November 18, 2025 by Beau H.

The Tuesday Steal: The Bespoke Post Black Friday is Live, With Up to 60 Percent Off the Best Men’s Gear

It might seem hard to believe, but the best Black Friday and Cyber Monday sales, especially the best Black Friday sales on men’s gear and more, have been rolling out surely but swiftly — if you know where to look, that is.

And while it might seem that there’s still much to be done ahead of the Thanksgiving holiday — what between keeping an eye on travel plans, packing up your favorite duffel bag and figuring out what to wear on Thanksgiving — well, why not take a look at what a fine company like Bespoke Post has to offer as far as the best Black Friday and Cyber Monday menswear is concerned… nice and early, ehh?

Shop deals on gear and more at Bespoke Post

In fact, Bespoke Post — the NYC-based retailer known for delivering one of the best subscription boxes for men month in and month out — has been at it for a while this season yet with Black Friday deals, dropping standout deals on gear in successive batches. And right now, new gear just hit the Bespoke Post site at up to 60 percent off.

That’s a tough deal to pass up, right? And as with the entire Bespoke Post site itself — which stocks and sells everything from camp chairs to pocket knives to flannel shirts, decanters and leather boots — the rather incredible Bespoke Post Black Friday Sale tends to cover a little bit of everything, as you’ll soon find out (shop early and often, my friends, I say!).

Shop big-time savings now at Bespoke Post

Yes, a quick glance at the wares up for grabs within the Bespoke Post Black Friday Sale shows a rugged fleece-lined corduroy trucker jacket, a cocktail smoking kit, a handsome denim shirt, a series of breakproof glass tumblers and a merino wool scarf destined to elevate any outfit.

There are assuredly deals aplenty to follow from Bespoke Post (like the covetable Bespoke Post Black Box giveaway), but for now, the Bespoke Post Black Friday Sale is an indomitable way to get early deals on the best gear for men, period.

September 28, 2025September 27, 2025 by Beau H.

The Sunday Sale: Take 25 Percent Off Sitewide at the Triple Aught Design Equinox Shift Sale

In the crowded world of menswear, it’s always worth taking a closer look at a brand that’s committed in steadfast fashion to sturdy, overbuilt gear, in the best way possible. That ethos certainly rings true when it comes to my friends at Triple Aught Design, the San Francisco-based menswear brand with a deep focus on tactical, performance-inspired, absurdly rugged gear fit for situations on land, in the air, on the trail and across the globe.

Shop new men’s gear and more at Triple Aught Design

Lofty praise though that might be, it’s selections like one of the best denim jackets, or one of the softest yet most durable cotton henleys, or even a pair of the best selvedge jeans for men, that cement the company’s vision centered around performance and style.

And that’s what makes the Triple Aught Design Equinox Shift Sale so worth shopping — for the next three or so days, take 25 percent off sitewide on a stylish, hard-wearing, rugged assortment of gear, from your new favorite denim jacket to a tactical field coat, expertly fitted jeans and chinos, sleek base layers and much more.

While there are certainly some exclusions when it comes to savings on durable, rugged gear aplenty, the Triple Aught Design Equinox Shift Sale is perhaps the best chance in a good while to equip yourself for the season ahead, be that with sharp cargo pants, the company’s famously tough Ranger Jacket or the sturdy, endlessly wearable Haven CPO Shirt.

It doesn’t hurt that the offerings up for grabs at the Triple Aught Design Equinox Shift Sale are perfectly suited for the season ahead: Think strong-yet-supple cotton twill shirting, tough-as-nails work pants, even hard-working bags and everyday carry essentials.

Shop on-sale men’s gear and more at Triple Aught Design

It’s almost the Triple Aught Design way, at least in my experience: If you can think of a seasonal adventure or scenario where things could be upgraded significantly through tough-yet-stylish gear, then I’d wager the Triple Aught Design Equinox Shift Sale has something for you across the next few days. 25 percent off on some of the best gear for men beckons.

May 27, 2025 by Beau H.

The Tuesday Steal: It’s Your Last Chance to Get Up to 50 Percent Off at the Bespoke Post Memorial Day Weekend Sale

No, my friends, that’s not a typo: Memorial Day weekend might have come and gone (along with a needed day off yesterday for your editor at The Style Guide), but sales and savings on the best gear for men still abound, especially when you dive into the many wares up for grabs at Bespoke Post.

The longtime favorite retailer and one of the best online menswear shops is running a last call on summer style essentials aplenty, and you’d better get ’em while the getting’s good: The Bespoke Post Memorial Day Weekend Sale wraps up soon (the brand calls it ‘last call,’ so let’s toast to some savings, shall we?

Learn more now at Bespoke Post

Savings abound on a bit of everything, from lightweight shirting to durable everyday carry gear, the best travel bags, outdoor and home must-haves and even pieces that are simply ‘nice to have’ rather than ‘must have’ (like hybrid hiking sneakers). Of course, retailers like Huckberry have also offered up some standout savings for Memorial Day weekend, but consider this one a bonus day from a similarly acclaimed retailer like Bespoke Post.

