Style Pick of the Week: Faherty Cloud Long-Sleeve Henley – Your New Go-To Winter Layer

Best long-sleeve henley for men.

The time has come to take stock of your collection of winter style essentials as we roll through this, the first winter weekend of 2023: What’s on your mind and in your wardrobe? Granted, I can’t help with every single thing on your to-do list, but I can indeed help you select and wear one of the best henleys for men all winter long, starting right this very instant. The henley in question is the Faherty Cloud Long-Sleeve Henley, one that’s very much deserving of your time and energy as you look to amp up your rugged winter style picks.

HELM Boots- $50 Off Your First Purchase

Of course, the Faherty Cloud Long-Sleeve Henley is part of Faherty’s lineup of ultra-soft, versatile, classic-meets-modern menswear designed and produced by a family-owned company (with a special focus on East Coast surf style, for good measure).

It’s the perfect complement to one of the best men’s flannel shirts also produced by Faherty, but it goes beyond the surface — the quality and design are more than enough to justify its $118 price tag (trust me on this — scroll on for more!).

Best henley for men this winter.

The Faherty Cloud Long-Sleeve Henley naturally nods to the athletic roots of the style as a trusted shirt for rowers in Henley-on-Thames — note the customizable three-button placket and the raglan-stitched sleeves and shoulders for maximum ease of movement. That mobility should prove mighty useful whether you wear the Faherty Cloud Long-Sleeve Henley on its own, layered up underneath your favorite flannel shirt or styled casually with an American-made hoodie.

HELM Boots

That laidback nature makes the Faherty Cloud Long-Sleeve Henley a new go-to essential for days at home or even in the office (simply pair it with a soft-shouldered wool-blend blazer this winter), but there’s another key that makes this henley a true must-have. Crucially, the Faherty Cloud Long-Sleeve Henley is made from Faherty’s signature, super-soft fabric — in this case, it’s a blend of cotton and modal that feels exceptional against your skin.

The fabric on the Faherty Cloud Long-Sleeve Henley also boasts a pleasingly textured look, turning this from an undershirt into a true winter style move. Like we talked about earlier, your new favorite henley is pricier than average at $118, but your wardrobe will be all the better for it this winter.

The Tuesday Steal: The Billy Reid Winter Event Delivers Up to 50 Percent Off the Best Menswear

Best winter menswear on sale now.

Folks, wishing you all a Happy New Year, and many thanks for joining me to start 2023 off the right way. And what better way to kick off a new year and a new week than with some of the best menswear deals out there, particularly a covetable sale from one of America’s best menswear designers? We’ve talked quite a lot lately on the blog about Billy Reid menswear deals, be it the brand’s Holiday Sale or the exceptional Billy Reid Winter Event (today’s featured deal of choice).

It can all be found in the envy-inducing Billy Reid Men’s Sale section, and trust me when I say these deals are about as good as it gets. The Billy Reid Winter Event is a crucial chance to get valuable in-season gear at excellent discounts, whether it’s 30 percent off the Billy Reid Cooper Coat (seen at the top of the page) or an astonishing 50 percent off the timeless Billy Reid Tuscumbia Shirt.

Heck, even the investment-level Billy Reid West Village Leather Jacket is 30 percent off through the Billy Reid Winter Event.

Best leather jacket for men.

Opportunities like this don’t come around very often — only around the holidays with a brand like Billy Reid, it seems — so be prepared to dive into these stellar sale picks and come out the other side looking refined, classic and utterly cool for the new year. Cheers to 2023, my friends.

The Tuesday Steal: Get Up to 30 Percent Off Sitewide at the Taylor Stitch Year-End Sale

Best winter menswear from Taylor Stitch.

By now, I’m sure you’ve heard the news — and if not, hold onto your hats. Taylor Stitch, the famed San Francisco retailer on a quest to outfit your entire wardrobe, is running one heck of a sale to end the year, and trust me when I say it’s really a great one. We assuredly talk about the best menswear sales for winter (and beyond) quite frequently on this blog, but when a brand like Taylor Stitch serves up a hefty discount, it’s worth diving in — 100 percent, no questions asked.

Taylor Stitch menswear.

The Taylor Stitch Year-End Sale (as we talked about on this very blog last Friday) is here, with the potential to be one of the best winter menswear sales you shop in some time. Here’s the scoop: Head on over to Taylor Stitch before January 1st to get up to 30 percent off sitewide, and throw in $20 in site credit on orders of more than $100.

It’s a tough discount to top, especially when you consider the brand’s prowess at crafting a bit of everything stylish guys need (and want), be it the Taylor Stitch Maritime Shirt Jacket (now 48 percent off!), the timeless Taylor Stitch Jack Shirt or any number of rugged Taylor Stitch men’s jackets.

