Style Pick of the Week: Billy Reid Indianola Chukka – A New Classic Pair of Fall Boots

Best fall chukka boots for men.

I’d guess that, if you read the blog on the regular, your wardrobe has more than a few of the best men’s style essentials, particularly on the footwear front when it comes to, say, the best chukka boots for men. But what about when things get shaken up a bit and your favorite menswear designer re-enters the men’s footwear space in a big way, just in time for fall?

That’s what Alabama-based Billy Reid is doing with the reintroduction of Billy Reid footwear, which should provide plenty more competition for your rotation of the best men’s boots. Let’s take a closer look, shall we?

Best leather moto boots for men.

Now, I already wrote about new boots from Billy Reid yesterday on the blog, but let’s talk about a highly versatile pair in particular. After all, the collection includes just two new pairs for now: First up, we’ve got the Billy Reid Paglia Moto Boots, made in Italy from overdyed pebbled leather with a slight edge to it.

Those boots are sleek and dressy yet road-ready, but we’re here today to talk about the Billy Reid Indianola Chukka Boots. They’ve certainly got the pedigree you’d expect from a designer known for making one of the best pea coats and the best dress shirts on the market,

The Billy Reid Indianola Chukka Boots are very nearly what you’d precisely expect from a designer with a commitment to timeless style and craftsmanship. Light brown kudu leather gives these a bit of texture right out of the box, but these stylish men’s chukka boots will develop their own distinctive patina over time.

Best men's chukka boots.

Comfort flex soles provide ease of movement out of the box — these shouldn’t feel overly stiff or uncomfortable. The famed menswear brand has even burnished the toe cap for a bit of a rugged-meets refined feel when it comes to the Billy Reid Indianola Chukka Boots.

Satchel and Page

The profile on these should prove streamlined enough to dress up with the best corduroy pants or your favorite pair of chinos, yet classic brown leather chukka boots also wear very well with timeless dark blue denim.

Keep in mind that although the Billy Reid Indianola Chukka Boots are an investment (they’ll set you back $448), you’re getting a truly classic pair of men’s boots that can be dressed up or down, a pair that’s made in Italy from the finest materials on the market. It sounds to me like your new favorite pair of chukka boots could be just a few clicks away.

The Friday Read: New Men’s Footwear from Billy Reid & Classic Fall Whiskey from Castle and Key

Billy Reid men's footwear.

My friends, here we are on the brink of what promises to be another most excellent fall weekend — it might be a blustery and rainy one in New York City yet again, but I’m equipped with the proper fall style essentials for the task at hand, including my trusty Shinola leather watch (and many more).

Best chukka boots for men.

With today’s post (or yesterday’s post on the best shirt jacket for men), hopefully, you feel the same way. On that note, let’s talk some of the best fall boots — and from an unlikely source, at least until recently: Billy Reid. You see, the famed Alabama-based menswear designer, one of my favorite brands and menswear companies, period, hadn’t made footwear in recent years — that all changes now though, with two classic styles that should cover plenty of style scenarios.

Billy Reid footwear now includes both a sleek pair of leather moto boots and a stylish pair of chukka boots, and you can certainly look for much more on two of the best pairs of shoes for men this weekend on the blog (hint, hint). I don’t know about you, but it’s an exciting prospect that one of the best menswear designers in the country is now making some of the best men’s boots — it’s almost worthy of a toast, don’t you think?

And a toast or two was once again the focus of my week, as I trekked to the lovely, rolling hills of Kentucky and Bourbon Country itself. The mission? Visit the historic Castle & Key Distillery outside Lexington as part of my spirits and freelance writing pursuits, a trip that included a tour of its famed grounds and plenty of sipping on Castle & Key Restoration Rye.

Speaking of rye whiskey, you should also check out my latest Maxim.com feature on an excellent new rye whiskey from the spirits innovators at BHAKTA. But in the meantime, back to Castle & Key.

We also visited charming Lexington restaurants like Eppings on Eastside, and spent a very memorable day sipping bourbon and watching horse racing at the iconic Keeneland race track. Consider this just a taste of what’s to come regarding this heralded, fast-growing spirits company.

It was once again another reminder that I’m so fortunate to do what I do, be it covering menswear on this very blog or trekking around the country visiting the best distilleries and menswear factories in the business.

For now, I’m going to put some Billy Reid men’s boots on my wish list, and later, I’ll be enjoying some Castle & Key bourbon on a crisp fall night. I hope you consider doing the same! Cheers, and thank you for reading!