Through the last gasp of the Bespoke Post Memorial Day Weekend Sale, you’ll also find outdoor gear like camping chairs and tables, Bluetooth speakers fit for a weekend getaway, even a survival lighter and a cocktail smoking kit.

Shop and save now at Bespoke Post

Seriously: At least in my experience, the variety, value and dependability of the coolest gear on the planet shines through when you scroll the pages of the Bespoke Post Memorial Day Weekend Sale. Give yourself a chance at savings, style and standout gear this season while these deals are sticking around.

July 18, 2024July 16, 2024 by Beau H.

The Thursday Buy: The Filson Outlet Summer Sale Offers Deals on the Best Rugged Menswear for the Season (and Beyond)

If you’ve been keeping up with the blog on the regular, you’re well aware that the quest for a truly great deal never really stops, at least when it comes to the best gear for men. And as the thermostat climbs and the quest for adventure (or at least, an icy cold watering hole) beckons, there’s one place I like to turn towards in my search for the best rugged gear for men.

If you guessed Pacific Northwest heritage outfitter Filson, you’d be correct, and there’s an even better reason to shop the famed gear company this very week: We’re in the midst of the Filson Summer Outlet Sale, which offers up to 50 percent off the best menswear and gear across the board. It’s the sort of sale that doesn’t come around very often, which is an even better reason to peruse the company’s offerings.

In my experience, Filson gear is made to a bit of everything, from day hikes to park strolls to weekend getaways upstate and beyond. That goes for something as essential as the Filson Lightweight Alaskan Guide Shirt to something a bit more rough-and-tumble, like the rugged Filson Granite Mountain Shorts.

Learn more and shop now at Filson

There are dozens upon dozens of the best men’s gear picks available that’ll come in handy right now, from waxed canvas bags to lightweight shorts, and there are also picks from the Filson Summer Outlet Sale that you can put to great use in the months ahead, like flannel shirts and hard-wearing denim.

Any way you slice it, there’s no bad way to shop Filson’s latest and greatest sale. Let me know what you end up scoring in the comments below, and here’s to summer, my friends.

February 18, 2024February 17, 2024 by Beau H.

The Sunday Sale: Shop the Topo Designs End of Season Sale For As Much as 70 Percent Off

When adventure beckons — even if it’s just a wintry stroll around your favorite neighborhood park — the right gear is a must-have, especially winter style essentials aplenty. And, well, you’re in luck when it comes to today’s sale rundown, my friends. Meet (or rather, re-meet) Western-based adventure brand Topo Designs.

The good folks at Topo Designs know plenty about rigorously tested, durable, stylish outdoor gear of all types, from EDC essentials to hard-wearing outerwear and ultra-soft, warm winter sweaters. Here’s where the savings get even better (in two different ways, of course). Right now, the Topo Designs End of Season Sale gives you as much as 70 percent off dependable outdoor gear, the sort that’s primed for winter adventures.

Learn more now at Topo Designs

Oh, and beyond that, you can use the code BEAUHAYHOE20OFF to get a discount on your new favorite adventure selections. Over these past few weeks, I’ve personally been loving, for instance, the Topo Designs Global Sweater (as seen at the top of the page) — it’s got the build of your favorite cozy fleece sweater, but with a few modern touches. In my experience, it delivers the goods in terms of both style and winter comfort in spades.

For instance, Topo Designs has updated the iconic crewneck sweatshirt with a post-consumer recycled Italian wool fabric blend, which is soft to the touch, and plenty warm without overdoing it. On the inside, it features a knit fabric for stretch and ease of movement, while the exterior is a marled wool.

Better still is the fact that your new favorite sweater (among other pieces via the Topo Designs End of Season Sale is more than 40 percent off).

Shop now at Topo Designs

Plus, feel free to use the code BEAUHAYHOE20OFF to amp up your savings further. And then, of course, be sure to check in here or on Twitter to let me know what you ended up snagging at the Topo Designs End of Season Sale — adventure awaits, and these gear picks are going to get you there and back without missing a beat.

December 22, 2022December 20, 2022 by Beau H.

The Thursday Buy: Shop the Huckberry End of Year Sale for Up to 40 Percent Off

It’s like I always say: Time flies when you’re shopping for the best men’s style essentials. That’s how it goes, right? OK, perhaps not quite, but as ever, there’s no time quite like right now to shop some of the best menswear deals on the market. And if you read the blog, you’re probably well-versed in where I’m about to send you. Drumroll, please…

Yes, my friends: Head over to Huckberry to shop one of the best end-of-year sales. It’s another rare sale from a brand that wants you to get out there. Yes indeed, the Huckberry See You Out There Sale gets you up to 40 percent off, including up to 35 percent off Huckberry’s best jackets and of course, the best sweaters at Huckberry.

That’s not all, of course — you can even shop home goods at Huckberry and rugged outdoor gear for (again!) up to 40 percent off. Even durable, hard-wearing boots like the ever-useful All-Weather Huckberry Duckboots are up to 30 percent off, so it’s clear to this Brooklyn writer that these deals aren’t to be missed. Here’s the catch, though: The Huckberry Year-End Sale only runs until December 31st.

You know what that means: It’s time to shop early and often for the best menswear and gear deals on the market from your favorite online retailer. Good luck, and happy holidays!