Lest we forget, a whole lineup of Taylor Stitch men’s boots are also on sale, starting at 20 percent off. Sure, it might sound too good to be true, but stay with me on this. Without a doubt, the Taylor Stitch Year-End Sale is the stuff of dreams — and it’s yours for the taking until January 1st. Happy holidays, my friends!

The Sunday Sale: Save Up to 50 Percent Off the Standout Faherty Brand End Of Year Sale

Best on-sale winter menswear.

My friends, first of all: Merry Christmas! Thanks for joining me in a special edition of The Sunday Sale. In the mood to splurge on yourself? Well, here we go — and you’re in luck, because there’s a flurry of year-end menswear sales hitting the market, with plenty of your favorite brands getting in on the fun. That includes pricier designers like Billy Reid and Todd Snyder, and it also includes a slate of more accessible, yet still premium retailers like my pals at Faherty Brand.


The great news if, you’ve timed it just right if you’re looking to get, say, one of the best flannel shirts for winter (or any other winter style essentials!) via the standout Faherty Brand End Of Year Sale. There’s no time like the present to upgrade your winter wardrobe, and of course, New York-based, family-owned Faherty Brand delivers the goods.

That’s the case if you’re seeking the brand’s best-selling Faherty Legend Sweater Shirt (marked down to $109 from $178), or something warm, rugged and versatile like the Atmosphere Shirt Jacket (now 52% off at $129). Even the trusty Faherty Knit Alpine Shirt gets a very nice markdown (31% off, down to a very agreeable $109).

And just in case you really want to round things out the right way, the Faherty Traveler Pants are a whopping 53% off right now through the Faherty Brand End Of Year Sale. That’s just a small selection of some of the best winter menswear sales on the market, so head on over to the good folks at Faherty Brand and really make the season bright. Cheers and Merry Christmas!

The Friday Read: Taylor Stitch Discounts, The Best Winter Whiskies & The Best Men’s Turtlenecks

Best Taylor Stitch menswear

Welcome, my friends, to a very special holiday weekend edition of The Friday Read, where I do my best to get you geared up for the days ahead in style. And although I’d hope you’ve got your Christmas shopping already wrapped up, allow me to point you in the direction of some additional shopping on your list: The Taylor Stitch End of Year Sale is here, with the chance to take up to 30 percent off some of the best winter menswear at your favorite retailer.

The San Francisco brand is, of course, a longtime top brand of mine here on the blog, with a knack for producing rugged gear by way of the Taylor Stitch Moto Collection and even better everyday essentials for any guy’s wardrobe. That’s what makes the excellent Taylor Stitch End of Year Sale such a treat, but shop carefully: It only runs through January 1st, but there’s a bonus beyond that.

Yes indeed, when you shop the Taylor Stitch End of Year Sale, you also get $20 in site credit on orders of more than $100. How’s that for a two-for-one deal? Hop on over to the Taylor Stitch End of Year Sale while you still can, and peruse the rest of today’s key style tips below. And as you’ve seen on my Instagram: Merry Christmas from Florida!

  • My friends, Mr. McQueen is in the building. That’s because, in my humble opinion, the turtleneck is back in a big way — and just in time for stylish winter dressing, no doubt. And here’s where your humble Brooklyn style writer comes into play: I wrote about the best men’s turtlenecks for winter over at Men’s Journal. Time to really start dressin’ this season, folks.
  • If you follow me on Instagram or keep up with my other freelance writing pursuits, then you’ll know I also write about some of the best whiskey on the market. With that in mind, here’s a fun one – I wrote about the best winter whiskey over at Maxim, with a special focus on whiskey I’ve tried as of late (excluding Pappy Van Winkle, sadly). Cheers to the season, folks!
  • In case you missed it here on the blog earlier this week, allow me to jog your memory with my guide to some of the best new Chelsea boots on the market. In fact, head over here to read about the HELM Finn Chelsea Boots, a super-comfortable, rugged-yet-refined pair of men’s leather boots that I’ve been wearing back in Brooklyn as of late. They’re exceptionally stylish and dependable out of the box, with no break-in period, and I can’t recommend ’em enough. Go to it, my friends.

It’s a particularly special winter Friday heading into what should be a lovely weekend (in Florida and elsewhere!), so here’s hoping you get the chance to kick back, enjoy a cold craft beer or some of the best winter whiskey, and spend time with loved ones. If these style tips help you along the way, that’s all the better. Fret not, though: You’ll still be getting two blog posts this weekend from yours truly, so bookmark ’em until Monday.

