The Friday Read: The Best Fall Jackets, Rugged New Boots & A Luxury Old Fashioned

Thanks for joining me, my friends, on another fine fall Friday. It’s the perfect time of year to gear up and hit the road with, say, one of the best duffel bags and perhaps, a rugged fall jacket from the good folks at Filson, as I’ve been talking about so frequently as of late. There are certain brands that are just uniquely well-suited to the demands of the season, and I’ve been testing out Filson menswear whenever I get the chance on brisk Brooklyn days. How about yourself? Be sure to let me know in the comments if you have any favorites from the famed retailer.

Now, onto business. In my neck of the woods, I’m actually deviating from the norm in terms of fall style and hitting the road for a family trip to the sunny confines of Turks and Caicos (keep up with all the fun on my Instagram!). From there, I’ll be preparing for Thanksgiving (crazily enough!) and taking some time off — how about yourself? Before we roll into the weekend, be sure to check out a few of my picks for the best fall menswear and some choice fall reads.

Best men's boots for fall.
  • Much like the best Filson menswear, there’s never been a better time to shop and save on some of the best men’s boots for fall. On that note, I’ve been a big fan as of late of Austin-based HELM Boots, which uses handsome, rugged leathers and the right mix of dressy design and durability in crafting some of the coolest boots for men. Give the brand a look the next tine you’re ready to score a pair of your new favorite boots.
  • Ready for fall layering with one of the best men’s sweaters? Not quite? If you still need a quick and easy wardrobe upgrade at a nice price, check out my latest blog post on one of the most affordable, stylish men’s sweaters out there this season (via Bespoke Post). Cheers!
  • If you, like me, enjoy a nice dram or cocktail during happy hour, my latest for Maxim is going to be of particular interest. I wrote about Sunday’s Finest, the Chicago company shaking up the “Ready-To-Enjoy” cocktail market with a luxe Old Fashioned in a bottle. Kick back, pour up a dram and read all about it.

That’ll bring the curtain down on my latest edition of the Friday Read — hopefully, you’re feeling just a bit more ready for the weekend and the rest of the season ahead. As always, cheers and thanks for reading!

The Tuesday Steal: Take Almost 20 Percent Off These Rugged Fall Boots from HELM Boots

If you’ve been falling a bit behind on shopping for some of the best men’s boots for fall — to name but one style essential you should shop now — then there’s no time like the present to catch up. In fact, I’ve got even better news for you: You can get a great pair of rugged leather boots for fall on sale right now at Austin-based HELM Boots. Keep in mind that this deal is so stellar (under $250 on sale) that sizing is moving quickly.

Mack Weldon

That being said, it’s not hard to see why: The craftsmanship-focused brand is a favorite of mine, from the best chukka boots to the coolest men’s sneakers, and the HELM Jakob Boots hit similar notes in just the right way.

Best men's boots

For starters, they’re nearly 20 percent off, a nice steal for a pair of well-made men’s leather boots that could quickly become a fall style favorite. They’re inspired by traditional work boots, but the HELM Jakob Boots go a step further with a taller profile, handsome full-grain Krumenauer leather and a super-soft rubber cushioned sole.

Mack Weldon

The Krumenauer leather will get better the more you wear the HELM Jakob Boots, and the fact that you can rock these stylish men’s leather boots with everything from tailored chinos and an Oxford shirt to your favorite henley and blue jeans is a major bonus. The next time you need to lace up the best men’s boots for fall, make sure the HELM Jakob Boots are in your closet — and for a discount, at that.

The Sunday Sale: Shop and Save on the Best Men’s Boots Today at HELM Boots

Best rugged leather boots for men.

As we step ever closer towards fall, and as you slowly but surely break out your collection of the best men’s boots, perhaps you’re realizing that your footwear lineup has a few pieces missing. Like, say, some rugged-yet-versatile lace-up boots from a brand like HELM Boots? Sure, the brand also makes some of the most stylish leather sneakers on the market, but it’s the best boots for men where the Austin-based company truly excels.

Greats.com

And that brings us nicely into our Sunday Sale. Simply hop on over to the HELM Boots Sale section to shop at least 20 percent off your new favorite pair of boots, be it the dependable, wedge-soled HELM Jakob Boots (as shown at the top of the page), the ever-versatile HELM Declan Chukka Boots, or a set of stylish sneaker boots.

Best leather lace-up boots for guys.

Whatever pair your wardrobe needs, from rugged lace-up boots to timeless chukka boots, I’d wager you’re going to find it in the HELM Sale section (and remember, you can also snag 15 percent off your first order at HELM — talk about one heck of a deal for the best on-sale boots of the moment).