February 2, 2021February 2, 2021 by Beau H.

#OOTD: Here’s How to Wear the Most Rugged Gear for Winter

Rugged, durable gear is all the rage these days, and for good reason as we move through a chilly February. In fact, your next #OOTD calls for versatile, warm winter layering and expertly crafted style for cold weather, after all. I’ve got good news: You’re in luck, because it all starts convincingly with one of the most rugged coats for men from Filson, a legendary addition to your outerwear rotation that you’ll want to wear a ton the rest of this season (these are also gear picks you can wear as Valentine’s Day menswear options later this month). The rest of these picks are pieces you’re going to come to know and love, if you don’t already have a closet packed full of ’em. Case in point: The Buck Mason work shirt that serves as a go-between layer, plus the durable henley from Huckberry that’s acting as a warming base layer through the winter chill. Naturally, a classic leather watch from Timex is also along for the ride, as is one of the coolest bags for men (it’s a surprise!).

To me, these picks work in perfect harmony together, especially when so many of our favorite pursuits, from grabbing a local beer to enjoying an apertif, have moved outside under heat lamps. For a day hike, for a crosstown stroll or heck, for a day of yard work, I think you can make any of these pieces work quite nicely (it’s a blend of form and function after all, right?). Of course, your rugged five-pocket pants are as ready for adventure and yard work as anything, so they’re along for the ride, too. Keep scrolling to see how it all comes together, and happy shopping this season, folks.

Undeniably tough, rugged picks to get you through winter in style, no doubt.

The Rugged Jacket: Filson Cover Cloth Mile Marker Coat, $395 — The right winter gear often starts with one of the best men’s jackets for winter, and Filson has you covered quite easily.
The Shirt: Buck Mason Chambray Work Shirt, $105 — It doesn’t get any better for rugged winter layering than a Buck Mason work shirt, right? Yes indeed.
The Henley: Flint and Tinder Raglan Waffle Henley, $62 — A durable, tough henley is the right base layer to combat cold weather while providing some cool, casual visual interest in this ensemble.
The Pants: Proof Rover Pants, $98 — These are some of the best-selling pants at Huckberry for a reason; reason being, they mimic the fabric and toughness of work pants, yet they’ve got the comfort and style of your favorite denim.
The Boots: Wolverine 1000 Mile Axel Boots, $400 — It’s not too late to get your new favorite winter boots, and this updated take on the Wolverine 1000 Mile Boots should prove a perfect pairing with the rest of this ensemble.
The Watch: Timex Navi XL Automatic Leather Watch, $259 — To pair with your tough leather boots, pick up a classic Timex leather watch for unstoppably cool, rugged style.
The Winter Hat: Away Without Leave Fisherman Beanie, $45 — Bundle up in style with this old-school fisherman beanie, a recent addition to the Huckberry gear lineup.
The Everyday Carry: DISCOMMON Weekender, $875 — If you’re hitting the road or if you’ve got plenty of gear to haul on the daily, then you want the incredibly well-made DISCOMMON Weekender, one of the coolest bags for men I’ve seen in some time.

Alright, let’s review precisely what we’ve got on tap in today’s rugged, rough-and-ready #OOTD. To me, it’s packed with the sort of essential gear picks you really can’t go without, especially when blustery, snowy winter weather is the norm. Take the Filson Cover Cloth Mile Marker Coat, as tough a jacket as it gets when the going gets, well, tough. It’s a fine pairing with your Buck Mason work shirt, another crucial layer to fight winter’s cold climes. Naturally, both work quite well atop your Flint and Tinder henley for maximum warmth and timeless good looks.

And if it’s work-ready versatility — plus serious style points — that you’re looking for in terms of your bottom half, you could do worse than some of the best-selling pants at Huckberry (available in both Slim and Straight fits). It gets even better, though: A new take on the Wolverine 1000 Mile Boots are going to ensure you stay on your feet and take on tough jobs (or just another round of winter beers) with ease. Since the name of the game is all-day function and fashion, a classic Timex leather watch is a crucial accessory to add to your daily carry. Top it all off, quite literally, with a fisherman beanie that’ll keep you warm all day and night long. Last but certainly not least, I’m certain you’ll find the DISCOMMON Weekender quite useful and quite stylish no matter where you go, particularly if a winter road trip is in order. If you’ve got any final thoughts on this look, feel free to get in touch on Twitter. Thanks for reading, my friends!

October 5, 2020September 3, 2020 by Beau H.

The List: These are the Best Men’s Gear and Beer Picks for A Fall Weekend

It’s time to gear up and hit the road — or at least, just gear up — this fall with today’s edition of The List. It’s high time for a deep dive into fall style essentials aplenty, the type that you can pack up and also wear with ease for a camping trip, a bonfire or an off-trail excursion. You know what else you need on the trail? Some of the best beer for fall, so we’ll cover a few of those options, too.

Either way, you’re going to want to rock today’s gear picks — from a workwear jacket to a durable military-style overshirt and a watch inspired by “Jaws” — back home and on the trail this season. Start adding to your fall wish list ASAP, folks.

