The Thursday Buy: Layer Up The Right Way for Winter with This Classic Todd Snyder Jacket

Todd Snyder Menswear

A terrific way to shake up your winter outerwear rotation, no questions asked.

As we roll through a new year, perhaps you’re realizing that your rotation of the best men’s winter jackets could use a little kick. Something that’s unique, eye-catching, classic and versatile, but with a nice shot of personal style. My friends, that’s where the Todd Snyder Harris Tweed Varsity Jacket comes into play, and it’s here in time to shake up those winter blues. Rest assured, this isn’t anything like that old varsity jacket you have from your letterman days, however. This is a modern take on the classic Harrington jacket, done up in a way that only one of the country’s best menswear designers can do. Yes indeed, the Todd Snyder Harris Tweed Varsity Jacket checks all the right boxes when it comes to a winter-ready pattern, excellent fabric and the sort of hybrid looks that work in situations both casual and dressy. How’s that for your new favorite jacket, ehh?

SHOP: The Todd Snyder Harris Tweed Varsity Jacket 

Todd Snyder Harris Tweed Varsity Jacket

This jacket is also available in a seriously cool Olive Harris Tweed.

It’s seriously as cool as it gets (style-wise), given that the fabric is classic Harris Tweed, known around these parts as “the good stuff,” if you will. And the pattern is striking and classic, ready to be paired with slim grey wool trousers and your favorite Chelsea boots just as easily as you can wear it with a Todd Snyder henley and some Todd Snyder selvedge denim. Of course, this classic bomber jacket isn’t cheap, and it’ll run you nearly $650 at Todd Snyder. But the upshot of all of this is that you’ll feel like a million bucks every time you wear it, and you can even team it with casual style staples like a Todd Snyder + Champion crewneck sweatshirt. How’s that for versatility in action? Yes indeed, your new favorite jacket is here in time to shake up winter. Act accordingly, folks.

SHOP: The Todd Snyder Harris Tweed Varsity Jacket 

The Thursday Buy: This Standard Issue Leather Duffel Is a Winter Getaway Essential

My friends, let’s get to business: It being Thursday and all, today’s Thursday Buy will have you primed for that post-New Year getaway — or any winter getaway, for that matter. I’m talking, naturally, about one of the best weekender bags for men, a new (and very fast-selling) addition to the Huckberry line of in-house goods that assuredly takes the cake when you want standout style and durability. The Standard Issue Leather Duffel is the perfect mix of rugged and refined, sized just right to take all your winter style essentials on a quick getaway upstate, to the coast and beyond. The latest and greatest is part of the new Standard Issue Leather Goods collection at Huckberry, a “vintage-inspired” offering that the brand worked to create with great care from fine leathers from Mexico’s best tannery. And if you know anything about Huckberry, it’s that when the crew sets its mind to achieving something, they certainly deliver.

SHOP: The Standard Issue Leather Duffel

Standard Issue Leather Duffel

In the case of this rugged-yet-refined weekender bag, you’re getting 45 liters worth of carrying capacity (enough to take some versatile gear out on the road for a few days), plus the sort of great looks only Huckberry can provide. Heck, the leather itself is gold-rated, indicating high quality and sustainable production methods. And what’s more, it’s helpful that the Standard Issue Leather Duffel fits right in with the rest of the line itself, which includes everything from a messenger to handsome leather belts and dopp kits. Load up those accessories in your weekender bag, grab your favorite Oxford shirt and leather chukka boots, then bundle up and hit the road. The Standard Issue Leather Duffel is going to be with you every step of the way.

SHOP: The Standard Issue Leather Duffel

The Thursday Buy: The Jacket Maker Is Crafting the Perfect Leather Bomber Jacket

Your new favorite leather jacket? Very nearly.

Folks, the title of this post says it all. The best leather jacket for the season (and perhaps as a Christmas Eve treat for yourself!) is the Airin G-1 Brown Leather Bomber Jacket from The Jacket Maker, an aptly named producer of some of the best men’s jackets for winter and beyond. There’s something to be said for having a well-stocked rotation of outerwear, from a winter parka to a flannel-lined waxed trucker jacket and even a denim jacket as a mid-layer, but the Airin G-1 Brown Leather Bomber Jacket is unique, covetable and surprisingly, quite affordable. Helpfully, The Jacket Maker focuses on quality construction across a range of silhouettes, including the best winter jackets for men, and specializes in modern updates to classic styles (better still, this particular jacket ships free worldwide!). The bomber jacket, with its aviation roots, is a heck of a great way to shake up your winter outerwear rotation, and to get down to brass tacks, the Airin G-1 Brown Leather Bomber Jacket has everything you need when it comes to bells and whistles.