On that note: Happy Holidays, Merry Christmas and as ever, THANK YOU for reading The Style Guide!

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

Huckberry End of Year Sale 2022

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…

Huckberry Whiskey Peaks glasses.

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.

Best Huckberry boots for men.

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!

The Tuesday Steal: Get 20 Percent Off the Taylor Stitch Winter Sale Right Now

Best winter menswear sales.

Shopping for the best winter menswear is as much about opportunity as it is about knowing precisely what your wardrobe needs. And when you zero in on the best menswear essentials for your wardrobe, and realize you can snag those stylish pieces on sale, then that’s what you might call the sweet spot.

And my friends, the Taylor Stitch Winter Sale is that sweet spot indeed. It’s a rare seasonal sale from the lauded San Francisco retailers, a personal favorite of mine over the years here on the blog (and hopefully, a favorite of yours, too). So, here’s the scoop — and I’ll keep it brief in the name of shopping the best winter sale deals.

But, yes indeed: Taylor Stitch is offering 20 percent off seasonal staples, including its famed Yosemite Shirt and a run of winter sweaters and essential layers. These picks are the epitome of rugged, durable, timeless winter fashion, and again, they’re 20 percent off right now. Run, don’t walk, to shop the Taylor Stitch Winter Sale, my friends.

The Sunday Sale: Head to Billy Reid to Get 30 Percent Off the Best Winter Menswear

Best on-sale winter menswear.

How often are you able to find the best in-season style picks, like the best winter style essentials, on sale at steep discounts? Not too often, right? It’s a tricky search that just got a bit easier, though: You can head to the always well-stocked Billy Reid Men’s Sale section to get at least 30 percent off the best new winter menswear. That’s right: Everything from classic shirting to durable, stylish outerwear is on sale, and at prices that don’t come around all that often.

Part tailored jacket, part sweater, all versatility.

We’ve talked plenty about the Alabama-based Reid as of late, who fuses the crisp and timeless with the modern in sharp shirting, effortlessly cool suiting and famed, rugged-yet-refined outerwear like the Billy Reid Bond Peacoat. Of course, there’s a catch: Billy Reid menswear can often be quite pricey when not on sale, so the ever- crucial Billy Reid Sale section is a surefire win right now.

In fact, I’m willing to bet you’ll find everything you need when it comes down to what to wear to a holiday party for men within the Billy Reid Sale section, from a stylish on-sale men’s shirt to one of the coolest bomber jackets for men (pictured above, of course). When it comes time to get dressed in style this winter, make the Billy Reid Sale section your next shopping destination.

See Now, Buy Now: These Beckett Simonon Brogue Boots are the Best Pair of Men’s Boots to Shop Now

Best wingtip boots for men.

It seems hardly a day goes by here on The Style Guide where we’re not talking about the best winter style essentials, including some of the best boots for men — right? Yes indeed, right you are, but that’s not a bad thing in my book. In fact, if you ask me, every style rotation needs plentiful pairs of the best men’s boots, especially from a worthwhile and well-made (extremely well-made!) brand like Beckett Simonon.

The direct-to-consumer men’s footwear brand has been a favorite of mine for years (check out this 2017 Beckett Simonon review), and that shows no signs of slowing down — I’d wager you’ll feel the same way after you learn about what makes the Beckett Simonon Nolan Brogue Boots some of the best men’s leather boots.

Yes, the Beckett Simonon Nolan Brogue Boots are certainly sleek and impressive in matters of style points if you want a pair of the best wingtip boots (the kind you can wear stylishly with everything from tailored men’s chinos to the best blue jeans). But it’s the specs and the standout pricing — try under $240 for some of the best leather boots for men — that really make the Beckett Simonon Nolan Brogue Boots so covetable.

These handsome brogue boots hit on all the right notes when it comes to quality construction and design, including refined full-grain leather and precise brogue detailing. The Blake stitching is resoleable and should prove plenty durable, while a sturdy rubber outsole gives the Beckett Simonon Nolan Brogue Boots some traction on slippery city streets (particularly when styled with one of the best men’s peacoats and wool trousers for holiday parties aplenty).

For the price, you might not find a more stylish, versatile, effortlessly cool pair of boots than the Beckett Simonon Nolan Brogue Boots, and that makes them a worthy holiday and winter style move right now.

The List: Shop These Top Gear Picks from Taylor Stitch for the Best Winter Style

The Dalton Jacket in Navy - Classic Men's Clothing | TS…

Keep reading to learn all about this rugged new Taylor Stitch jacket and more standout menswear from the brand.

