See Now, Buy Now: You Need the Astorflex Greenflex Chukka Boots for Early Spring

Astorflex

The classic chukka boots you need for spring — ASAP.

There’s one pair of the best men’s chukka boots you need on your feet this early spring (and beyond), starting right here and right now. Of course, that pair is the Astorflex Greenflex Chukka Boots, my friends. We’ve talked in the past here on the blog about Astorflex and how the brand makes some of the very best chukka boots — and other silhouettes — that you can buy, so it’s worth revisiting this Huckberry-sold brand as we move into early spring. There’s something to be said for a pair of footwear that stands the test of time in terms of durability and style, and the chukka boot design is in good hands when it comes to the Astorflex Greenflex Chukka Boots. The silhouette is one that’s held on over time — to say the least — worn by everyone from Steve McQueen to Daniel Craig … to you, right here and right now in the present day.

SHOP: The Astorflex Greenflex Chukka Boots

But one of many color options you need in your rotation when it comes to the best men’s chukka boots.

There’s really so much to love about the Astorflex Greenflex Chukka Boots, from the use of all-natural ingredients and eco-friendly construction to the quality build. The soft European leather is naturally treated for a smooth, durable finish, while the crepe rubber sole is surprisingly sturdy and hard-wearing. Seriously, I’ve had a pair of the Astorflex Greenflex Chukka Boots for more than two years, and through concerts by The National  and regular days on the job, they’ve more than held up. Plus, the Astorflex Greenflex Chukka Boots come in a multitude of colors fit for early spring, from Stone to Sand to Dark Khaki. Each would wear admirably with a host of spring style essentials, from slim light wash denim and a short-sleeve henley to grey chinos and a white Oxford.

And per usual, the Astorflex Greenflex Chukka Boots can work at the office (try them with a navy blazer, a classic blue chambray shirt & tan chinos) or at your local brewpub (with a slub grey tee and rolled black denim). Name one other pair of boots that can do all that for $150? One last time, you need these chukka boots in your life — and on your feet — this spring.

SHOP: The Astorflex Greenflex Chukka Boots

See Now, Buy Now: Astorflex Is Making Your New Pair of Fall Chukka Boots

Astorflex

Sleek leather chukka boots crafted for durability and style all season.

We talk a lot about stylish leather boots here on The Style Guide. Specifically, we’ve talked a lot about rugged, stylish Astorflex footwear this fall season. The Astorflex brand can do it all, from classic suede chukka boots to Chelsea boots and lace-up boots, and they craft products with quality and sustainability in mind. And now, Astorflex  has definitely done it again — meet your new favorite pair of leather chukka boots. That’s certainly high praise, but stick with me for a second. The all-new, Huckberry-exclusive  Astorflex Greenflex Leather Chukka Boots are where it’s at this season — to put it simply.  You might already be familiar with the Astorflex Greenflex Chukka Boot in its original iteration — finished with stylish and sustainable suede. But the Greenflex Leather Chukka Boots from Astorflex up the ante considerably, starting with durable tan leather that’ll pair up nicely with fall favorites ranging from slim blue denim to grey corduroys or olive chinos. Yes, that’s right — they can work with #menswear combinations aplenty (including charcoal trousers like the Flint and Tinder 365 Pant as seen above).

That wearability starts with the premium construction of these stylish men’s boots, because you can’t rock leather chukka boots for days on end without a sturdy build. And the leather sole and stacked leather heel guarantee tough durability. Using soft European leather and the sort of handmade construction you can only find in northern Italy also guarantees great quality.  Yes indeed, the Astorflex Greenflex Leather Chukka Boots check all the boxes when it comes to a go-anywhere pair of durable leather boots. Feel free to wear these now with broken-in blue denim and a striped henley on the weekends, then keep them handy as you dress for fall travel or even a day at the office. The slim profile and handsome tan leather of the Astorflex Greenflex Leather Chukka Boots will team nicely with navy or light grey wool trousers and a navy blazer — plus an American-made Oxford — for meetings, presentations and drinks after work. Given all of those possibilities, how are you ever going to take the Astorflex Greenflex Leather Chukka Boots off? I’m not quite sure , to be honest.

