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

Style Pick of the Week: FRYE Bowery Moc Lace Up Boots

Tough, durable boots that come through in matters of performance and style.

Given that we’ve hit mid-November and blustery fall weather is rolling through in force these days (well, for most of us, that is!), finding a pair of the best men’s boots has never been more critical. And now, you’ve got one way to go thanks to today’s Style Pick of the Week, and that’s with the perfectly rugged, expertly crafted FRYE Bowery Moc Lace Up Boots, some of the best boots for men to get on your feet ASAP. If you’ve read the blog on the regular, you know that FRYE men’s boots take the cake when it comes to quality and craftsmanship, to say the very least (check out my write-up on the best sales on men’s boots at FRYE for more, as but one example). Heck, the FRYE Bowery Moc Lace Up Boots stand apart from even the rest of the FRYE arsenal when it comes to durability, rugged appeal and great looks. For the holiday season, when dressing occasions run the gamut from navigating slippery driveways or slippery brewery parking lots, the best boots will assuredly come in handy — these have a leather storm welt and tough construction, to boot (pun intended).

SHOP: The FRYE Bowery Moc Lace Up Boots

High-quality leather and stitching for an excellent look and feel from FRYE.

The full sponge EVA outsole offers comfort and a springy feel, a rarity among some leather boots, and yet another great reason to give the FRYE Bowery Moc Lace Up Boots a serious shot this season. The difference really is in the details when it comes to the best men’s boots, and these certainly check all the right boxes. While the moc toe construction is definitely rugged, these are still the type of boots to wear with everything from tan chinos and a white Oxford shirt for a holiday gathering, to dark denim and a classic henley on a winter weekend. The FRYE Bowery Moc Lace Up Boots will also age handsomely over time, and that’s an investment that’ll certainly pay off, seeing as they retail for $358 at FRYE. The best boots for guys certainly don’t come cheap, but with FRYE, you can rest assured that they’re worth it.

SHOP: The FRYE Bowery Moc Lace Up Boots

The Sunday Sale: Save More Than 40 Percent on these Rugged FRYE Leather Boots

Step right up and get the best men’s boots for the season ASAP — and for a great deal, too.

 

Thanks once again, my friends, for joining us here on the Sunday Sale, where we dive deep into the best deals and steals on men’s style gear from far and wide. In fact, the featured brand in today’s Sunday Sale is probably pretty darn recognizable, however: I’m talking about The FRYE Company, a previous entry in our Sunday Sale series and certainly, makers of some of the best boots for men on the planet. Seeing as we’ve now hit November (crazily enough!), it’s more than time you shored up your collection of the best men’s boots, and the FRYE Trench Combat Shearling Boots are a great place to start. If you follow the blog, you know that FRYE reliably delivers some of the most rugged leather boots around, and these are no exception. What’s more, the FRYE Trench Combat Shearling Boots are available for stunning discount ($249 at FRYE, after being $458 previously). If you do the math, that’s more than 40 percent off on the best boots for men, and just in time for the rest of fall and winter.

SHOP: The FRYE Trench Combat Shearling Boots 

A durable build and a rugged silhouette make these a versatile winner this season, no doubt about it.

Notably, the FRYE Trench Combat Shearling Boots check all the right boxes when it comes to the perfect pair of boots for fall and winter, from the rugged profile to the tough rubber lug sole. That makes them all the better to wear through adverse conditions and on slippery city streets or through blustery fall and winter winds. Of course, they wouldn’t be the best boots for men without the right complementary touches, and in this case, that’s the weatherproof pull-up leather and wool upper for maximum seasonal style. It doesn’t get much cooler than that, and again, given that you can get these boots for more than 40 percent off right now, I’d suggest you act as quickly as possible. See you out there, new boots in tow, this season.

SHOP: The FRYE Trench Combat Shearling Boots 

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 

MH40 Wireless Over-Ear Headphones

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 

MH40 Wireless Over-Ear Headphones

The Thursday Buy: FRYE’s Tyler Boots are Some of Fall’s Best Boots

FRYE Tyler Boots

Lace up some of the coolest, most rugged boots for men this fall.