The Thursday Buy: Relwen’s Quilted Flannel Shirt Jacket is The Best Shirt Jacket to Buy Now

When the hour draws nigh to layer up in perfectly rugged style, you need the right pieces at hand, which certainly applies for plenty of the best fall style essentials from the fine purveyors at Huckberry. Of course, if you pass through the pages of this blog on the regular, you’re no stranger to the San Francisco and Austin-based brand’s penchant for stocking and selling adventure-ready gear that pulls its weight in terms of style and utility. And that brings us to today’s standout pick, the Relwen Quilted Flannel Shirt Jacket.

Based in Columbus, Relwen has long been a Huckberry fan favorite, with a focus on old-school classics made modern. That includes everything from the best thermal crewneck shirt to lightweight-yet-warm quilted popovers to durable hybrid blazers and the shirt jacket (or “shacket”) in question today.

Relwen men's shirt jacket review.

The Relwen Quilted Flannel Shirt Jacket is built with an almost ridiculous amount of wearability for brisk fall weather, finished with a cotton flannel twill exterior that’s then lined with polyester twill and insulated with recycled polyester. Still with me on that? Good, because the Relwen Quilted Flannel Shirt Jacket is as hard-wearing as it gets for fall.

Best fall shirt jacket for men.

It also uses durable spring-snap front-button hardware throughout, which aids in durability and makes it easier to use those buttons in case you’ve added a pair of the best gloves for men to your fall or winter #OOTD. And like other gear picks from Huckberry, the Relwen Quilted Flannel Shirt Jacket doesn’t skimp on style points. These are outfitted with Huckberry-exclusive colorways and contrasting liners, for starters.

It comes in four handsome plaid varieties, each of which would wear well with casually rugged fall style essentials like the best blue jeans for men and the best brown leather boots. All that’s missing is your new favorite henley as a base layer, and you should be all set for whatever fall throws your way. That’s the Huckberry promise, and the Relwen Quilted Flannel Shirt Jacket certainly delivers.

See Now, Buy Now: The Shinola 10-Year Runwell Watch Celebrates a Worthy Milestone

Shinola 10-Year Runwell Watch

It can certainly be tough to improve upon a classic in the world of the best men’s watches, and it can certainly be tough to mark a milestone like a decade of making the finest watches right in Detroit, but the new Shinola 10-Year Runwell marks the occasion quite handily.

At least, that’s how I’ve felt in my experience wearing the famed American watch brand, and perhaps you feel the same way. Like other modern Shinola classics (including the personal favorite Shinola Canfield), the Shinola 10-Year Runwell is packed with the brand’s DNA and only improves upon a classic.

The crisp dial features a commemorative printed 10-Year marking on the caseback, while the dressy-meets-casual, effortlessly versatile and rugged-yet-refined watch comes in a nicely sized 41mm dial or a beefier 47mm dial size. It’s limited to just 1,000 units, and accordingly, the watch is powered with the company’s first Detroit-built movement, the Argonite 1069.

It’s a stylish men’s watch worthy of celebration, it retails for the highly agreeable price of $550, and you can wear it about as often as you please with other menswear essentials. You really can’t ask for much more than that from a timeless watch.

The Tuesday Steal: The Best-Selling Herschel Supply Novel Duffle Is Now 30 Percent Off

Best travel duffle bag for men.

If that long-awaited fall getaway has you considering where to score some of the best travel gear for men, for instance, consider yourself in luck. Of course, hitting the road this fall brings with it many a consideration (where to go and what brewery to visit, for starters), but it doesn’t all come together without one of the best duffle bags to get you where you’re going in style, with ease.

Herschel Supply Co. Novel Duffle review.

Enter the Herschel Supply Co. Novel Duffle, which just so happens to be a personal favorite of mine), and then discover the joys of packing efficiently and stylishly while saving a few bucks in the process. What’s that, you say? A chance to score one of the best men’s travel bags at a discount?

Yessir, that’s indeed true: The Herschel Supply Co. Novel Duffle is 30 percent off right now at Herschel, bringing the price down to an eye-catching, low $69.99 from its regular (already affordable!) price of $100.

Best affordable duffle bag for men.

The Herschel Novel Duffle is a fan favorite, with a surprisingly compact yet somehow roomy 42.5-liter carrying capacity, not to mention helpful construction via a sturdy nylon exterior. Leather detailing and a reinforced webbed strap round out this rugged-yet-minimal duffle bag, which is an utterly classic style pick for the guy on the go.

The Herschel Supply Co. Novel Duffle is a steal at its normal price, but when you consider details like a separate shoe compartment for easy access and storage, things get even better.

It also boasts a waterproof zipper to keep your valuables safe, and the Herschel Supply Co. Novel Duffle comes in a whopping 11 colors to suit every taste and sense of style. And again, when you score your new favorite duffle bag right now on sale, you’re getting one of the best men’s weekender bags for well under $100. Fall style, fall savings and fall adventure awaits.

See Now, Buy Now: Buck Mason & Eddie Bauer Made The Perfect Vintage-Style Jacket for Fall

Buck Mason x Eddie Bauer Skyliner Jacket.