SHOP: The Airin G-1 Brown Leather Bomber Jacket

Milled in Scotland for a lifetime of wear.

Now, you’re probably wondering — what does this classic leather bomber jacket have going for it that makes it so special and essential? That’s easy. It’s made from real, rich brown sheepskin leather for timeless styling potential, and it’s trimmed with real fur at the collar for plenty of winter-ready warmth. Classic rib knit cuffs at the wrist and waist drive home that iconic design, while front-button hip pockets stick with the legendary G-1 bomber silhouette. Taken all together, this is the kind of leather jacket you can wear with jeans and your favorite henlye, plus some classic leather boots (for starters). You can also team the Airin G-1 Brown Leather Bomber Jacket with a crisp Oxford shirt, tan chinos and leather chukka boots for essential everyday style. Wear this jacket on the road this season, wear it on trips into town to stock up on brewery beers… just make sure you wearit as often as possible. Oh, and the real kicker? It’s available for under $300 at The Jacket Maker. Yes indeed, it’s your new favorite jacket.

SHOP: The Airin G-1 Brown Leather Bomber Jacket

The Thursday Buy: This Billy Reid Hunting Jacket is the Best Jacket to Buy Now

A rugged jacket to wear all winter long from Billy Reid and Huckberry.

If you’ve been on the hunt for one of the best jackets for men, either as a gift for the style icon in your life or an addition to your own wardrobe, well, you’re in luck. The Billy Reid Hunting Jacket surely qualifies as one of the best men’s jackets on the market at the moment, with all the style points needed to shore up your winter outerwear rotation in fine form. In fact, it’s part of the Huckberry Style Icons Gift Shop, featuring some of the best gifts for the stylish guy in your life right now. It’s fitting that this handsome and rugged jacket makes an appearance there, because it fits right in with plenty of other classic style staples, and it’s destined to become a wardrobe go-to this season and beyond. Heck, it’s the type of seriously cool jacket you can wear even if you’ve never gone hunting, and that says a lot about the type of timeless quality, heritage and durability you’re getting from the Billy Reid for Huckberry Capsule Collection (this jacket is an exclusive piece, in that regard).

SHOP: The Billy Reid Hunting Jacket

Believe it or not, the Billy Reid Hunting Jacket is certainly worth the price tag ($495 at Huckberry), given that it’s coming from one of America’s foremost menswear designers. It features a tough exterior crafted from Halley Stevenson fabric, all the better to stand up to inclement winter weather, and it’s lined with faux fur for added warmth. Plus, the jacket itself is also insulated with a breathable poly fill for even more seasonally ready functionality. The Billy Reid Hunting Jacket is the kind of rugged-yet-casual jacket that looks great paired up with anything, be it a chambray shirt and black denim or a classic henley and olive chinos for a bit of monochromatic winter style. Take the Billy Reid Hunting Jacket, make it all your own and reap the rewards of seasonal style.

SHOP: The Billy Reid Hunting Jacket

The Thursday Buy: Grenson’s Burnished Brogue Boots are the Finest Fall Boots You Can Buy

Grenson Fred Brogue Boots

Instantly classic, rugged leather boots you can wear all the time this fall and winter.

We try to keep things nice and accessible here at The Style Guide, but every so often, it’s nice to step things up a notch and invest in the best of the best — in this case, the best leather boots. To be clear: It’s the impending holiday season, snowy weather is bearing down upon us, and you need rugged-yet-refined leather boots that can work for the holiday season (small gatherings only!) and snowy weather out there. All of this brings me to the Grenson Fred Brogue Boots, some of the very best leather boots for men of the moment. And again, as I said before, they’re certainly an investment ($365 at MR. PORTER), but one that’ll pay off in spades. Consider them some of the best men’s boots you’re going to buy for a long, long time, and they’ll assuredly reward you in kind with years of refined fall and winter style. And if you’ve not shopped the refined-yet-versatile offerings at MR. PORTER in some time, these seasonally friendly boots are a great reintroduction.

SHOP: The Grenson Fred Brogue Boots

Grenson Fred Brogue Boots

Some of the coolest leather boots on the market, folks.

And if you’re not familiar with Grenson, know that the British bootmaker has heritage quality and craftsmanship down pat, to say the very least. They’ve been delivering some of the best leather boots for men — and so much more — since 1874. That’s a heck of a lot of pedigree, and it pays off in spades, seeing as the Grenson Fred Brogue Boots are still made at the same factory the company’s used since 1895. Taken all together, these are incredibly stylish dress boots that work with more refined pieces (think a herringbone wool suit) as well as more casual options (think slim dark denim and a white Oxford shirt). The even better thing about the excellent Grenson Fred Brogue Boots is that they’ll assuredly get better with age, and that’s all you can ask for out of a pair of the best leather boots for men. If you do go the distance and invest in these leather boots ahead of the holiday season, be sure to let me know on Twitter.