Howler Brothers HB Depot Jacket — $125

A tough workwear jacket to team with your top style picks for fall.

The best fall outerwear for men doesn’t need to have a ton of bells and whistles. In fact, it just needs to be darn well-made and ready for anything, and this rugged canvas workwear jacket is the right one to buy now.

Bell’s Brewery Octoberfest — Price Varies via Drizly

An excellent beer for fall you should snap up right now.

It’s one of the great joys in life that you can now get your favorite beer delivered right to your doorstep via Drizly, especially if you can track down fall beers that might be slightly harder to find, like Bell’s Octoberfest (from my home state!). I mentioned above that we’d cover the best beers for fall, and there’s more where that came from in the rest of this post.

Buck Mason Alfa Military Shirt — $195

Buck Mason - Dark Olive Cotton Sateen Alfa Military Shirt

A rugged military overshirt to layer up for fall days aplenty.

Another rugged fall layer to start off today’s post — how about? This Buck Mason shirt jacket is more like a jacket than your standard Oxford shirt, made from Japanese cotton-sateen & designed to replicate a US Army OG-107 Jacket. It’s the best jacket for a fall road trip, folks.

Astorflex Chelsea Boots — $165 via UNCRATE

Some of the coolest boots to get on your feet this fall.

Get your new favorite pair of fall boots to team up with your Buck Mason shirt jacket on the road or at home — and rest easy knowing you can wear ’em with nearly anything else in terms of jeans or chinos. Astorflex has done it again with the best men’s boots.

Filson Mackinaw Jac-Shirt — $325

A tough-as-nails shirt jacket from the masters of rugged gear at Filson.

Get the best fall jacket to pair with, well, a fall beer and rugged boots. The Filson Mackinaw Jac-Shirt could very well become your new go-to in terms of rugged fall outerwear, so ahead and add it to your shopping cart ASAP.

Faherty Brand Traveler Pants — $128

Laidback-yet-pleasingly rugged pants for fall travel, my friends.

Speaking of road trip gear, these new, laidback and perfectly casual Faherty Brand pants ought to do the trick. They’re made from cotton and lyocell for extreme comfort.

Taylor Stitch Après Hoodie in Indigo Waffle — $128

Upgrade your wardrobe in a big way with these supremely stylish, causal hoodie.

Another day, another stylish Taylor Stitch sweater. In this case, we’re talking about the laidback yet pleasingly well-made Taylor Stitch Après Hoodie in a rich Indigo Waffle fabric. The indigo cotton is perfect for fall layering atop a Taylor Stitch T-shirt.

Flint and Tinder Stretch Selvage Jeans — $148

Your new favorite pair of casual men’s denim for fall road trips, weekends and days at home.

Looking for stylish denim to wear at home or on the road? Well, these stretch selvage jeans from Flint and Tinder ought to do the trick. They blend form and function easily for fall.

Todd Snyder Made in New York Field Jacket in Black — $428

An incredibly cool, perfectly rugged men’s field jacket for fall.

Yes, more fall-ready outerwear — this time, the inimitable Todd Snyder offers up his take one of the best field jackets for men. This rugged fall jacket is made in New York, to boot.

Season Three Ansel Hiking Boots in Sand — $345

Reliably cool, refined hiking boots to wear all fall.

Never heard of Season Three? Now’s your chance to get acquainted. The NYC-based brand makes some of the best hiking boots around, yet they do so with refinement and sleek, city-ready style in mind — to go along with trail-ready construction.

Everlane Premium Weight Henley — $35

A casually cool, affordable henley to wear with your favorite boots.

That’s right — you’re getting one of the best henleys for men for under $40 here from Everlane, and in a versatile Heather Oatmeal color. Pick up more than one for that price.

FRYE Prison Boots — $378

Rugged, tough lace-up boots to wear all the time this season.

Go slightly more refined yet no less rugged with these FRYE leather boots, crafted using tough construction and the best materials around. Quite possibly your new favorite boots.

Timex Weekender Oversized Chronograph Watch — $80 via Cool Material

Timex Weekender Oversized Chrono - Cool Material

A durable, affordable men’s watch to buy now — and wear all the time.

Snag a nice deal on one of the best casual watches for men from Timex, as sold by the ever-stylish team at Cool Material. This is sure to become your new favorite daily watch, folks.

Duvel Belgian Ale — Price Varies via Drizly

Duvel Belgian Golden Ale 4 pack - Argonaut Wine & Liquor

A boozy Golden ale that still plays nicely on crisp fall nights thanks to the high ABV and surprisingly light finish.

Now, the Duvel Belgian Ale might be hard to come by, and it might not be a full-on “fall beer,” per se, but that’s not going to stop me from recommending that you pick up this pleasantly boozy-yet-crisp, flavorful Belgian strong ale for a chilly fall night. It’s one of my go-to beers.

Western Rise AirLight Buttondown Shirt — $109

A durable, lightweight shirt with anti-microbial and moisture-wicking properties for fall layering.

OK, back to menswear that’s fit for the trail and the town alike. The Western Rise AirLight Shirt is breezy & lightweight enough to wear with a canvas workwear jacket for fall travel or a hike, yet it’ll do just fine to throw on as you sip on a nice Belgian strong ale this season.