Seriously, the good folks at HELM Boots can do it all, and they use methods like Blake stitched construction and handsome leathers for maximum durability and style. These styles are selling mighty quickly, so I’ll let you go early today, all the better to shop the best boots for men. See you out there this fall, my friends.

The Tuesday Steal: Save 30 Percent on the Best Chukka Boots from HELM Boots Right Now

Best leather chukka boots for men.

If you’ve been keeping up with the blog as of late, you know that it’s more crucial than ever to start gearing up for early fall with the best men’s style essentials — like the best boots for men, of course. I’ve said it before and I’ll say it again: If you can find those style essentials on sale, that’s all the better, and that brings us to the pair of rugged leather chukka boots available today at a nice discount.

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They hail from Austin’s own HELM Boots, a company you’re hopefully familiar with for its versatility and craftsmanship — they make everything from a pair of the best leather sneakers for men to some of the most rugged lace-up boots, of course.

You can add the HELM Declan Boots to that list, and you can rest even easier knowing they’re 30 percent off right now. Yes, that’s right: That discount takes these stylish leather chukka boots down below $200, a whale of deal — and a good reason to act quickly, since your new favorite chukka boots are selling fast.

Why go all in right now on the HELM Declan Boots? It’s simple, really. They’ve got all the hallmarks of dependable, durable style through and through, from a profile that’s sleek yet rugged — and wearable with slim chinos or more casual blue jeans — to the quality construction. The HELM Declan Boots are made with resoleable Blake construction (less expensive than Goodyear welting, but no less functional), and my favorite pair in particular uses handsome brown Balthazar leather that’ll get better with age.

Faherty

Of course, you can also find the HELM Declan Boots in the HELM Boots Sale section in sharp Tan suede, a style that fits right in with other seasonal looks (like olive chinos, for instance). Now, sizes of the HELM Declan Boots are moving plenty quickly given that agreeable sale price of $175, so if you want a new pair of the best men’s chukka boots to call your own this fall, act now.

Style Pick of the Week: HELM Boots Xander Sneakers – The Best New Sneakers to Buy Right Now

Best new sneakers for men.

When building your perfect wardrobe — yes, a lofty goal but it is possible! — keep an eye out for brands that do expected things in… unexpected ways. Take Austin-based HELM Boots. Hopefully, you know the brand from this very blog over the years, seeing as they’ve got more than a decade of crafting the best boots for men. But what if I told you that same brand now excelled at something, yes, unexpected? As in, making some of the best men’s sneakers? That’s where the HELM Xander Sneakers come into play, with all the variety, versatility and craftsmanship you might expect from a brand that specializes in, well, all three of those key approaches.

Mack Weldon

The HELM Xander Sneakers take the brand’s penchant for high-quality leather and top-notch construction and bring it all together in a pair of the best sneakers for men, a move that’s a nice change of pace for the summer months — and heading into early fall as well, of course. Billed as “sneakers built by a boot company,” the HELM Xander Sneakers start things off the right way: With exceptional Krumenauer leather in shades like the goes-with-anything Bone shown above. Oh, and one quick note: You can get a nice 15 percent off your first purchase, plus free shipping, right now.

Best new men's leather sneakers.

Another neat thing about the covetable HELM Xander Sneakers? They’re named after and inspired by Death & Co. cocktail maestro Alexander Day, creator of famed watering holes across the country and a past winner of the James Beard Award — oh, and he’s the younger brother of the co-founder of HELM Boots. That’s just the tip of the iceberg though, because between the handsome leather and the durable cupsole construction, the HELM Xander Sneakers only get even cooler.

Mack Weldon

To make matters even cooler and more stylish, the HELM Xander Sneakers use a treaded rubber outsole for traction and durability, all the while maintaining a sleek profile that wears well with your favorite pair of blue jeans or classic tan chinos in equal measure. Consider them like sneakers you can certainly dress up to wear to the office, yet keep the HELM Xander Sneakers close by to wear for casual weekend lounging — even with tailored joggers for a Saturday coffee run.

And let’s close things out by talking price: The HELM Xander Sneakers clock in at just $195, a relative steal for sneakers that go above and beyond in terms of quality and construction. When you’re looking for the unexpected — and when you’re hunting for the best new sneakers — snag this pair ASAP.

See Now, Buy Now: The HELM Boots Jakob Boots are the Best Pair of Boots to Lace Up Now

Who among us can pass up the chance to buy some of the best leather boots for men, particularly in the brisk winter months, right? I know I certainly can’t turn down the chance to both shop and buy a fresh new pair of rugged leather boots, especially to end one year and head into the next in style. If you ended up with some extra Christmas cash, for instance, then investing in some of the best new leather boots from Austin-based HELM is never a bad decision.