That’s right, ladies and gentlemen. We’re back once again today with another pair of the best boots for men (a huge focus on the blog as of late) and with another pair of FRYE leather boots for your consideration and enjoyment. If you read any FRYE boots review, a few things are going to stand out. Namely, this heritage bootmaker doesn’t cut any corners, and that’s why you need a pair of these investment-level boots in your wardrobe. They also produce easily wearable, rugged-yet-dressy boots like the FRYE Tyler Boots with ease — quite a fair bit of ease, at that. What’s that mean for you? It means that it’s high time you invested in some of the best boots for men this season — it’s nearly October, after all.

The FRYE Tyler Boots, although pricey at $328 via FRYE, are going to deliver on multiple fronts when it comes to style, durability and quality, to say the least. Handcrafted, oiled suede gives these lace-up leather boots a bit of a rugged, rock n’roll edge — feel free to wear ’em with slim black jeans and, say, a black leather jacket atop your favorite T-shirt (even if you can’t exactly go to a rock show right now). The FRYE Tyler Boots are made with Goodyear welt construction, which means you can wear and wear them for years … then have ’em resoled with ease. And these rugged leather boots should also provide surprising comfort, whether worn with slim dark denim and a chambray shirt or a thermal henley and tan chinos — they feature a PORON foam footbed for a smooth ride. The  bottom line is this: It’s still the right time to pick up some of your new favorite boots, and you should certainly head over to FRYE to pick up the pair that’s right for you.

SHOP: The The FRYE Tyler Boots

 

Style Pick of the Week: FRYE Bowery Lace-Up Leather Boots

Some of the best men’s leather boots, made the right way by FRYE.

Another week, another pair of the best leather boots for men as we head ever closer toward fall. I don’t know about you, but I always look forward to and appreciate the crisp, cold fall air, the changing seasons and some fall-centric activities (Oktoberfest beer or hot apple cider, anyone?). And I frequently find myself reaching for some rugged leather boots, a la the FRYE Bowery Lace-Up Leather Boots shown above. They’ve got all the trappings of a pair of classic leather boots, right on down to the sleek-yet-tough plain toe construction, with a bit of an added edge — these stylish boots feature a side zip, giving them a bit more dressy appeal.

What that means for you is, you can team these FRYE leather boots with everything from wool trousers and a chambray shirt to rugged camp pants and a thermal henley without missing a beat. That’s the FRYE way, after all. They’re a heritage bootmaker for men and women with tons of history. Founded in Marlboro, Ma. in 1863 (yes, 1863!), they’ve never really wavered from the kind of quality leather boots that last and last … and last. It’s seriously impressive, and that’s what makes these some of the best boots for men you’ll be snapping up this season.

SHOP: The FRYE Bowery Leather Lace-Up Boots 

A versatile pair of leather boots with both dressy and rugged appeal.

Keep in mind, these FRYE leather boots are indeed on the pricier side ($358), but consider them in the same league as, say, rugged Red Wing Heritage leather boots … but with dressier styling potential. In my mind, that makes ’em worth every penny. The leather and rubber outsole adds durability and traction through slick fall weather, while waxed cotton laces tie everything together (literally) with more versatility than regular work boot laces. Again, these are a pair of sleek leather boots to wear with everything from your favorite blue jeans and a shawl cardigan to slim tan chinos and a classic Oxford shirt. Add a denim jacket or a chore coat, then call it good for fall adventures. No doubt about it, the FRYE Bowery Lace-Up Leather Boots are going to be in your rotation for a good while, all thanks to the Goodyear welt construction and tough finishing details like antique brass hardware. Need to snag a pair of your new favorite boots for fall? Well, you’ve found ’em here.

SHOP: The FRYE Bowery Leather Lace-Up Boots 

 

See Now, Buy Now: The Filson Service Boots are the Most Rugged Fall Boots Around

Filson Service Boots

Potentially some of the best boots for fall — heck, the best men’s boots, period — that you can buy right now.

We’re about halfway through September right now — and ever closer to the first day of fall, so it’s high time you continued shopping for (and buying) a pair of the best men’s boots. Where else to go but Filson, assuredly one of the best places to get gear for men? From the Filson Summer Sale on into fall and winter with pieces like the best flannel shirt, they don’t stop — and the Filson Service Boots are as fitting an example of that as any, offering the kind of rugged durability you should certainly demand from your new favorite pair of boots.  On that note, it’s the kind of craftsmanship you’re investing in that really makes the difference (similar to Filson hand-tooled leather goods, ya dig?). But back to these boots.