Relwen Thermal Crew — $128

A durable crewneck sweatshirt that can also be worn as an easygoing-yet-functional base layer.

Speaking of menswear to rock on and off the trail, well, here’s one of the best thermal shirts for layering on day hikes or wearing all on its own around the bonfire.

Alsta Nautoscaph Superautomatic — $1,005

Inspired by the original watch worn by Richard Dreyfuss in “Jaws” — too cool.

Invest in one of the best men’s adventure watches right this very instant, and not a moment too soon for hitting the road this fall. The Alsta Nautoscaph Superautomatic is a sight to behold, playing off the original watch worn by Richard Dreyfuss in “Jaws” — bingo!

Karbach Brewing Karbachtoberfest — Price Varies via Drizly

Get your hands on this delicious Marzen ASAP.

Yes, here’s one more of the best beers for fall to try out this very instant. The brewery recommends you pair this rich Marzen with everything from pretzels to sausage, and having tried out the Karbachtoberfest myself, I couldn’t agree more. Cheers, folks.

Minnetonka Moosehide Classic Loafers — $89.95

Comfortable, fall-ready leather loafers from Minnetonka.

What teams better with one of the best beers for fall on a cold October night than some classic leather loafers from Minnetonka? Wear these with stretch selvage jeans and your Everlane henley for unbeatable casual fall style.

Ibex Hiker Warm Crew Socks — $20

Comfortable socks for hiking that you can even wear off the trail.

Last but not least, how about we close things out with some of the best men’s hiking socks, ehh? Heck, go right on ahead and wear these Ibex socks with FRYE leather boots, those same stretch selvage jeans, that ever-versatile Everlane henley and a rugged fall jacket any day of the week. Fall style solved, folks.

Who else is ready for a fall weekend? I hope you’ve found all the right gear you need, from the little details (like the best men’s hiking socks or classic leather loafers) right on through to the big-ticket items that can make or break a fall weekend or road trip (as in, one of the best men’s adventure watches or FRYE leather boots). And yet, you’re not going to want to skimp on the details, either. You assuredly need one of the best beers for fall in your fridge, plus comfortable essentials like some stretch selvage jeans and a Taylor Stitch sweater.

My personal favorite from the above list, though? It’s got to be the excellent, newly iconic Todd Snyder Made in New York Field Jacket, primed for fall road trips and fall excursions aplenty. To share with me your own top picks from this roundup, head on over to Twitter. Cheers, my friends!

September 7, 2020August 8, 2020 by Beau H.

The List: These Are 25 of The Best New Men’s Gear Picks for Fall

Just one of many rugged gear picks you’re going to love wearing this fall.

My friends, we stand on the verge of another week as we move steadily into fall. As I always say, if you’ve felt behind in the game when it comes to the best fall style essentials, well, today’s edition of The List can certainly help bring you up to speed.

In fact, we’ll bring you up to speed in a BIG way, featuring 25 of the best new men’s gear picks, including a stylish leather watch, the best sweatpants for fall, and heck, a new pair of the best leather boots for men. It’s a barn burner, to say the least — and it all starts with a Flint and Tinder workshirt, as shown above. Here we go, folks.

More on that in just a moment, though. Whether it’s new men’s gear from Filson or a new leather jacket from Buck Mason, we’ll have you sorted out in style. Good luck out there this season, my friends. And for more men’s style essentials, be sure to head over to The Shop By The Style Guide page. Cheers!

Flint and Tinder Indigo Workshirt — $128

Your new favorite rugged layer for fall, easily.

The best workshirt for fall could just be this one. Easy to layer atop a rugged henley or your favorite T-shirt on breezy fall days, then ready to be worn on into the afternoon, cold Oktoberfest beer in hand.

Huckberry Explorer’s Cap — $40

One of the coolest retro ballcaps out there.

What better way to get ready for fall than with one of the best ballcaps for men? The aptly named Huckberry Explorer’s Cap (in a new colorway) wears especially with pieces like, yes, the Flint and Tinder workshirt discussed earlier.

Shinola Runwell Leather Watch — $550

The best way to welcome fall? With a cool, rugged leather watch, of course.

There’s a certain stylish leather watch you’re going to need on your wrist this fall, and it’s the handsome, versatile Shinola Runwell Leather Watch, folks.

Oliver Cabell SB-1 Brown Leather Boots — $248

Premium leather boots for fall that’ll only get better with age.

This won’t be the last time in today’s post that we talk about some of the best leather boots for men. Oliver Cabell uses uncompromising standards and quality to develop these stylish leather boots, which are suited to wear with dark denim or with, well, a fall suit.

American Trench Breton Stripe Socks — $42.50 (Four-Pack)

American Trench Cotton Breton Stripe Socks

Stylish striped socks to wear with your favorite boots.

What are you wearing with your Oliver Cabell boots? Well, it should start with some stylish socks from American Trench, for one. These cool striped cotton socks are an easy fall pick-up, and the quality speaks for itself.

Western Rise AT Slim Pants — $128

Let’s pivot away from refined leather boots toward a pair of stylish performance pants that work with both captoe leather boots and slim dark jeans (for working from home) or tough hiking boots (for a day on the trail). These Western Rise pants are the way to go.