I’ve long been a fan of HELM’s richly crafted leather boots (check out my HELM boots review for the full scoop), and with the HELM Jakob Boots, it looks like they’ve done it once again.

What exactly does “it” mean when it comes to the HELM Jakob Boots? Well, it’s both simple and yet not quite so simple. It starts, of course, with the work boot silhouette, a tough-as-nails style originally introduced into the HELM line in 2018. Now, the HELM Jakob Boots are back in the mix, with the same silhouette, the very same standout rubber cushion sole and the same handcrafted quality.

The HELM Jakob Boots also really lean into the brand’s penchant for high-quality, rugged and extremely dependable boots. In this instance, that means they use Blake Rapid Welt Stitch construction, which sews the upper of the boot onto a two-part lower half: A midsole sewed onto a rugged outsole. T

his gives it another layer of toughness and durability, ensuring that the HELM Jakob Boots aren’t messing around when it comes to tough performance and seasonal appeal. Make no mistake though, these boots aren’t ultra-heavy or clunky. The lightweight, cushioned yet dependable rubber outsole makes them some of the best boots for men, providing traction and workman-like performance on slippery city streets.

It also helps that the HELM Jakob Boots feature rich, gets-better-with-age Krumenauer leather in Brown (Krumenauer has been around for well over 100 years). Yes indeed, the specs on the HELM Jakob Boots are undeniably cool and built to withstand plenty of wear and tear.

And although these are a work boot style, they’re streamlined enough to be worn with your favorite pair of chinos, plus a rugged denim trucker jacket (to name but one style pairing). They can also be worn readily with broken-in blue denim and your favorite henley, but a classic Oxford shirt is a prime style move, too. Throw on a shawl cardigan and you’re ready for a winter day at the office or beers at your favorite brewery. That’ll work just fine, won’t it? Lace up the HELM Jakob Boots to ring in the new year and the rest of winter in style.

The Sunday Sale: Get Some of the Best Boots Under $300 from HELM

What is right now if not an outstanding time to start shopping some of the best boots for fall from HELM, right? It seems like just yesterday, we were talking about the importance of scoring some of the best boots for early spring. But like clockwork, it’s now just about time to lace up some highly dependable, utterly stylish boots for fall — and it doesn’t hurt that today’s boots in question are more than 10 percent off at HELM Boots (they should drop down to under $260, in fact).. The Austin-based bootmaker gets so many of the details right, including premium materials and exceptional production, and that makes the HELM Hollis Boots (a favorite of mine over the years) an incredible on-sale pickup as you search for the best men’s boots for fall — and beyond.

The Coolest Men’s Boots for Fall

HELM Boots delivers rugged, durable, handsome leather boots at unstoppable prices

HELM prides itself on affordability, not to mention high-class design and durability to begin with (they already make some of the best boots under $300, as it were). And now, staple items like the HELM Hollis Boots get an even deeper discount. Every penny counts these days, especially if you want to build a well-rounded and reliable boot collection, so start putting those savings towards your next big fall boots purchase. Briefly, what do you get with the HELM Hollis Boots? Quite a bit of bang for your buck, from the rich Dark Natural leather to the rubber mini-lug outsole for added fall traction. Antique Nickel eyelets dial in that sense of well-made durability, and the build means they’re suitable to wear with your favorite blue jeans or tailored chinos in equal measure. We’re going to wrap this one up here, because rugged boots on sale only means one thing: There’s no time to waste in adding ’em to your rotation.

See Now, Buy Now: The HELM Boots Ryder Boots are the Best Boots for Early Spring

HELM Boots Ryder Boots

Your new favorite pair of rugged leather boots.

Is it hard to believe we’re now back in (gulp) March, a year on from pandemic life and still on the lookout for the best boots for men? It sure is, but that’s not why we’re here today. We’re here instead to talk about the best boots for men for early spring, a decidedly much more fun topic that’ll get you off your feet and looking towards the future (and new seasonal adventures, of course).

The boots in question would be the HELM Boots Ryder Boots, a pair of rugged leather boots from the Austin-based HELM Boots team that’ll have you planning to go off-trail and off-road in a hurry this season. They certainly look like an updated take on the best hiking boots, but just know that you need ’em in your life either way.

Of course, it’s a major benefit that you can get $50 off when you order your first pair from the brand. HELM Boots says that these are a pair of “contemporary boots for all adventures,” and based on what I know about the brand — I’ve published a HELM Boots review in the past, after all — it’s very hard to argue with that logic.

These are quite simply some of the best men’s leather boots, what with bountiful craftsmanship and attention to detail. HELM makes some of the best men’s Chelsea boots and the best plain toe boots, too, but the HELM Ryder Boots are a different breed (in a great way, that is).