You might say that they just don’t make ’em like they used to as you cruise the market for the best men’s jackets for fall (and beyond). That’s but one category to which that adage applies, but if you ask me, it certainly doesn’t hold weight when you consider the latest collaboration from all-American style purveyors Buck Mason.

Your favorite menswear brand seems to hit the nail on the head in plenty of different categories, be it the exceptionally well-curated Buck Mason Vintage Collection or its assortment of USA-made T-shirts. But when you really need to beef things up when brisk weather rolls into town, the LA-based outfitter turned to a company that knows a thing or two about making some of the best performance jackets for men on the market.

Billy Reid Fall 2023 Mens

That brand, of course, is famed adventure gear maker Eddie Bauer, and the Buck Mason x Eddie Bauer Capsule already looks to be the stuff of legend. Eddie Bauer, of course, made the first patented down jacket in the United States and helped outfit adventurers, high-altitude explorers and the military in the process of testing out those jackets.

So it only makes sense that Buck Mason x Eddie Bauer would look to the past to reinvent some absolutely iconic styles.

Buck Mason x Eddie Bauer Skyliner Jacket.

Chief among those styles? The Eddie Bauer Skyliner Jacket, a bomber down jacket with distinctive diamond quilting and cozy ribbed cuffs and collar. The OG version is tough as nails and ultra-warm, and the new Buck Mason x Eddie Bauer Skyliner Jacket pays homage to the original as only Buck Mason can. It’s done up in a rich, earthy Oregano color in keeping with Buck Mason’s dusty-hued menswear, and the specs can certainly pass muster, too.

The versatility of the Buck Mason x Eddie Bauer Skyliner Jacket for adventures far afield (or casually rugged trips across town) is unmatched, given that it features Responsible Down Standard, 650-fill power down (translation: It’s warm and durable without a ton of bulk). You’ll find side entry hip pockets for your EDC on the front of this stylish Eddie Bauer jacket, while the classic fit delivers room for layering other Buck Mason menswear essentials.

Satchel and Page

And at $275, the Buck Mason x Eddie Bauer Skyliner Jacket looks to be, at least in my book, a downright steal for its utility, heritage and style. That sounds like a classic jacket worth adding to your modern menswear rotation right now.

The Sunday Sale: Save On Your New Favorite Retro Corduroy Shirt Today from Huckberry

Coolest corduroy shirt for men to buy now.

Leave it to the fine folks at Huckberry to take a previously stuffy style staple, like corduroy, and somehow make it effortlessly cool. Sure, you very well grew up wearing corduroy, but it likely wasn’t cool in terms of cut, or all that comfortable. It also more commonly came in pant form in my high school and middle school days, but that’s all about to change.

Stylish corduroy shirt for men.

You can now take the guesswork out of finding one of the best shirts for fall at one of the best online menswear shops for guys, since sustainable menswear masters Wellen and Huckberry dreamed up the ideal option for retro-meets-modern style. The even better part is, one of the best corduroy shirts for men is on sale via the always well-stocked Huckberry Sale section this very instant.

The key is the use of organic cotton corduroy fabric, especially in a medium fine-sized wale, not the overly thick corduroy wale (ridges) of decades past. And while the Wellen Organic Corduroy Button Down Shirt is only for sale right now in one color (the deep tan-hued Beach Comb), it’s a real winner in terms of fall shades.

In my humble opinion, a color like this is practically begging to be worn with one of the best pairs of blue jeans from Huckberry (to name but one fall style essential).

Better still is the fact that the details, including the buttondown collar and chest pocket, mimic classic Oxford shirts, so this shirt can be dressed up slightly at the office or worn casually through plenty of fall and winter weekends. A deal like this on the Wellen Organic Corduroy Button Down Shirt won’t stick around Huckberry’s digital shelves forever, so go forth and shop accordingly today, my friends.

Style Pick of the Week: Filson Alaskan Guide Shirt – Your New Everyday Fall Flannel Shirt

Filson Alaskan Guide Shirt review.

Every year, as crisp weather rolls into town, I sort out my wardrobe and try to go back to basics — I’m sure you’re much the same way, and we’ve surely talked a lot about fall style essentials aplenty these past few weeks. Well, that shows no signs of slowing down today, as we’re knee-deep (or neck-deep?) into talking about a certified seasonal style classic, one of the best flannel shirts for men.

Yessir, the Filson Alaskan Guide Flannel Shirt is a personal favorite of mine, and it calls to mind the rugged, durable shirts worn by my great-grandfather, my grandpa and my dad on brisk fall and winter days.