Will the Astorflex Greenflex Leather Chukka Boots be joining your ever-growing footwear collection this fall? 

See Now, Buy Now: Huckberry Is Now Stocking Your New Favorite Chukka Boots

A dependable pair of chukka boots, now available on an upgraded tread sole. Get ’em ASAP via Huckberry.

Some pairs of footwear just immediately call to mind the season ahead — right now, the new Astorflex Greenflex Rough Boots are that pair of footwear (at least, to yours truly at The Style Guide). And the great news? You can get your new favorite chukka boots right this very instant from our pals at Huckberry (Editor’s note: Huckberry is an advertising partner of this blog — but all opinions are my own!). What exactly is it that makes the Greenflex Rough an excellent addition to your fall footwear rotation? Take it from me — this new Astorflex style knocks it out of the park when it comes to a combination of classic looks and seasonal reliability. And if you haven’t started shopping for your fall style essentials yet, I’d urge you to start with the Greenflex Rough. I certainly love Astorflex for its mix of sustainability, style and versatility, as you might remember from our Style Guide Recommends series. The Astorflex Greenflex, absolutely a classic pair of chukka boots, is a particular favorite in that regard — and the Greenflex Rough amplifies those qualities even more. Crucially, Astorflex amps up this silhouette in casual, rugged fashion, starting with a treaded sole for added grip and traction on slippery surfaces this fall. Throw in metal eyelets for durability, and the Greenflex Rough is a winner. The good —  neigh, excellent — part about this approach is that the Greenflex Rough still retains all the style points you need this fall. So how should  you wear the Greenflex Rough? Bear with me.

Crucially, the Greenflex Rough comes in a rich Sand colorway, all the better for pairing with everything from slim black denim and a classic men’s T-shirt to slim olive chinos and a rugged henley. Don’t save them simply for rugged fall style situations, though. I’d break out the  Astorflex Greenflex Rough Boots with an unstructured navy blazer, a classic grey crewneck sweater and burgundy corduroys for a little late fall, business casual style when the time comes. Don’t worry if they can stand up to repeated wear, either — from the looks of it, the Astorflex Greenflex Rough Boots are built for the long haul this season.

How would you style the Astorflex Greenflex Rough Boots? Will you be picking up this new addition to the Astorflex line?

Style Pick of the Week: Hudson Shoes Lewiston Chukka

Hudson Shoes

The handsome pair of chukka boots to get you ready for fall.

Alright, Style Guide readers. I’ve got good news and … more good news. The good news is that you’re really going to like today’s Style Pick of the Week. The better news is that we’re one week closer to everyone’s favorite #menswear season — fall. OK, maybe jumping the gun a bit (or a lot). And yet, it pays to be prepared when it comes to the best men’s gear for the season — right? So, let me introduce you to the Hudson Shoes Lewiston Chukka. Yes indeed, the Lewiston Chukka is a heck of a pair of chukka boots to put on your shopping list for fall. Heck, they can help you step into any situation in style, at any point in the year. Seriously. A classic pair of men’s chukka boots can work wonders with the simplest outfits. A stylish Oxford shirt and slim dark denim? Throw on leather chukka boots. Slim grey denim, a henley and a blue denim jacket? Lace up the Hudson Shoes Lewiston Chukka. A herringbone blazer and navy chinos when the fall rolls around? The Lewiston Chukka is your best bet. And the best part is, you can get ’em for a nice deal through Bespoke Post. The cognac leather upper is all style, while the leather lining is all comfort. And the rubber sole is made for navigating tougher terrain than your average pair of dress shoes. That’s really not all the Lewiston Chukka offers, truly.

Hudson Shoes

A closer look at the sleek profile of the Hudson Shoes Lewiston Chukka.

