See Now, Buy Now: The Red Wing Heritage Classic Chukkas Are the Perfect Winter Chukka Boots

Rough and tough chukka boots from an iconic branda.

Check your calendar. And now look at the boots you’ve got on. Are they a stylish pair of leather boots for winter? Better yet, are they the Red Wing Heritage Classic Chukkas? No and no? Well, let’s fix that today via the latest entry in our See Now, Buy Now series. Here at The Style Guide, your author loves a classic, iconic brand like Red Wing Heritage for reasons aplenty, chief among them being the brand’s ongoing commitment to timeless styles and seriously tough construction. Those are both qualities that are going to serve you well this winter. And the Red Wing Heritage Classic Chukkas in particualr just get the job done, to say the very least. Finding the right pair of winter boots is a tricky endeavor in more ways than one — you want a pair that can stand up to snow and slush, yet you’re also going to need to be able to wear them in a myriad number of style situations (as you dress for the office or head to your favorite brewery, in particular). Again, the Red Wing Heritage Classic Chukkas deliver.

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SHOP: The Red Wing Heritage Classic Chukkas via Bespoke Post 

Of note, they channel the same timeless construction and quality for which Red Wing Heritage is known, and the brand’s Minnesota roots sure do come in handy — the Red Wing Heritage Classic Chukkas feature an Atlas Tred outsole, plus nickel eyelets for durability throughout the chilly winter. While you might be better off wearing the Huckberry Duck Boots in an extreme blizzard, the Red Wing Heritage Classic Chukkas are as good as it gets the rest of the time. The plain toe chukka construction and briar oil slick leather are two touches that stand out subtly and stylishly, making them an easy bet to wear with everything from expertly faded denim and a grey crewneck sweater to your favorite henley and a tough waxed trucker jacket.
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Of course, the Red Wing Heritage Classic Chukkas can also be dressed up ever so slightly — try them with the Billy Reid Bond Peacoat, plus a classic Oxford shirt and slim tan chinos, for Sunday brunch or even a day at the office. Yes, Red Wing Heritage boots can work at the office — it’s possible, folks. Good luck out there, and let me know on Twitter if these boots work out for you.

SHOP: The Red Wing Heritage Classic Chukkas via Bespoke Post 


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#OOTD: A New Way to Layer Your Favorite Shawl Collar Cardigan This Season

Ready to layer up for winter? In particular, ready to wear your new favorite cardigan to power through the rest of the season? We’re kicking things off with an extremely luxurious, investment-level cardigan from my friends at Buck Mason — if you follow me on Instagram, you’ve surely seen how I’ve been wearing it. And now, we’re telling you how to wear it for the weeks and months ahead. It’s an extremely easy cardigan to layer, particularly when you pair it with a stylish flannel shirt from Flint and Tinder, along with an equally classic henley from that same brand. Slim denim from Bluffworks — launched earlier this year — keeps this #OOTD crisp and casual. Rugged leather boots give you the option to stomp through the snow on the weekend, or head to the office on a casual Friday (more on that in a second). And again, it all comes back to this stylish, rugged cardigan — this is the type of piece that a style icon like Steve McQueen might have worn, and it’s ably complemented by a classic casual watch and other winter-ready favorites. The only question is, where the heck are you going to wear it? It’s simple, trust me. So, without further ado … here we go.

A classic, premium cardigan, accented by a rugged flannel shirt & tough leather boots. Hello, winter.

Now, the thing about wearing a classic, rugged cardigan like this one from Buck Mason is that it gives you the ultimate in versatility. Use it as a top layer with a scarf for a Sunday park stroll on a warmer-than-expected winter day, or wear it to the office in place of a blazer — the rest of the pieces in this #OOTD can help you there, too. That process starts with a stylish flannel shirt from the great men’s style purveyors at Flint and Tinder, and carries through to the  slim, comfortable denim on tap from Bluffworks. You can choose to keep the stylish henley as part of this outfit (for a casual weekend brewery outing) or you can lose the henley and perhaps throw on a textured slim wool tie if you need to class things up for the office. Step into a durable pair of leather boots — I.E. The outstanding White’s Boots shown above — and then round out your ensemble with stylish patterned socks and a warm winter cap from Faherty Brand. It’s a can’t-miss combo that only gets better when you wear the Zodiac Grandville Watch.Keep your mug looking fresh with some of the best men’s winter grooming picks, and then be sure to reach for the handy, essential Hitch and Timber EDC Slip — all of that, to me, sounds like the makings of a new favorite winter outfit. To keep up with how I’m getting dressed for winter, be sure to follow me on Instagram. Thanks for reading!