SHOP: The Grenson Fred Brogue Boots

The Thursday Buy: The American Giant Highway Shirt is the Best Shirt to Buy Right Now

American Giant Highway Shirt

A tough yet easy-to-wear cotton twill shirt you can utilize for work or play.

Folks, I’ll come right out and say it: For rugged fall and winter style, you already know that you need one of the best men’s shirts on your back … but to get even more specific, you need the American Giant Highway Shirt in your life right this very instant. Leave it to American Giant, purveyors of some of the best made-in-America menswear around, to deliver a no-fuss, no-frills shirt that’s exactly what your wardrobe calls for right now.

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To wit: Zoom calls and virtual happy hour sessions are still the norm for a lot of us, and the American Giant Highway Shirt works for those. But what about when you want to get out and about — on a day hike, for a backyard bonfire, for a quick brewery — well, what then? The American Giant Highway Shirt once again comes through reliably in the clutch, featuring versatile-yet-tough cotton twill fabric that just gets the job done. You can wear this rugged work shirt to do, well, actual work, you can layer it atop your favorite henley for added warmth, and heck, you can throw it on underneath a denim jacket or a waxed trucker jacket for crucial fall and winter style. How’s that for a shirt that gets the job done, ehh?

SHOP: The American Giant Highway Shirt 

Shop Western Rise Today!

American Giant Highway Shirt

A dependable and durable everyday shirt from American Giant.

The great thing about picking up one of the best men’s shirts for fall and winter is the versatility it provides you. The American Giant Highway Shirt is about as subtly stylish as it gets, featuring an easy-to-layer fit and a useful front button chest pocket for an everyday carry essential or two. You can rock it as an overshirt — or else, all on its own — and you can’t beat the array of neutral color options (I’m partial to Heron at the top of the page, but Dark Elm assuredly works with everything from slim dark denim to your favorite chinos). And for fall and winter road trips where you need a stylish everyday shirt you can throw on and forget about, the American Giant Highway Shirt steps up in the clutch. The real final kicker? It’s made in Philadelphia and features custom touches like branded buttons. It’s got all the bells and whistles you need, and it’ll look great for years to come. How’s that for your new favorite shirt, ehh?

SHOP: The American Giant Highway Shirt 

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The Thursday Buy: The HELM Boots Zind Teak Boots Are Your New Favorite Fall Boots

HELM Boots Review

Possibly your new favorite boots for fall, no doubt about it.

Make no mistake, I’m certainly of the opinion that you should invest in the best of the best when it comes to your daily fall style staples, including, most crucially, your new favorite leather boots. In fact, that’s where HELM Boots comes into play. Based out of Austin, Texas and a favorite of the blog for at least a couple years (read more about them here, for starters), they take great care in handcrafting boots right in Austin using time-honored techniques and some serious attention to detail. What it all boils down to is that the HELM Boots Zind Boots are your new favorite fall boots, and they’re here not a moment too soon to save your fall and winter wardrobe. How’s that sound? Pretty great, right? It gets better, though. Not only are the HELM Zind Boots some of the most rugged leather boots for fall, they also happen to be available for $50 off when you order your first pair from HELM Boots. You really can’t top that mix of craftsmanship and (relative) affordability, can you?

SHOP: The HELM Boots Zind Boots 

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HELM Boots Zind Boots

A clean and classic profile make these some of the most versatile boots you can buy right now.

Of course, as you might expect from HELM Boots — and rightfully so — the specs of these handsome leather boots are on-point, from the construction to the craftsmanship and heritage. Despite the fact that HELM is just over a decade old, that’s mighty impressive. To be more specific, the Balthazar leather is rugged-yet-refined and should age quite nicely over time. What’s more, the narrow profile makes the HELM Zind Boots dressier, arguably, than others in your rotation. That means you should feel comfortable wearing them with everything from slim denim and a henley to a white Oxford shirt and tan chinos. Yes indeed, when opportunity knocks to pick up your new favorite leather boots, answer the call and get the HELM Zind Boots.

SHOP: The HELM Boots Zind Boots 

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The Thursday Buy: This Western Rise Shirt is the Most Versatile Men’s Shirt for Fall

Western Rise AirLight Buttondown Shirt

The time is upon us for you to upgrade your fall wardrobe — both for style at home and on the road, and the easiest way to do that? Why, that’d be with the Western Rise AirLight Button-Down Shirt, one of the best men’s shirts for fall. That seriously counts for something, even if these days, you’re more inclined to put on something like this Western Rise shirt for a Zoom call as opposed to a day at the office. But the adage holds true: Whether you wear it on a day of fall adventures (I see a distillery visit or a quick beer garden stop in your future) or a day at home, you can’t go wrong with the Western Rise AirLight Shirt. In fact, it’s an equally fitting compliment to, say, the Western Rise Evolution Pants (as previously seen on the blog), so it’s worth upgrading your fall shirting if only for that reason.