In addition to the solid price for a pair of year-round chukka boots, you’re getting neat design by way of Britain. Like the Crockett & Jones chukka boots that James Bond wears so well in “Skyfall,” the rubber sole on the Lewiston Chukka adds a bit of durability and traction in the rain and on other slippery fall surfaces. Again, just because it’s August doesn’t mean you shouldn’t look ahead. To wit: The Lewiston Chukka is going to sit just right under grey flannel trousers and a navy topcoat on a blustery day, and you can even wear ’em to the office and then to happy hour after without needing to switch them out.  That’s what I’m talking about, folks. All of that means you should give the Lewiston Chukka a serious shot now –and later in the fall season. Oh, and the custom stitching means you’re getting something no other shoe brand can bring to the table; well-done, Hudson Shoes. So, what do we think of the Hudson Shoes Lewiston Chukka? Are we ready for fall? Rest assured, we’ll be talking more in the months to come about the best men’s boots for fall and beyond — and you can expect the Lewiston Chukka to make that list.

Hey — stay stylish!

-Beau

Style Pick of the Week: Astorflex Greenflex Chukka Boots

Astorflex Greenflex Chukka Boots

Classic, stylish and easy-to-wear chukka boots via Astorflex, shown at the top right with travel essentials from Owen and Fred, Abercrombie & Fitch, Huckberry, Nautica, Herschel Supply Co. and Electric Sunglasses.

Is it just me, or is it time for a seasonal footwear upgrade with a pair of the best boots for men? Think: Something that’s not a sneaker, but not a burly leather work boot that’s uncomfortable to wear — something that’ll work for nearly every style situation, from a casual weekend barbecue to a stylish road trip. Who’s with me? Perhaps the Astorflex Greenflex Chukka Boots come to mind — no? I recently took my own pair on a spring road trip to Indiana, and can definitely vouch for them.  They’re an updated take on the classic desert boot, crafted with a crepe sole, high-quality suede and the type of easygoing silhouette that pairs just as well with your favorite chinos as it does with slim light wash denim on breezy summer days. In fact, I’d hope you recognize the Astorflex Greenflex Chukka Boots as seen above from a few posts on The Style Guide.

Namely, the rich Dark Khaki colorway seen here will work as you dress for Sunday brunch or look for ways to upgrade your casual shirt — don’t think you should shelve all of your chukka boots entirely just because the thermostat starts to climb. And know that these Astorflex chukka boots also come in the equally versatile Stone and Grey colorways. Indeed, with a blend of comfort, style and accessibility, the Astorflex Greenflex Chukka Boots — just like the brand’s Astorflex Chelsea Boots —  are a seasonal must-have in any color. Trust me: That goes for spring, summer and fall. Seriously, keep them on hand to wear with a rugged chambray shirt and dark selvedge denim to a fall tailgate — it’s a winning combo if you’re looking for insight into how to wear chukka boots. But, back to matters of summer style — what makes these a must-buy?

For starters, it’s tough to find a chukka boot that features eco-friendly, handmade Italian construction out there — let alone with a sub-$150 price tag. And to find one that goes with everything from slim stone chinos to dark denim to slim light wash jeans in the summer can be tricky, too. That easygoing versatility is what sets these Astorflex Greenflex Chukka Boots apart in so many situations. Rather than resorting to minimal athletic sneakers, jeans and a slim pocket tee, try out these chukka boots and perhaps a tough dive watch — instant style upgrade in the making, and certainly one of the best men’s style moves you can make. And because they’re sold via Huckberry, you can be sure that they’re up to snuff in terms of quality and great looks. It’s also worth noting that the desert boot is a stone-cold classic silhouette — as if you needed another reason to buy these. In addition to real-life functionality for British soldiers, they’ve gained an iconic status — up there with classic white sneakers — that’s tough to top on the footwear front. So, despite summer weather finally catching up to us … there’s no reason not to wear a classic pair of desert boots like the affordable, easy-to-wear and stylish Astorflex Greenflex Chukka Boots.

How would you style these boots? To pick up inspiration from yours truly, check out my Instagram. And send me a note on Twitter if ever you have #menswear questions.

Stay stylish!