-Beau

The List: Get Ready for the Rest of Winter with this Week’s Best Men’s Style Gear

The best new hiking boots to buy now — style meets heritage, thanks to Huckberry x Danner.

There are your average, run-of-the-mill style picks … and then there’s the Huckberry x Danner collab seen above, part of today’s list of the best men’s style essentials. We’re taking on winter in force today, covering Huckberry and Danner — the amazing Vertigo 917 Goldrush Boots are brand-new — plus handy items like the best winter jacket to buy now.  The Huckberry x Danner Boots are inspired by the gold rush and made to take on the city, and they’re already a personal favorite. Today’s post includes plenty of other standouts as well, like a stylish winter sweater from Faherty Brand.  Once again, each pick is made to turn this season from drab to fun and stylish. It can be done — trust me. Let me know what you think of these winter style essentials over at The Style Guide’s Facebook page. Cheers!

Huckberry x Danner Vertigo 917 Goldrush Boots 

Huckberry x Danner

A truly astounding pair of boots exclusive to Huckberry, made in partnership with the great team at Danner.

If you could dream up your perfect product collaboration, what might it be? Would it involve Huckberry and Danner making this stylish pair of hiking boots? I certainly hope so. They’re 100 percent waterproof, featuring premium suede and full-grain leather — they’re certainly fit for winter weather. The OrthoLite footbed makes these rugged leather boots very comfortable for the city, too. Heritage detailing also meets stitchdown construction, a classic touch from Danner. In short, the Huckberry x Danner Vertigo 917 Boots are so remarkable, I almost can’t stop talking about them.

SHOP: The Huckberry x Danner Vertigo 917 Boots

Peregrine Cambric 10 Bexley Coat — $340

Peregrine

A surefire winner for winter.

We (and by “We,” I mean your editorial team of one) make no bones about it here at The Style Guide — you’re going to need one of the best men’s winter jackets, and you’re going to need it now.  Start with the durable, timeless Peregrine Cambric 10 Bexley Coat — it’s a rugged, field-ready coat that’s made for adventuring (and moreover, it’s made to wear with your favorite henley and tough leather boots).

Proof 72-Hour Merino Henley — $98

A versatile, breathable henley.

We all love a classic henley, right? But what about a henley that you can wear … and wear … and wear? A stylish henley that’s suited for both winter travel and weekend layering? That’s the Proof 72-Hour Merino Henley.

Finisterre Okel Jeans — $137.98

Selvedge denim

Richly crafted Japanese selvedge denim — some of the best jeans you can buy.

These slim selvedge jeans are durable and rugged, the perfect pair of denim to wear during chilly winter days and nights. The 16oz.  Japanese denim will break in wonderfully over time, and you should feel free to wear it with your new favorite winter sweater.

Flint and Tinder Type 3 Sherpa-Lined Trucker Jacket — $208

A wonderfully warm, stylish denim trucker jacket. A new classic.

OK, allow me to just say: Wow. Flint and Tinder knocks this one out of the park with the utterly classic Type 3 Sherpa-Lined Trucker Jacket. It’s so stylish and rugged, it’s almost too good to be true.

Faherty Brand Sconset Crew in Autumn Rust — $128

A premium crewneck that’s a step up from your average sweater.

There are regular sweaters, then there’s a stylish winter sweater like the Faherty Brand Sconset Crew. Soft and ever-so-luxurious, this handsome sweater is the perfect layer to put on atop a classic chambray shirt.

Olivina Bourbon Cedar Cologne — $40

Olivina

A refined cologne, complete with a bottle that doesn’t look half-bad on your bathroom counter.

Why not give your grooming routine a shot in the arm with this unique Olivina cologne? The Bourbon Cedar scent is refined but not overpowering, making it quite possibly one of the best men’s colognes.