Beyond that though, your new favorite flannel shirt is built to last, it’s as functional as ever and yes, it’s got a dash of style points thrown in, to boot. I wear my own version of the Filson Alaskan Guide Flannel Shirt about as often as I can, and I always welcome seeing this timeless staple in new fall colors (keep scrolling for more).

Best men's flannel shirt for fall.

Like the trusty Filson Tin Cloth Work Jacket, it’s a design rich with history from the Filson archives, which is precisely the kind of fall style move you can hang your hat on (literally, in this case). The Filson Alaskan Guide Flannel Shirt is one of the sturdier shirts in the brand’s rotation, made from a tightly woven and brushed cotton twill that makes it warm when you need it to be warm — perhaps atop a Filson thermal shirt — and yet comfortable on more temperate days.

Two oversized flap chest pockets provide the utility you need as a true workshirt, but the Filson Alaskan Guide Flannel Shirt is also a fine option as one of the best men’s flannel shirts when worn in casual style situations (perhaps with your new favorite pair of blue jeans, for instance).

However you choose to wear it, in whichever color you’ve got your eye on, this durable shirt goes the distance — and then some. Don’t round out your fall wardrobe without it.

The Friday Read: Fall Style & Fall Beers with Sierra Nevada in Asheville

Sierra Nevada Brewery, Asheville

My friends, we’ve made it to another fall Friday, and I can’t think of a better way to kick off a fall weekend than by enjoying, say, one of the best fall beers from Sierra Nevada. In fact, I’ve certainly had my fair share of Sierra Nevada these past few days, all as part of my many freelance writing pursuits.

The pioneering craft brewer, which helped put hoppy microbrews on the map decades ago, was kind enough to invite a select group of journalists to its wonderful Asheville location, where we toured the brewery, went behind-the-scenes at every level of Sierra Nevada, and of course, sampled plentiful beers, some of which you’ll see very soon as part of my seasonal beer coverage at sites like Maxim.com.

The brewery was one of the first I learned about and enjoyed in the craft beer space, and you might say the rest is, well, history. Of course, you can keep with all the fun (and my musings in the meantime) over on my Instagram. Talk about a whirlwind handful of days.

Huckberry Fall Style 2023

It’s all been more than enough to keep me plenty busy this week, along with my regular writing pursuits at Maxim.com, AskMen.com and this very blog (to name but a few), but I’ve managed to do it all while dressed accordingly in the best fall style from retailers like Huckberry.

I also had some time to explore Asheville on foot on my own, more than four years after I first visited the outdoorsy, craft beer and rugged style-focused mountain town. In fact, on my last visit there, I had the chance to check out Thirsty Monk Brewpub, a hallowed space in the scene, and I was ever so pleased to get the chance on Wednesday to visit again.

Sierra Nevada Brewery.

From the opportunity to tour and taste my way through Sierra Nevada, to the chance to explore a lovely city in style, I sincerely appreciated every second of it. If ever you get the chance to go to Asheville, consider this my recommendation. The location is tranquil, the views are serene, the beer is excellent and it all makes for a terrific fall visit.

Oh, and in the meantime: Stay tuned for a return to all things #menswear with our two weekend posts here at The Style Guide. Cheers, thanks for reading and stay stylish (and thirsty!).

The Thursday Buy: This Wellen Fisherman Sweater is a Rugged Fall Classic

There’s no time quite like the present to take stock of your inventory of the best sweaters for men, right? Crisp fall days aplenty beckon, and with that comes the chance to layer in rugged, sustainable style. Wait… sustainable style?

Yes, it’s possible in the fall months thanks to Wellen, an in-house brand at Huckberry making perfectly casual style essentials with a focus on fabrics and fibers that are good for the environment (and good-looking, to boot).

It’s on fine display here with the Wellen Seawool Fisherman Crew, a rugged fan favorite from Wellen that seems to get better and better with each passing season. It’s part of the ever-stylish lineup of Huckberry men’s sweaters, but it stands out even in a crowded field, all thanks to its effortlessly cool good looks — and the right balance of sustainability, too.

You see, with the Wellen Seawool Fisherman Crew, the fabric really makes all the difference — you see, it’s not just rugged and seriously cool, it’s got that crucial sustainability factor. The Wellen Seawool Fisherman Crew starts out humbly enough, with material woven from recycled plastic bottles and oyster shells. Y

es, that’s right: Your new favorite sweater is crafted from oyster shells (in part), and it manages to retain warmth while offering classically good looks, thanks to that fisherman knit.

The Wellen Seawool Fisherman Crew is also quick-drying and anti-microbial, so you can wear it more frequently in between washes (which also saves water, and in another way, the environment itself!).

It seems the good folks at Huckberry have thought of everything, from sharp style to a range of rich, seasonally friendly colors and of course, a timeless sense of cool. Make your next sweater purchase the Wellen Seawool Fisherman Crew, and reap the benefits all fall ong.