The great thing is, the Filson Service Boots carry on the sort of rugged, durable-yet-stylish legacy you’d expect from the lauded Pacific Northwest heritage retailer. They make gear that’s made to go off-road and into the field as readily as it can be worn on a winery or brewery tour. And my friends, you can count on the Filson Service Boots to go all of those places and plenty more this fall. The phrase “They don’t make ’em like they used to,” well, it actually doesn’t apply here — that’s because Filson has assuredly succeeded when it comes to these rugged leather boots.

SHOP: The Filson Service Boots

Filson boots

Rugged leather boots made with top-notch construction.


These plain-toe boots draw inspiration from vintage, military standard issue leather boots, featuring oiled, roughout leather construction. That provides durability and toughness when pairing your Filson boots with, say, Filson chore pants in the elements, yet the versatile profile also means these are a pair of boots you can wear with jeans, easily. The Goodyear storm-welted sole also provides additional protection from rain and debris (there’s no way for water to enter the sole), while rust-resitant hardware, triple stitching at stress points, and a Vibram outsole add maximum performance and toughness. These are some of the most durable leather boots to buy for fall, and really … would you expect anything less from Filson? I certainly wouldn’t.

SHOP: The Filson Service Boots

Style Pick of the Week: Oliver Cabell Mock Brown Leather Boots

Mock | Brown

Luxurious, rugged-yet-refined leather boots for fall? Sign me up.

As we roll through September, what’s on your shopping list? Make sure the best boots for men sit atop your list — but let’s take a step back for a second. You’ve surely got a rotation filled with rugged leather boots, the kind fit for off-trail adventures and to-go brewery visits aplenty. What if, though, you amped up your boot game with a pair that was ever-so-slightly refined … while still being rugged and well-made? That’s where Oliver Cabell comes into play. The Oliver Cabell Mock Leather Boots are at once handsome and dressy, yet durable enough to take on the season ahead. That makes ’em … yes, you guessed it … some of the best boots for fall, period. For the past few years, the brand has been able to deliver quality akin to some of the best brands in the game, yet at lower prices (these stylish leather boots retail for $248 regularly).

Now, perhaps you’ve read about Oliver Cabell here on the blog before (check out this post on the best men’s sneakers, for instance), but they’ve delved ever deeper into the world of the best boots for men these past few years, with stellar results. Hence, the Oliver Cabell Mock Boots are ready for your purchase and your review — I think you’re going to dig the results. These are a rare pair of water-resistant leather boots, made with durable Blake-stitch construction for resoleability. And the Vibram outsole is every bit as comfortable and lightweight as you’d expect from a premium brand like Oliver Cabell

SHOP: The Oliver Cabell Brown Leather Mock Boots 

Mock | Brown

All the best materials you’d expect, with all the added touches you need now.

Both the specs and the styling potential of these stylish moc toe boots are more than up to snuff when it comes to your fall functionality and fashion needs. That waterproof leather just so happens to be a highly versatile shade of brown, fit for pairing with tan chinos and a white Oxford shirt or a denim shirt and slim black jeans (yes, you can mix black and brown together!). These are a solidly built pair of stylish, refined leather boots — you could even wear them with a charcoal wool suit and that classic white Oxford shirt (ditch the tie) if you find yourself needing to spruce up a bit during these socially distant times.

Vintage brass eyelets and premium Italian cotton laces live up to the Oliver Cabell promise of quality, too. While these boots might look a bit too precious, there’s no reason you can’t wear ’em out and about around town (wear a mask!) this fall — and beyond. The fall season is just getting started, so you best get to work with some of the best boots for men.

SHOP: The Oliver Cabell Brown Leather Mock Boots 

 

See Now, Buy Now: These Filson x Danner Boots Are the Perfect Boots for Early Fall

Filson X Danner Combat Hiker Delivers Military-Grade Quality | Man ...

Two companies famed for rugged durability deliver some of the best boots for men, period.