Laco Augsburg 42 Watch — $410

A lovely, cleanly designed leather watch.

Wearing a stylish leather watch on the daily is a nice way to upgrade essentially any #OOTD. And the Laco Augsburg 42 Watch is maybe your new favorite watch.

Abercrombie & Fitch “The Dad Coat” — $150

A seriously cool, old-school coat for all your winter layering needs.

You might have seen this coat on my Instagram lately — it’s bold and visually striking, a truly wonderful  mix of old style and modern refinement. Plus, it’s seriously affordable and made to wear with your best navy flannel suit. I seriously can’t get enough of this stylish Abercrombie topcoat — what about you?
Rhodes Captoe Dean Boots in Honey — $220
Best Men's Winter Boots

Sleek leather boots that provide versatility and functionality.

Another edition of The List, another iteration of the refined, super-stylish Rhodes Dean Boots — surely some of the best men’s winter boots. The Captoe Dean Boots in Honey are versatile enough to wear with slim denim and a rugged henley, or able to pair up with a slim grey flannel suit, easily.
TravisMathew Matchmaker Jacket — $174.99

A soft and easy-to-layer flannel shirt that’s also a jacket. Good stuff here!

Soft flannel fabric meets rugged layering potential in this classic shirt jacket — it’s the perfect shirt jacket to wear for a cozy, stylish winter weekend.
Yamazaki Black Steel & Wood Shoe Rack — $99

A surprisinlgy stylish way to store your shoes.

Find yourself burdened with too many shoes? I hear you. Such is the case when you  love stylish leather boots — from the Yamazaki Home collection, this stylish shoe rack is a must.
Bridge & Burn George C Jacket — $278

A hard-wearing jacket from the Pacific Northwest style purveyors at Bridge & Burn.

Weatherproof and made to layer — perhaps atop that TravisMathew shirt jacket — this Bridge & Burn George C Jacket is absolutely ready for winter.
Taylor Stitch The Camp Pant in Bedford Corduroy — $148
Taylor Stitch

Wear the Bedford Pants with sleek suede chukkas or tough boots.

Pleasantly rugged and practically made for a winter weekend, Taylor Stitch comes through with the durable Camp Pants. Wear them with the Huckberry Duck Boots and a classic waxed trucker jacket for A-plus winter style.
California Cowboy High Sierra Shirt — $148
Best men's flannel shirt

A new take on the rugged flannel shirt.

A classic flannel shirt that blends Western charm and modern wearability? Sign me up. California Cowboy might have just made your favorite flannel shirt.
Tom Beckbe Field Hat — $125
Tom Beckbe

A rough-and-tumble hat to wear through the worst winter weather.

There’s just something about the Tom Beckbe Field Hat that calls back to chilly, early winter mornings and the promise of adventure … or maybe just fetching another log from the woodpile before returning back inside.
Alright, we’re closing out today’s post — how do you feel about the above selections? My personal favorite has got to be the Flint and Tinder Type 3 Trucker Jacket, an absolute beauty of piece. Think it over, then let me know on Twitter.

Style Pick of the Week: Huckberry Vintage Trainers

Winter is a surprisingly great time to buy stylish sneakers — find out why.

Shop Faherty BrandNow, the featured #menswear pick in today’s post — the excellent Huckberry Vintage Trainers — might surprise you a bit. After all, we’re in the depths of winter, so why am I recommending you buy a pair of the best men’s sneakers? It’s simple: When you find a great deal on any type of style essentials, no matter what, you should go for it (provided you can financially, of course!). And in this case, the Huckberry Vintage Trainers are assuredly one of the best pairs of men’s sneakers to buy now, then keep close by come spring and summer. And if you live in a more temperate climate? Well, you’re in luck, because the Huckberry Vintage Trainers can be worn darn near every day of the week … starting right now. It’s refreshing and exciting to see the great team at Huckberry continue to churn out excellent new footwear, and the Huckberry Vintage Trainers — based on an old vintage Italian military sneaker — are just the latest in that very stylish line.

Shop Faherty BrandSHOP: The Huckberry Vintage Trainers 

So, here are the goods on the very cool, very stylish Huckberry Vintage Trainers. Long story short: There are only 100 pairs of the Huckberry Vintage Trainers kicking around, so you’ll want to act quickly. They’re also affordably priced at under $200 for the type of style and quality you’re getting, including the comfortable leather-lined interior and the use of premium suede and leather on the upper.