-Beau

Greats

#OOTD: How to Wear Your New Favorite Leather Jacket This Spring

Before we get too far ahead of ourselves — welcome back to another entry in our weekly #OOTD series. Before we dive in — perhaps you might be set on spring outerwear so far? If so, good for you — there’s no question we all need pieces like a tough waxed trucker jacket to wear  this spring.  However, there are absolutely other layering tools you should consider this season.  Lucky for you, we’ve covered a lot of ground on layering in recent weeks, including the best way to wear a cardigan. Well now, we’re taking things a bit of a different direction — a slightly edgier direction, notably. Specifically, we’re dialing in the best way to wear a stylish leather jacket this spring. OK, OK … there are  admittedly several great ways to wear an investment-level leather jacket for spring. But your Style Guide author sure digs the below combination — and it’s quite easy to love, what with the fact that it features the inimitable, one-of-a-kind Taylor Stitch Moto Jacket.  How cool is this jacket? Well … the Moto Jacket could very well be the last leather jacket you ever buy. Enough with the theatrics, though — let’s get to the #OOTD. Scroll down below to see the full look, and catch my daily looks on Instagram if you need more inspiration. Oh, and you should follow me on Twitter if you want to keep up with my stream-of-conscious thoughts on men’s style. OK, away we go!

Beckett Simononootd-leather-jacket-grid

The Jacket: Taylor Stitch Moto Jacket, $1,075 — Recognize this bad boy? Of course you do — the Taylor Stitch Moto Jacket is known across the World Wide Web for its insane combination of quality, toughness and style. In short, it’s the perfect stylish leather jacket to buy right now — and wear a ton this season.

The Henley: Abercrombie & Fitch Short-Sleeve Henley in White, $25 — When a brand like Abercrombie & Fitch keeps churning out seasonal staples at great prices, it’s tough not to love ’em. Such is the case with your new favorite short-sleeve henley.

The Denim: Nudie Jeans Dude Dan Jean, $208 — Now, we’ll have a rundown of the best men’s light wash denim for spring coming up in the next few weeks. But for now, I’d urge you to pick up the slim, high-quality Nudie Jeans Dude Dan Jean from our great pals at Huckberry.

Frank & Oak

The Belt: Abercrombie & Fitch Woven Leather Belt, $44 — For all the talk of gaudy accessories being all the rage, sometimes, it pays off to keep things understated and casual. A textured leather belt is one way to do that.

The Chukka Boots: Astorflex Greenflex in Dark Khaki, $145 — If you’re not yet acquainted with the sustainable, stylish and unique work being done by Astorflex, I’d urge you to catch up. Maybe start by picking up the Astorflex Greenflex in Dark Khaki? Good job.

The Socks: Mack Weldon Performance Dress Socks, $24 — Did ya catch this site’s Mack Weldon review? Maybe not? Either way, Mack Weldon dress socks are just as worthy of your hard-earned dollars as the brand’s other gear.

The Watch: Marathon General Purpose Quartz Watch, $150 — When you’ve got leather jacket like the Taylor Stitch Moto Jacket, it’s best to let it do the talking. In this case, we’re sticking with a tough casual watch — enter the Marathon General Purpose Quartz Watch.

The Sunglasses: Fort Knocks Polarized Sunglasses, $30 — For a mix of retro style and plain old cool looks, you can’t beat the Fort Knocks Polarized Sunglasses. Plus, how outstanding is that price?

And that’s a wrap for this week’s #OOTD — have any new ideas on how to wear your new favorite leather jacket? I sure hope so. I know I’ll be coveting the Taylor Stitch Moto Jacket for a long, long time — maybe you’re in the same boat? But the point is, there’s really no wrong way to wear an outstanding leather jacket like the Moto Jacket — particularly if you pair it with a rugged short-sleeve henley and crisp spring style essentials like the slim, slightly edgy Nudie Jeans Dude Dan Jean and a sustainable pair of chukkas like the Astorflex Greenflex in Dark Khaki. And it always helps to finish off a look with durable accessories in mind — that’s where the Marathon General Purpose Quartz Watch and the Fort Knocks Polarized Sunglasses enter the equation.  Alright, all ready to go? Enjoy the day and check back tomorrow for more great men’s style content on the blog.