SHOP: The Western Rise AirLight Button-Down Shirt

Western Rise review

What separates the Western Rise AirLight Button-Down Shirt from the rest of your fall shirting? My friends, I’m so glad you asked. It starts with the comfort stretch fabric, engineered to resists stains and odor (crucial during these busy work-from-home days, if you ask me). The AirLight cloth blends nylon and polyester for a comfortable look, fit and feel, and the styling of this shirt means it’s tailored but not overly tight. To me, that makes it the perfect shirt to wear at home, out on the road or in the field (preferably layered up with a waxed canvas jacket, right?). Yes indeed, the Western Rise AirLight Shirt is a subtly stylish, performance-minded shirt that checks all the right boxes — it’s easily one of the best men’s shirts for fall, and it’s now yours for the taking.

SHOP: The Western Rise AirLight Button-Down Shirt

The Thursday Buy: The Belstaff Trialmaster Jacket is (Maybe) the Best Waxed Jacket for Fall

Belstaff Trialmaster Jacket

An iconic, rugged and classic waxed jacket for men that belongs in your life ASAP.

Alright, let me be clear as we kick off today’s post: Fall weather is here in earnest, and with that comes the need to get yourself one of the best waxed jackets on the market for the season … ASAP. There’s no time to waste if you want a stylish jacket for fall, one that packs in a serious amount of value, style, heritage construction and durablity. To mee those lofty aims, allow me to introduce you to today’s Thursday Buy: The Belstaff Trialmaster Jacket, an inspirational and aspirational men’s waxed jacket that checks all the right boxes. Coming at you courtesy of Great Britain’s Belstaff, a legendary brand in its own right, this rugged waxed jacket is among many styles that have helped make this brand a favorite of style icons like David Beckham, Ewan McGregor and plenty more. What does that mean for you? It means that you need one of the best waxed jackets for men in your life, and you need it right now as fall’s wind and blustery weather starts to pick up.

SHOP: The Belstaff Trialmaster Jacket

Belstaff Trialmaster Jacket

One of the coolest, toughest waxed jackets on the planet.

HELM Boots

Available in colors like Dark Terrcotta (shown here), plus Dark Navy and Black, this stylish waxed field jacket gives you a heck of a lot of bang for your buck. We’re talking a water and wind-repellnet 6oz. waxed cotton that blends technical functionality with heritage style, plus corduroy collar, hem and cuff linings. Add in the front button pockets and Belstaff’s signature belted front, and this rugged waxed jacket is easily one of the coolest men’s jackets to buy now — and wear all fall. Team it with, say, a Filson henley, slim blue jeans and your favorite lace-up leather boots for seriously unbeatable, unstoppably cool fall style. How about it, ehh?

SHOP: The Belstaff Trialmaster Jacket

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The Thursday Buy: The United By Blue Bison Snap Shirt is the Best Shirt Jacket for Fall

Men's Bison Snap Jacket | United By Blue

An undeniably cool, rugged shirt jacket.

Now that we’ve hit fall on the calendar officially, maybe you’re starting to feel some urgency in terms of stocking up on fall style essentials for the rapidly changing season. And there’s no better way to do that than by buying one of the best men’s shirt jackets for the season, a sustainable number from Philadelphia-based United By Blue. The sustainable fashion brand has been a long-running favorite here on the blog, and it just so happens that the United By Blue Bison Snap Jacket is the perfect target for today’s Thursday Buy.

Cut like a shirt but with the wearability of a tough jacket, this durable shirt jacket is, as the brand says, perfect for 32-70-degree weather, which you’re liable to see a lot of this time of year. Where does the magic really happen, though? It’s got to be the fact that this stylish shirt jacket is, as the name would imply, insulated with United By Blue‘s BisonShield™ Fill, a sustainable blend of bison fiber and recycled polyester. The real kicker? It’s designed to be temperature-regulating, and features moisture-wicking and antimicrobial properties.That kind of wearability easily makes it one of the best shirt jackets to buy, and then wear all fall atop a rugged henley, a classic chambray shirt or your favorite T-shirt. Pick it up in versatile Black or Olive, throw it on for casual fall weekend style, then get ready to see a potential world of stylish adventures open up.

SHOP: The United By Blue Bison Snap Jacket