A low profile and a gum rubber sole make these an excellent sneaker purchase.

The clean design of the Huckberry Vintage Trainers is also to be applauded, from the noticeable lack of branding to the cool gum rubber sole. That sort of design means these sneakers are tailor-made to wear with a classic shawl cardigan, your favorite pair of faded denim, and a rugged henley for a winter coffee run. But the beauty of a classically designed pair of sneakers like the Huckberry Vintage Trainers is that they can work when you need to go a bit more tailored, too. Try out the Huckberry Vintage Trainers with a tan herringbone blazer, a classic chambray shirt and slim black denim at the office on a more casual day, or pair them with a tailored wool suit and that same chambray shirt for a mix of high-low style. Add a refined leather watch and perhaps a classic peacoat, then call it good. Keep in mind, folks, that’s just how you can wear them during the winter months! You’ll want to keep them handy to pair with slim shorts and a stylish graphic tee on many a spring weekend, too. But for now, your first priority should be snapping up a pair of the Huckberry Vintage Trainers before somebody else does. Hop to it!

SHOP: The Huckberry Vintage Trainers 


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The Friday Read: The Best Men’s Blazers, The Top Bomber Jackets for Winter & A New Brewery in NYC

A handsome, timeless shirt jacket from one of my favorite brands.

Don’t waste any more time gearing up for the weekend, because style essentials like the Taylor Stitch Summit Shirt (it’s on sale here!) are going to help. That’s the focus of today’s Friday Read, at least — dressing in peak winter style with rugged shirting from Taylor Stitch, then adding a few extra touches (like one of the best men’s bomber jackets — more on that in a second). The Summit Shirt (as seen above) featured a durable wool-poly waffle knit & is part of the brand’s run of new outerwear, so you can be sure it’s up to snuff. How else are you dressing for the weekend? And what’s on your agenda? For me personally, I’m excited to check out a bit of a different show here in NYC than I’m normally used to attending. Two college friends from my time at Michigan State will be in town to see “The Waverly Gallery” by acclaimed director Kenneth Lonergan — it should be a very touching, moving performance. And again, it’ll be a bit different than the rock shows I frequent!

  • We’re also looking forward to exploring Prospect Park in Brooklyn, having a cup or two (or three?) of excellent coffee, and perhaps even tracking down a cold beer from Manhattan’s newest brewery, Torch & Crown Brewing Co.! The new brewery is distributing two styles across beer bars in Manhattan (an IPA and a lager) — it’s exciting stuff. While brewing has been thriving in Brooklyn, Queens and The Bronx, it’s hit a major lull in Manhattan itself — until now. Follow along on my Instagram to see how these beers taste, and to see what one wears to a grab a beer and then head to a Broadway play. Cheers to the weekend, and cheers to today’s Friday Read
  • The bomber jacket is an underrated style move in the winter months, when everyone seems to be reaching for thick parkas. But if you’ve read my post on The Manual on the best men’s bomber jackets, you know that’s not the case. And if you haven’t read it yet? It’s time to get caught up!
  • Let’s talk more about the best of the best in terms of men’s style essentials, shall we? Namely, it’s been a busy week of menswear writing around these parts, which is how I also found myself writing about the best blazers for men — a piece I penned yet again for The Manual. You could do worse than upgrading your office style this month, my friends.
  • Once more, you could use a new dress watch — yes? Luckily for you, I covered the top dress watches to buy now for GearMoose. Between your new bomber jacket, your new blazer and a new dress watch, you’re going to be all set this winter.


Before we let you go for the weekend, I’ll leave you with this post on the best new leather wallet to buy now. What’s more, I’ll also point you in the direction of the 12 best style upgrades (yes, 12!) to keep 2019 rolling. Oh, and one last thing: This stylish field jacket  belongs your back as you fight a chilly winter. OK, that’s a wrap — feel free to check in with me on Twitter if you’ve got any feedback on the blog. Have a great weekend, folks!
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The List: Power Through Winter by Shopping My Favorite Men’s Style Picks this Week

Taylor Stitch

Roll up your sleeves and get to work with this outstanding Taylor Stitch shirt.