Buck Mason Felted Chore Coat — $225

The best chore coat you can buy for fall (possibly).

Hey hey, let’s keep the good vibes going with one of the coolest jackets for fall. This unique take on the chore coat turns it into a layer that’s more like a blazer than a traditional chore coat, meaning it’s a stylish jacket to wear on your next Zoom call, easily.

Taylor Stitch Shop Shirt in British Khaki Boss Duck — $168

One of the most rugged men’s shirts for the changing seasons.

Let’s keep it rolling with rugged layers for fall. The Taylor Stitch Shop Shirt is one of the best workshirts for fall, what with its tough blend of hemp, recycled polyester, spandex and organic cotton for extreme durability.

Flint and Tinder Flannel-Lined Waxed Trucker Jacket in Light Grey — $240

This isn’t the first time you’ve seen the Flint and Tinder Waxed Trucker Jacket on the blog, and it absolutely won’t be the last. One of the best trucker jackets out there, all owing to a combination of durability, toughness and long-lasting style.

Free Fly Flex Henley — $65

A rugged henley that’s easy to wear all fall, starting right now.

Get a great deal on one of the best men’s henleys, then use this Free Fly henley as a base layer under denim shirting or your Buck Mason chore coat.
Todd Snyder Italian Two-Pocket Utility Shirt in Chestnut — $135

Todd Snyder, a personal favorite menswear designer of mine, seemingly can do no wrong when it comes to men’s style essentials for fall (or any season, for that matter). This rugged utility shirt is wearable on its own or layered atop a crisp white tee or that Free Fly henley.

Persol 3199S Sunglasses — $280 via GlassesUSA.com

Some of the most stylish, iconic sunglasses out there.

Early fall might not seem like the ideal time to recommend you pick up your new favorite sunglasses, but in fact … it is. You need to keep your eyes safe from the sun in all manner of seasons, so why not pick up some classic Persol sunglasses … right?

Filson Dry Tin 5-Pocket Pants — $135

Rugged, hard-wearing work pants that manage to look great, no matter what.

Let’s go back to the best rugged gear for fall adventures, shall we? That’s just what Filson does. The Filson Dry Tin 5-Pocket Pants deliver durability, quality and the timeless style & performance to stand up to tough jobs or brewery visits in equal measure. Call ’em the best men’s pants for fall, easily.

Myles Apparel Everyday Crew Sweatshirt — $78

We’re keeping it rolling with warm fall layering here, via this Myles Apparel crewneck sweatshirt. The Everyday Crew is made with remarkable, water-repellent Storm Cotton and features a midweight jersey fabric, all the better for layering atop your favorite denim shirt (preferably alongside your Filson Dry Tin 5-Pocket Pants).

OBRA 240 Canvas Low-Top Sneakers — $130

The coolest sneakers for men that you’ll wear all fall — correct? Correct.

A new addition to the stylish sneakers being sold by Huckberry, OBRA is making some of the best men’s sneakers — the kind that won’t look out of place with slim blue jeans and a shawl cardigan before fall weather really kicks in. Better yet, wear ’em with your new favorite sweatshirt.

Ibex Hero Jogger Pants — $150

Surprisingly stylish sweatpants from Ibex that’ll feel plenty comfortable all fall long.

Lest you scoff at the idea of fashionable joggers, just know that you’re going to need a pair of the most comfortable sweatpants for men to wear around the house (and possibly out and about with your new OBRA sneakers). These are the stylish sweatpants to buy now.

Sandqvist Roger Two-Way Totepack — $170

Get off the beaten path — or go just about anywhere — with this rugged daypack.

For hauling your everyday carry essentials, get this rugged totepack and then hit the road for fall. Coming from Stockholm, Sandqvist made this tough backpack out of remarkable Cordura® EcoMade polyester.

High Camp Halflight Gunmetal Flask — $85

A durable, rugged, cool-as-heck flask for your next camping trip.

What are you bringing in your rugged totepack for your next fall adventure? That’s easy. This gunmetal flask from High Camp seems to be the right way to go. Get it via Cool Material ASAP.

Billykirk No. 521 Leather Tool Bag — $160

In need of a rugged leather tool bag for use at home, as opposed to, say, a trail backpack? Billykirk makes one of the coolest leather bags for your everyday carry, easily.

Huckberry “See You Out There” Bandana — $50 (Two-Pack)

As fitting as it gets when it comes to a stylish face covering — or a utilitarian bandana, for that measure — the Huckberry “See You Out There” Bandana has never been cooler, or more essential.

FRYE Tyler Lace-Up Boots — $328

Beautiful, handcrafted leather boots made with a Goodyear welt and stylish, rugged suede? Those sound like the perfect leather boots for fall to me.

Fulton & Roark Solid Cologne — $52

Fulton & Roark Fulton & Roark Solid Cologne-Clearwater

Add this refined solid cologne to your fall grooming rotation.

In addition to the right leather boots or the best leather watch, fall is all about finding the best scent for every occasion. Fulton & Roark cologne covers your bases in that regard. Shop it over at Cool Material, folks.