Ladies and gentlemen, your new favorite pair of fall boots is going to come from Filson. That’s right: Filson. If these Pacific Northwest heritage purveyors don’t strike you right off the bat as makers of some of the most rugged men’s shoes, then think again Filson footwear falls perfectly within what you might call “Filson Life,” be it grueling projects at home or lofty excursions in the field.And that’s where today’s See Now, Buy Now pick comes into play. The Filson x Danner Combat Hikers are, simply put, the perfect boots for early fall. They’re a custom iteration of standard-issue combat boots given to troops all across the world, so they can certainly handle anything you throw at ’em.

They’re exactly what you need to navigate rocky terrain, windy weather and tough conditions aplenty — at home or on the road during socially distanced adventures. The best gear for men, after all, doesn’t quit on you when you need it the most, and the same can be said for the best men’s boots. It’s helpful that both Filson and Danner built their brands on creating wildly tough outdoor gear meant to handle any situation, specifically in the Pacific Northwest. These durable, stylish hiking boots fit the mold in that regard. It starts with a hard-wearing, waterproof leather upper and a durable rubber rand placed along the bottom of the hikers, and things only get better from there.

SHOP: The Filson x Danner Combat Hikers 

Dependable men’s boots that blend the best of both worlds when it comes to Filson and Danner.

The best hiking boots for men blend form and function, and the great thing is, these Filson x Danner boots definitely do both (be it back in town, worn with tough chore pants and a rugged henley, or out on the trail). The difference here is the flexible, ribbed Vibram outsole, a hallmark of Danner boots that just so happens to provide excellent traction on slippery trails and surfaces. GORE-TEX lining adds comfort and waterproof protection, too.

The fact that the leather is custom-made for Filson only bodes very well for the long-term durability of these rugged hiking boots (certainly, they’re some of the best men’s boots, period). The Filson x Danner Combat Hikers check so many of the right boxes, you should feel more than comfortable wearing ’em with faded blue denim and a Filson flannel shirt in your downtime hanging out by the fire pit this fall. Sounds pretty unbeatable, right? That’s what you get with Filson and Danner.

SHOP: The Filson x Danner Combat Hikers 

HELM Boots- $50 Off Your First Purchase

 

Style Pick of the Week: Nisolo Andres All-Weather Boots

Get ready for early fall –yep –with the best men’s leather boots, courtesy of Nisolo.

If it feels odd at first glance to be talking about some of the best men’s boots in the middle of August, rest assured, we’re just doing our best here at The Style Guide to get everyone ready for early fall with the best men’s gear. And what comes with early fall, along with crisp weather and falling leaves? The need to be ready for anything with a pair of the best boots for men — hence, the rugged leather boots you see here, an ideal pair to buy right now as you stock up for the season ahead. The Nisolo Andres All-Weather Boots (available in rich colors like Brandy and of course, sleek Black) check all the right boxes when it comes to leather boots that are cool and functional at the same time — it’s right in the title, after all. And when it comes to Nisolo as a brand, you can be sure you get what you pay for (snag ’em for $260 at Nisolo or get them at Huckberry).

Nisolo, based out of Nashville, has long been a favorite of the blog, from the lightweight Nisolo Travel Derby to the rugged Nisolo Leon Weekender. But hey, let’s get back to your new favorite boots. As mentioned above, every guy needs a rugged pair of leather boots to throw on and then, well, forget about — the kind of boots that can stand up to breezy summer weather right now, and then work reliably through fall rain and flurries. Again, the Nisolo Andres All-Weather Boots, made with water-resistant, oil-based leather, are the way to go. That’s not all though, folks.

SHOP: The Nisolo Andres All-Weather Boots 

Grab these tough leather boots now, then wear them right into fall and even early winter.

To close out your summer — day hikes, bonfires, to-go brewery visits — get these stylish leather boots and wear them with your favorite T-shirt and slim tan chinos. Then, keep them handy come early fall to wear with slim black selvedge denim and a classic chambray shirt (be sure to add a nice dram of whiskey on the side). Of course, tough leather boots are nothing if they’re not built for the long haul, so Nisolo built these on a Vibram 430 Mini Lug sole for added grip and traction. Last but not least, a soft leather lining ensures supreme comfort — no matter how long you wear these classic leather boots. It sounds to me like you can’t beat the Nisolo Andres All-Weather Boots, can you? Once again, you can snag them for $260 at Nisolo or get them at Huckberry. Happy shopping, folks.

SHOP: The Nisolo Andres All-Weather Boots