Folks, if you haven’t caught on yet … it’s still winter. It’s still cold. And it’s still a struggle to get through the nasty weather, even with some of the best men’s style essentials on tap. However, we’ll push through. We’re taking a versatile and wide-ranging look at all the classic menswear and home goods you need to refresh your January, from a classic Oxford shirt from Taylor Stitch (shown above!) to a new, stylish leather watch … that’s just a quick start. So, read on, gear up for January, then let me know what you think on Twitter.

Taylor Stitch Jack Shirt in Natural Brushed Organic Cotton — $125

A pleasingly textured shirt for all your winter weekend adventures.

It’s very, very difficult to misstep when wearing a classic Oxford shirt, especially from Taylor Stitch. And this shirt has plenty going for it, from the corded cotton texture to the tailored fit. It’s a winning shirt to wear with the brand’s slim chinos, and perhaps stylish leather dress shoes. That’s a fitting way to keep winter rolling, if you ask me.

SHOP: The Taylor Stitch Jack Shirt 

Martenero Kerrison Watch — $595

Martenero

The right watch for nearly any occasion — agreed?

How are you accessorizing your  classic Oxford shirt? Why, with a uniquely stylish leather watch from Martenero, of course. The Martenero Kerrison Watch is beautiful and yet rugged, all at once. The perfect everyday timepiece? You decide.

Nomad Rugged Folio iPhone Case — $60

A handsome, functional leather phone case.

Shouldn’t your leather phone case be as dependable and stylish as the rest of your men’s style essentials? Nomad is doing things the right way here.

Peregrine Hudson Aran Jumper — $144

A classic sweater that’s going to keep you warm all winter.

Utterly timeless and made the old-fashioned way, this classic winter sweater from Peregrine is the maybe the best winter sweater to wear when it’s almost too cold to fetch more firewood from outside. Not anymore, folks.

“Let’s Go (So We Can Get Back)” by Jeff Tweedy — $28
Jeff Tweedy

A worthwhile read featuring an indie rock legend.

The man behind indie rock legends Wilco has quite the life story — “Let’s Go (So We Can Get Back)” is a fascinating tome and deserves a spot on your bookshelf.

Revtown Sharp Denim — $75
Revtown denim

A classic pair of denim, blending comfort and style.

Revtown does things the right way, to say the least. We’re talking slim denim in versatile washes, with neat details like contrast stitching. Cuff them and wear ’em with your favorite pair of leather boots.
Faherty Brand Brushed Alpine Flannel Shirt in Wine Chestnut — $148
Faherty Brand

A comfortable flannel shirt for whatever winter throws at you.

We’ve previously talked about Faherty Brand and its Brushed Alpine Flannel Shirt (see this post on winter style must-haves), but the Wine Chestnut Flannel Shirt is too good to pass up. Cozy, comfortable & pleasingly rugged, it’s your new favorite flannel for winter.
Knickerbocker Mfg. Co Crewneck Fleece — $105

The perfect casual weekend layer.

Made with expert construction and extremely comfortable fabric, the Knickerbocker Mfg. Co. Crewneck is quite possibly one of the best men’s sweaters for winter. It’ll do very well as you dress for a stylish winter weekend, no doubt about it.

Patagonia Insulated Fjord Flannel Jacket — $169
Patagonia

A reliable layer from a very reliable brand.

You know Patagonia for the brand’s commitment to sustainabiliity and rugged style — the Insulated Fjord Flannel Jacket checks both boxes quite handsomely. Wear it with a perfect pair of faded denim
Viberg Service Boots — $699

Some of the best boots your money can buy.

From the rough and rugged leather to the mini-ripple rubber sole, the Viberg Service Boots are assuredly one of the best pairs of leather boots to buy for January and well beyond.
Finisterre Geevor Trousers — $92.98

These tough trousers should become a winter staple.

If you’re looking for the right pair of rugged everyday trousers to wear with the  Viberg Service Boots, you’ve come to the right place — the Finisterre Geevor Trousers are made with organic duck cotton canvas for warmth and durability.
Onsen Bath Bundle — $131.98
Onsen

Certainly, the most stylish bath towels you’ve owned … right?