SHOP: The HELM Boots Ryder Boots

HELM Boots Review

These tough leather boots are ready to go just about anywhere this season.

The versatility and craftsmanship of the HELM Boots Ryder Boots starts from the ground up with HELM’s Stavos rubber sole for maximum traction and durability. The Blake Rapid Stitch construction sews the upper to the top of the sole for more flexibility and a smooth ride, and the D-ring lacing gives them that hiking boot feel. For even more comfort, they’re lined in smooth black leather.

These are rugged leather boots you can wear plenty of different places this spring, be it to an outdoor beer garden or for a park stroll (to name but a few favorite spring pursuits). The HELM Boots Ryder Boots, especially in the handsome Dark Natural Babbo leather, should pair well with everything from classic light wash denim to olive chinos and more. Up top, these dependable, classic leather boots are practically begging to be teamed with essentials like your favorite T-shirt or a timeless chambray shirt. Wear ’em casually or team the HELM Boots Ryder Boots with a white Oxford shirt and tan chinos, for starters. The end result is nothing less than your new favorite pair of boots for your spring wardrobe. Let me know on Twitter if you do lace ’em up.

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 Friday Read: New HELM Sneakers, A New Watch from UNCRATE & The Best Fall Jacket

HELM Cole Sneakers

Rugged, hiking boot-inspired sneakers that’ll offer plenty of fall wearability.

Thank you, my friends, for joining us for another edition of The Friday Read, where we’re starting things off with the right *step* for the weekend. I’m talking, naturally, about the excellent, brand-new HELM Boots Cole Sneakers as seen above. That’s right — the makers of some of your favorite boots (as covered here on the blog!) are launching the brand’s first pair of sneakers, and it’s fitting that they’re a nice hybrid between sneakers and boots. I love the HELM Cole Sneakers in rich wheat leather, and I dig the hiking-style speed lacing and the versatile high-top construction. The best new sneakers for fall? Very possibly. Remember, you can get $50 off your first order at HELM, plus free shipping. So, that’s my recommended footwear pick for many a weekend ahead. Onward to the rest of the weekend. And yes, another reminder to check out my Tuesday-and-Saturday newsletter if you just can’t get enough of what we’ve got going on here. The Style Guide In Brief won’t let you down. 

Frank And Oak

As for me, I’m still enjoying a bit of R&R (call it a working vacation) visiting my parents in Florida — talk about a much-needed break. We’ve been able to hit the beach for some socially distanced sunshine, we’ve made plenty of trips to support local craft brewery Point Ybel Brewing (get the Kitten’s Paw, a light and refreshing hoppy pils!) and I’ve been able to work on features for the likes of Maxim.com (including a piece on the best leather sneakers) and GearMoose, naturally. I’ll be headed back to New York in the coming days, but have really loved being able to rest and relax down here. Hopefully, your weekend is filled with plenty of menswear, plenty of time to kick back, and perhaps some listening to the new album by The Killers. Cheers to the weekend, my friends.

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An iconic, one-of-a-kind watch – without a doubt.

The Gibson Jacket in Charcoal Birdseye Wool | Taylor Stitch…

Pre-order this classic wool jacket in advance of fall right now.

  • I’ve got a bit more of an affordable deal for you now these days — for a limited time only, the outstanding Taylor Stitch Gibson Jacket (a combination travel jacket and blazer and perhaps the best fall jacket) is available for a discount via the Taylor Stitch Workshop, so you best get on it. What’s more, you can read my full Taylor Stitch review over at GearMoose.

Topo Designs Summer Sale

Yes, it’s true — you can, and should, head over to Topo Designs to shop this standout sale. 

  • Ready to look towards the trail and the weekend? You best gear up over at Topo Designs, and more specifically, with the Topo Designs Summer Sale, featuring plenty of top picks for on and off the trail. To make it easy on you, I’d recommend you get the rugged Topo Designs Field Plaid Shirt or the Field Pants, quite possibly some of the best men’s field pants around.
  • Speaking of new gear, what could be a better way to close out summer and welcome fall than with a versatile men’s watch from Shinola? Check out my full rundown on the Shinola Duck Watch for Maxim, and then get ready to get out on the water to end summer.

Folks, that’ll do it for today’s Friday Read. I’ve got one more shopping recommendation for you, though. If you missed last Saturday’s Style Pick of the Week, now’s the chance to redeem yourself. I wrote all about the excellent Taylor Stitch California Chambray Shirt, so you would do very well to read my Taylor Stitch review before you power through the day. Enjoy the weekend, my friends. Cheers!