Faherty Brand Stretch Five-Pocket Pants — $148

The best pants for men this fall in terms of comfort and style? Possibly.

Invest in some of the most comfortable pants for men out there, and reap the rewards. These stylish five-pocket pants fit like jeans but wear like sweatpants. Great work from Faherty Brand here.

Minnetonka Tilden Slippers — $54.95

Comfortable, casual slippers to wear at home — or out on quick errands.

For when you just want to kick back and relax at home (possibly wearing your stylish five-pocket pants from Faherty Brand), reach for the Minnetonka Tilden Slippers.

Luminox Pacific Diver Watch — $640

A go-anywhere watch for every fall adventure, easily.

Let’s close things out the right way — with a rugged, adventure-ready watch from Luminox, there for all those times when you want to get out of the house and go off-trail. One of the best men’s adventure watches, no doubt.

Phew, alright! How about that, my friends? 25 of the best men’s style picks for fall, all wrapped up right here. From some of the most comfortable pants for men to the Minnetonka Tilden Slippers back up to handcrafted leather boots and of course, the ever-covetable Shinola Runwell and a gunmetal flask from High Camp, I think we covered PLENTY of ground today.

Heck, we’d be remiss not to mention true essentials like the the Huckberry “See You Out There” Bandana or Ibex sweatpants, either. Have a favorite? Be sure to let me know over on Twitter.

August 17, 2020June 28, 2021 by Beau H.

The List: These Are All the Best Style and Gear Picks to Buy This Week

Try out your new favorite tee ASAP from Huckberry to keep the end of summer rolling.

As I always say, it seems time is flying by these days — mid-August, seriously? Must be time to keep stocking up on all the best new men’s gear like the Proof Rover Pants, ehh? And what a time it is. We’re looking toward early fall, but for fighting the heat right now, you need what’s below today. We’re talking about one of the best men’s T-shirts (as shown above), plus a classic Oxford shirt, the best medium wash jeans and the best men’s shorts — among many others. Add to your wardobe ASAP. (And another note: If you like what you see, be sure to sign up for my newsletter!).

Forty Five Slub Curved Hem Tee — $32

Available in a range of colors, this is the coolest T-shirt for guys (like yourself!) right now.

Have we featured Forty Five T-shirts — some of the best men’s T-shirts around — from Huckberry before on the blog? Yes. Will this be the last time we call out one of the best T-shirts for men? No sir. This time, Huckberry has delivered a stylish slub T-shirt with a neat curved hem, and in a range of colors. Get one now: They sell fast, and they’re sure to become your new favorite T-shirt.

Buck Mason Draped Twill One-Pocket Shirt — $105

Buck Mason - Natural Draped Twill One Pocket Shirt

A breezy, stylish men’s shirt to wear right now — and any time of year.

Let’s keep things casual and cool, shall we? When you want a classic men’s shirt to wear casually, all on its own — or layered atop your new favorite T-shirt — you want this Buck Mason shirt. Start wearing it now, then keep wearing it into fall and winter.

Taylor Stitch Après Pants in Coal Double Cloth — $118

The Après Pant in Coal Double Cloth | Taylor Stitch…

Easy-going, breezy, cool-as-can-be … that’s what you get with these Taylor Stitch pants.

The best pairing with said Buck Mason shirt? That’s easy. Get these stylish casual pants from Taylor Stitch, featuring tailoring akin to the best chinos in your wardrobe, yet the fit and feel of … the best sweatpants in your wardrobe, with lightweight summer fabric to match.

Todd Snyder Cotton-Linen Surplus Shorts — $98

Casually cool, rugged men’s shorts from Todd Snyder.

We’re going to keep it casual and laidback here with these stylish shorts for summer from Todd Snyder. Available in a range of colors, the lightweight fabric makes these perfect for that summer heat wave — only the best men’s shorts will do in that case.

Huckberry Merino Wool Face Mask (Two-Pack) — $28

Can’t go wrong with stylish face masks from Huckberry.

That’s right, the good folks at Huckberry are now making some of the best face masks out there. These have been a very hot seller, so hop on it if you want one of the best face masks for men (and really, anyone!) — they’re made from Huckberry’s excellent merino wool.

Mott and Bow Slim Bleecker Jeans — $96

Are these the best everyday jeans for men? Quite possibly. Try ’em and find out.

These are the best jeans to get in your closet now — a pair of medium wash jeans that work day in and day out, and with darn near anything. Kind of like the Mott and Bow Bleecker Jeans, right? Exactly.

MWC Classic Retro Military Watch — $79

MWC Classic Retro Military Watch - Cool Material

Nothing less than one of the coolest men’s watches to buy right now.

Add this rugged military watch to your list of summer adventure gear, and do so in a hurry. It’s an affordable everyday watch to stand up to the toughest of tasks while looking stylish as heck.

James Knives The County Knife — $150

The County Knife Walnut + Stainless - Cool Material

A cool pocket knife to add to your everyday carry ASAP.

Every guy needs a reliable pocket knife. Better yet, every guy needs a stylish knife like The County Knife from James Knives. Handsomely crafted, expertly made, and the best knife for your next summer adventure, in my humble opinion.