What’s one home goods essential you might not think about a ton? Easy — the linens in your bathroom. Change all of that in 2019 with the best bath towels on the market — from Onsen, naturally. Your guests will thank you.
Revtown Standard Henley — $40

An ultra-soft henley available in multiple colorways for winter.

Need a henley to wear with your new pair of slim Revtown deinm? The Revtown Standard Henley, in a super-soft fabric (plus a cool Charcoal Heather color) is the way to go.
Outerknown Drifter Taper Jeans — $148
Outerknown

A new pair of jeans for the new year, for when you feel like switching from Revtown.

We’ve previously discussed how to get a discount on Outerknown menswear, so hopefully, you’re familiar with the brand’s uniquely stylish and sustainable wares. If not, Outerknown denim is an eco-conscious, modern place to start.
Bespoke Post Groove Box — $45 (When Signing Up for Bespoke Post)

Pick four records, then listen as they become all-time favorites.

Now, we’ve talked about the winter style essentials to buy now — but what about something new to listen to as we start a new year? That’s where the Bespoke Post Groove Box comes into play. Pick four of 13 records (including “Boxer” by  The National!), then listen away.
Anonymousism Indigo Cable Crew Socks — $23.98

A refreshing way to shake up your sock drawer.

For any time of year — let alone the depths of winter — stylish, warm socks are a must. Good thing for all parties involved that Anonymousism crafts some of the best men’s socks on the planet.
Now then — for which of these picks are you going to bat? I love the rugged durability and timeless style of the Viberg Service Boots, personally. But I also appreciate a classic winter sweater from Peregrine — maybe pick up both for yourself? In the meantime — enjoy, and thanks for reading!

#OOTD: How to Wear Your New Favorite Denim Shirt for Winter

The new year, as we’ve been discussing these past few weeks on The Style Guide, calls for continual reflection and, naturally, the best men’s style essentials you can get your hands on. Like the rugged denim shirt from Billy Reid that happens to be the focus of today’s #OOTD.  Now, we’ve previously talked about how to wear a denim shirt for winter, so consider this a bit of a refresher in terms of casual style — this is the type of layered look that would even fly at the office on a casual winter Friday. The Billy Reid Denim Shirt in question is helped along by a stylish long-sleeve shirt from the good folks at Faherty Brand, plus slim chinos and, as ever, classic leather boots.

Your outerwear (*ahem the Flint and Tinder Flannel-Lined Waxed Trucker) should also blend functionality and style for the winter — the prevailing thought behind this #OOTD is dependable style that works all week and all weekend. Pieces like a handsome leather watch from Martenero help cement the go-anywhere versatility of this look, too. Really, it’s all about finding new ways to wear pieces you already own — it’s a fun way to shake up your routine in the morning, and you might even find yourself trying some layering tricks you wouldn’t normally go for otherwise. So, with all that being said, it’s time to get down to business. Let me know what you think of this #OOTD over on Twitter. Thanks for reading!

Dependable, functional layers make this #OOTD a winter winner (say that five times fast).

Now, hopefully, we’ve given you something to think about as you upgrade your wardrobe and refresh your style for 2019. When you start things off with a classic denim shirt, the potential really is limitless in terms of versatility. In this case, we’re layering that Billy Reid Denim Shirt  with a stylish long-sleeve tee from Faherty Brand — just the right way to dress for a weekend stroll, a morning coffee date or a casual afternoon at home. Things are amped up just a bit with maybe, just maybe, the perfect slim chinos; that combo is perfect for work or play. Again, classic leather boots add sleek appeal and timeless style, as does a classic everyday watch from Martenero (quite possibly your new favorite watch, agreed?). No outfit would be complete without a tough winter jacket — enter a rugged waxed trucker jacket from Flint and Tinder, then get ready to field all kinds of complements about how great you look (seriously!). And as we always say, you can’t let your accessories fall by the wayside, hence the use of stylish socks from American Trench and a dependable leather belt from Levi’s. To round things out, go for the perfect blend of functionality and timeless style with a stylish backpack from the good folks at Filson. That’s really all there is to it. Well, not quite. But I’d encourage you to try some of these pieces on for size, then catch up with me on Instagram to see how I’m getting dressed this winter.