My friends, if there’s one thing I know (and hopefully, one thing you know!), it’s Taylor Stitch consistently delivers some of the very best menswear around. The San Francisco gear makers have a consistent formula for crafting everything from the best men’s shirts to the best boots for guys, all at pretty agreeable prices considering the long-lasting quality you tend to get from ’em. I’ve been a fan of the brand for years, as you know from reading the blog, and I’m continually impressed at the new styles and silhouettes they put out. That’s where today’s edition of The List comes into play: A look at the best new gear from Taylor Stitch for the rest of winter (and beyond that). Happy shopping, folks.

The Best New Gear to Buy at Taylor Stitch Today 

Taylor Stitch Heavy Bag Henley in Cypress — $68

Taylor Stitch Heavy Bag Henley

A perfect addition to your winter wardrobe, yes?

When it comes to the right blend of sustainability and style, Taylor Stitch nails it with the Heavy Bag line, featuring upcycled cotton and polyester. This rugged men’s henley is an ideal addition to your winter wardrobe, for the weekend or for working from home.

Taylor Stitch Democratic Chinos in Organic Ash — $98

The Democratic Chino in Organic Ash | Taylor Stitch…

Classic chinos in a highly versatile color.

Looking for well-fitting pants that you can wear with a Taylor Stitch henley or an Oxford shirt?Well, Taylor Stitch chinos, featuring a tailored straight-leg cut, are your best bet (they’re also offered in a Slim fit).

Taylor Stitch Dalton Jacket in Navy — $348

Taylor Stitch Dalton Jacket

A nautically inspired jacket built for toughness and utility.

Taylor Stitch knows how to make one of the best jackets for men, and it helps that the Dalton Jacket is based off a design from a British Royal Navy silhouette. It’s made with a DWR-coated organic cotton and nylon blend for toughness, too.

Taylor Stitch Ledge Shirt in Sand Plaid — $128

Taylor Stitch shirts

The dependable overshirt you need right now — and into spring.

The Ledge Shirt is an updated take on other Taylor Stitch shirts, featuring a shorter cut (wear it untucked!) and the brand’s California collar for an easygoing look. Button chest pockets and the organic cotton construction make it ideal for layering as an overshirt.

Taylor Stitch Long Haul Jacket in Ash Sashiko — $188

The Long Haul Jacket in Ash Sashiko | Taylor Stitch…

A textured, easy-to-layer take on the Long Haul Jacket.

The Taylor Stitch Long Haul Jacket is a much-loved staple of the brand, taking the trucker jacket and giving it a shot in the arm. This version uses textured organic cotton.

Taylor Stitch Moto Boots in Chocolate Pebble Grain — $348

Taylor Stitch Moto Boots

Some of the coolest boots for men you’re apt to find out there.

Step right up and step into some of the best men’s boots on the market with Taylor Stitch — yes, the brand can do that, too. These moto boots should prove plenty rugged and durable.

Taylor Stitch Morse Pants in Charcoal Slub Linen — $128

Dependable workwear pants made from a cotton-linen blend.

What else to pair with your new favorite boots than your new favorite pair of pants? These pants blend cotton and linen together in a workwear-minded silhouette for plenty of wear.

Taylor Stitch Rugby Shirt in Navy Stripe — $88

The Rugby Shirt in Navy Stripe - Classic Men's Clothing…

A seriously cool update to the rugby shirt, done well by Taylor Stitch.

Taylor Stitch takes the preppy style staple and turns it into something cool, modern and fresh — one of the best polos for men out there. If you follow me on Instagram you might have seen me rocking my own — can’t recommend it enough!

Taylor Stitch Merino Boxers — $55

The Merino Boxer in Heather Grey - Classic Men's Clothing…

An easy way to upgrade your basics via a favorite brand.

That’s right: Taylor Stitch now makes some of the best underwear for men, and they do so using highly performance-minded merino fabric.

Taylor Stitch Western Shirt in Nihon Menpu Reserve Selvage — $198

Taylor Stitch Western Shirt

An unstoppable denim shirt made from rare fabric.

Taylor Stitch goes above and beyond here to craft one of the best men’s denim shirts, and they do so using Japanese selvage from Nihon Menpu, a company that’s been around since the 1920s.

Who’s ready to get shopping at Taylor Stitch, ehh? Whether it’s one of the best men’s denim shirt or something as seemingly simple as some of the best underwear for men, the brand is dedicated to quality and versatility across the board. It’s tough to single out just one essential pick from this list, but if I had to select just one for rugged, dependable performance and even some multi-season versatility, it’d be the Taylor Stitch Dalton Jacket, no doubt about it. How about you? Be sure to check in with me on Twitter to share your take. Happy shopping!