Beckett Simonon Geller Trainers — $149

Functional, stylish sneakers for men — what could be better?

What better way to embrace the rest of summer than with some of the coolest men’s sneakers around? These Beckett Simonon sneakers are as well-made as the brand’s stylish dress shoes, featuring water-repellent suede and some seriously cool color combinations.

Flint and Tinder Supima AirKnit Polo — $58

Possibly the best polo for men, and at a steal of a price.

When you want to stay cool in the heat (preferably while wearing Beckett Simonon sneakers!), get one of the best polos for men from a brand you trust — that’d be Flint and Tinder, and this lightweight polo is as good as it gets.

Proof Rover Pants — $98

Durable, dependable, stylish men’s pants that won’t miss a beat.

We talk a great deal about the Proof Rover Pants on the blog — they’re some of my new favorite pants, what with their rugged, performance-minded fabric and the styling potential of the best jeans, too. They’re going to be your new everyday pants, easily.

Bespoke Post Amp Box — $45 (When You Sign Up for Bespoke Post)

An incredibly cool way to listen to your favorite music.

Add some style to your home audio set-up (or your on-the-go audio set-up) with the Bespoke Post Amp Box, one of the coolest-looking Bluetooth speakers your author has seen. It’s just $45 when you sign up for the monthly subscription box program from Bespoke Post.

Pendulux Altimeter Table Clock — $99.95

You haven’t seen a clock like this before … have you?

A retro-inspired table clock is, quite simply, perhaps the coolest way to tell time that I’ve found. How you can go wrong with a vintage clock inspired by WWII fighter jets, right?

GREATS Brand Royale Blanco Gum Sneakers — $179

Classic, everyday sneakers from one of the best sneaker brands around.

If you’ve read the blog over the years, you’ll know that I’m a fan of GREATS Brand, purveyors of some of the best affordable men’s sneakers. For the price tag, you’re getting some high-end sneakers made with premium materials in the GREATS Royale, folks. Plus, you can get 25 percent off with the code SUNNYDAYS.

Frank And Oak Stanley Good Cotton Shirt — $59.50

A lightweight cotton shirt to wear with darn near anything.

Looking great in the heat has never been easier when you consider this stylish short-sleeve shirt from Canada’s Frank And Oak. Right now, you can also sign up for the Frank And Oak Style Plan — a cool monthly subscription box from our friends to the North — and get up to 20 percent off with free shipping & returns.

Billykirk No. 398 Bifold Wallet — $115

One of the best leather wallets to store your everyday essentials.

If you haven’t done so already, it’s probably high time you upgraded your leather wallet. Turn towards the best everyday carry gear from New Jersey-based Billykirk. This stylish leather wallet certainly fits the bill (pun intended).

Grayers Acme High Twist Polo — $72

Another day, another stylish polo for summer.

Head over to the Grayers New Arrivals section to check out a stylish cotton polo you can wear now, and then keep wearing into September with your favorite denim jacket. This vintage-inspired polo features a “self collar” (no buttons) for breezy, exceptional summer style.

Marine Layer Long-Sleeve Selvage Buttondown Shirt — $98

An easy-going, tough-yet-versatile men’s shirt to wear the rest of summer and into fall.

Marine Layer has succeeded in making one of the coolest new shirts to buy right now. It helps that this rugged buttondown shirt is made out of tough selvage fabric, making it the kind of stylish men’s shirt you can wear open atop your your new favorite T-shirt right now, and then layered underneath a rugged cardigan come fall and winter.

Cutwater Spirits Rum Mint Mojito — Price Varies

When you want a refreshing cocktail in a can, you want Cutwater Spirits — the Rum Mint Mojito is as cool, refreshing and flavorful as you could ask for this season. Thanks to the brand for letting me try out some for summer social distancing!

FRYE Conway Chelsea Boots — $368

Stylish leather Chelsea boots that totally deliver for fall and winter (and right now).

Consider this another subtle reminder that although it’s August right now, fall is on the way. These stylish Chelsea boots for men from FRYE take the cake in terms of sleek boots you can wear starting now, and then into the cooler climes of the season ahead.

Filson Lightweight Alaskan Guide Shirt — $125

One of the toughest men’s shirts on the market.

Speaking of the best men’s essentials you can wear now, and then on into fall, the Filson Alaskan Guide Shirt fits right in. Layer it atop a Filson T-shirt or wear it all on its own through August, then pair it with a Filson waxed jacket when it starts to get chilly.

Alright, my friends. Do you have favorite of the above picks? As I always say, it’s mighty tough to narrow it down when it comes to the best gear for men. For me, I’m all about the rugged versatility of the Marine Layer Selvage Buttondown shown above, perhaps when worn with the the Proof Rover Pants or the best men’s shorts from designer Todd Snyder. Don’t forget, though — you’d do very well indeed to stock up on the essentials, like Huckberry Face Masks and the best everyday carry gear from Billykirk. Don’t sleep on the necessity of picking up the best affordable men’s sneakers, either. As I say, The List has something for everyone. Let me know your take over on Twitter.

The Style Guide

All the best men's style essentials you need, every day.

Tag / best gear for men