry, we’re back to menswear here — but for when you want to layer up with your new favorite sweater to grab a delicious craft beer this winter, reach for one of the best men’s sweaters, as done up by Taylor Stitch (naturally, of course). Even better? It’s made with incredibly soft 100 percent baby yak.

Jumper Boxer Briefs — $25

The best boxer briefs on the market? Try them for yourself.

No matter the rest of your gear rotation, it’ll always pay off to ensure the details are taken care of — such as with a pair of some of the best men’s boxer briefs from Jumper. Comfort and breathabilty are what you’re getting here.

Billy Reid Louis Henley — $150

A premium henley that pulls no punches in terms of quality.

OK, last but not least, let’s wrap things up with a look at one of the best men’s henleys you’re apt to find in your shopping search. Billy Reid knows all too well how to upgrade your men’s basics, and this pleasingly rugged henley is old-school inspired and yet perfectly modern.


Which of the above best new men’s gear picks caught your attention the most? Perhaps you’re looking forward to enjoying Slow and Low’s rye whiskey? Or maybe, you need to layer up with one of the best men’s henleys as shown from Billy Reid. Or perhaps you’ve got your heart set on picking up the Canvas Expedition Shirt from Flint and Tinder? Whatever floats your boat, let me know about it on Twitter. Thanks for reading!

The List: These are the Best Men’s Gear Picks to Start off October the Right Way

The best casual sweater for a fall weekend? I’ll let you be the judge of that.

So, join me for another edition of The List — and this one, the first one of October, is all about ever-critical, versatile fall layers. The time for fun and games is over (well, in a way) — you’ve had some Oktoberfest beers, you’ve attended a tailgate or two or three, and now, it’s time to keep gearing up for more fall fun. With a focus on rugged-yet-wearable picks like the Relwen Windzip Popover, I’m betting you’re going to layer up for fall with ease (and style) in mind. Of course, you’ll find plenty of complementary picks on the docket, including rugged flannel shirt from Taylor Stitch — that’s just the tip of the iceberg. Happy October, my friends.

Relwen Windzip Popover — $218

No wrong way to go with this durable popover sweater, guaranteed.

As discussed above, you’ll see we’re all about versatile fall layers this time around — after all, it’s in the air right now. That being said, the Relwen Windzip Popover is one of the best layers for fall, made to durably take you through tailgates and camping trips aplenty.

Timex x Todd Snyder Beekman Watch — $158

I’ll leave it up to you as to whether this is one of the best black leather watches on the market.

As far as the most affordable men’s watches go, the ongoing Timex x Todd Snyder collaboration has to take the cake. The Beekman Watch could just be the best black leather dress watch for men, and it’s well-suited for a fall wedding, too.

Filson Watch Cap — $45

A tough watch cap to wear into fall.

We’ll move from talking about a watch to wear to a fall wedding to the rugged beanie cap to wear in your downtime. Get on this affordable Filson beanie cap while there’s still time.

Faherty Brand Slub Cotton Henley — $98

An excellent men’s henley for every fall weekend.

Rest assured, this won’t be the last rugged henley we’ll talk about in today’s post — but it’s simply one of the best men’s henleys around, so it gets the nod here. Faherty Brand does a wonderful job using rich fall fabrics and excellent seasonal colors.

Flint and Tinder Flannel-Lined Waxed Trucker Jacket — $220 

The return of an old favorite via Flint and Tinder.

If you read the blog, you’ll recall the simply magnificient, perfectly rugged and (newly) iconic Flint and Tinder Flannel-Lined Trucker Jacket. Well, folks. It’s back. Layer up for fall accordingly.

Rancourt & Co. Court Classic 2.0 — $280

The best white leather sneakers are up for the taking as we move into fall.

Can you wear white sneakers into the fall? Yes, you can (white jeans are another story). But the best white sneakers can be worn plenty of days (and ways) during October, particularly when it’s warmer than expected. Rancourt & Co. does things the right way with this sleek leather pair.

Taylor Stitch Crater Shirt in Rust Plaid — $98 

One of the best flannel shirts you can pre-order at the moment — like, right now.

You’ve got just enough time to pre-fund this rugged flannel shirt from Taylor Stitch. The Crater Shirt is the kind of shirt you’re going to love to wear on fall weekends aplenty, particularly with classic raw denim from Mott and Bow — speaking of …

Mott and Bow Slim Oliver Raw Denim Jeans — $108 

Slim, deep blue denim to wear deep into fall from Mott and Bow.

Now, just because we talked above about the best white sneakers doesn’t mean we’re giving up on tried-and-true fall dressing entirely. Case in point: This rich, dark blue pair of classic raw denim from Mott and Bow. Perhaps the best men’s jeans to wear all fall.

Good + Well Supply Co. Sequoia National Park Candle — $36

A simple, subtle way to upgrade your home this fall.

As to be expected, scented candles for fall are all the rage right now — so don’t be surprised if this one is sold out. That being said, a candle is a perfectly simple way to upgrade your home, seeing as it’s inspired by an American treasure.

Howler Brothers Merlin Jacket —$199

Need a jacket that doesn’t quit when the going gets tough? Get this Howler Brothers jacket.

When it comes time to gear up for inclement fall weather — either as you tackle early morning yard work or gear up for an early morning tailgate — the tough Howler Brothers Merlin Jacket (as previously seen here on the blog) is one of the toughest fall jackets you can ask for, and it’s crafted from micro-ripstop, at that.

Astorflex Bootflex Boots — $195

These are the best new boots for fall, full-stop.

You’ll find plenty of gems when it comes to the best men’s boots for fall via Huckberry, but the Astorflex Bootflex Boots — perfectly rugged and casual all the same — are a must-have for your closet.

Flint and Tinder French Terry Pullover Hoodie — $69.98

The perfect weekend hoodie? Yes, it could be.

This stylish hooded sweatshirt — and others like it — have popped up across The Style Guide in recent weeks, and with good reason. This French Terry hoodie is premium and rugged, able to be worn atop your favorite T-shirt or alongside an Oxford shirt for the right blend of casual and laidback appeal. Team it up with those Astorflex Bootflex Boots, too.

Old Enfield Heritage Dopp Kit — $62.98

The perfect dopp kit for your favorite grooming essentials.

For fall travel, be it an upstate weekend getaway or a jaunt to a fall wedding, you need one of the best men’s dopp kits. It’s an understated accessory that pays big dividends, and the Old Enfield Heritage Dopp Kit checks all the right boxes.

Wellen Hemp Long-Sleeve Henley — $39.98 

The henley to wear all fall — and then some.

Finding an affordable long-sleeve henley can be tough — but in terms of sustainability and style, Wellen is unmatched. This is the rugged fall henley to wear all season.

Obermeyer Carson Down Vest — $129

A casual, cool, adventure-ready vest.

In the way of essential fall layers, it’s tough to go wrong with a rugged, insulated vest for fall — especially this retro-inspired, colorblocked number for fall.

Howler Brothers Howler Club Snapback — $30

A cool canvas cap for a fall weekend.

We’ll close out today’s roundup of the best men’s gear with a casual fall weekend cap, crafted with retro style and laidback sensibility in mind. Throw on this Howler Brothers cap (yes, more from that brand!) to grab some beers at your favorite bar.

Alright,  now mark my words … that was a HECK of a lot of classic fall gear to sort through, was it not? From the small essentials (like a casual fall weekend cap or a scented candle for fall) to the bigger purchases (see: The best black leather dress watch for men and the Flint and Tinder Flannel-Lined Trucker Jacket), I hope you found something you’ll enjoy. Have any particular favorites? Let me know on Twitter!