Shop on and stay stylish,

-Beau

Style Suggestion: What to Wear to Your Holiday Party

Can you believe the holiday season is upon us? Here at The Style Guide, we absolutely love the holidays — and by we, I mean me. From holiday travel to composing my Holiday Style Wish List, it’s an absolute treat of a time. In addition to looking forward to time spent with loved ones, you should also keep a weather eye out for ways to improve and upgrade your style — especially at this crucial time of year. Yes, it’s a time when you’re dealing with (likely) inclement weather, a bit (or a lot) of travel, gift-giving and plenty more — not to mention a work holiday party that often pops up when you might least expect it (or least look forward to it?). It’s also a time to make sure your style doesn’t stray into overly, err, holiday-esque territory — so, a reindeer sweater is overdoing it just a bit. To get you ready for that inevitable invite in fine fashion, we’ve pulled together one heck of a style suggestion — it’s a bit dressier than your everyday rugged favorites on this here blog, but you’ll be all the better for it. And as you’ll see below, it takes tried-and-true layers — like the classic V-neck sweater — and upgrades them with winter-ready shirting and accessories. Can’t wait to see it? Good. Me neither! Follow along on Instagram and Twitter for more daily style inspiration, and chime in on this suggestion via The Style Guide’s Facebook page.

The Topcoat: JackThreads Tieman Topcoat — $149

Smart, stylish, affordable and easy to wear with a suited holiday look.

Smart, stylish, affordable and easy to wear with a suited holiday look.

Is it any surprise that the great team at JackThreads has absolutely knocked it out of the park with the Tieman Topcoat? It shouldn’t be — the brand’s menswear-focused revamp has been a welcome addition to the digital style scene across the past year, and this handsome, eye-catching double-breasted topcoat is Exhibit A in that regard. It’s no Canada Goose parka in terms of battling extreme conditions, but thrown on over a suit on a crisp winter’s night? You just might have the nicest jacket at the party, fella.

The Suit: Taylor Stitch Telegraph Jacket and Trousers in Grey Wool — $456

https://www.idevaffiliate.com/31555/idevaffiliate.php?id=607&url=11319

A refined suit made with premium materials for under $500? You betcha.

Would you believe that Taylor Stitch makes a heck of a beautiful fall and winter suit in addition to their classic chambray shirts and rugged slim chinos? It’s true, and that’s what makes the Telegraph Suit such a worthy pick-up. The brand took plenty of customer feedback and incorporated it into a suit that manages to merge the modern — a slim fit — with the classic — patch pockets and textured fabric. It’s a classic suit that’ll serve you nicely throughout the rest of the winter season — and it’s the right choice here because of its terrific fit and styling potential. It’s neither too stuffy nor too sloppy, and the Telegraph Suit is certainly a steal for under $500 via Huckberry.

The Sweater: J. Crew Italian Cashmere V-neck Sweater$225

A slightly unexpected color that plays nicely off the blue shirt and grey wool suit.

A slightly unexpected color that plays nicely off the blue shirt and grey wool suit.

There’s no question that J. Crew knows how to do luxurious basics well. Is $225 a lot for a sweater, as we always ask ourselves? Yes, it certainly is — but finding an Italian cashmere sweater for less than that is a bit of a difficult endeavor. The rich Heather Laurel color seen here is a great complement to the grey wool suit and darker blue shirt. Plus, it adds a bit of contrast to the tan plaid tie. Green and blue is a bit of a unique color combination, but it works here — and the sweater will keep you nice and warm underneath your Taylor Stitch suit and topcoat.

The Shirt: Cordings for J. Crew Shirt in Warm Twilight — $128

A dress shirt with some texture and a pleasing winter-ready color.

A dress shirt with some texture and a pleasing winter-ready color.

What better way to complement a classic winter-weight suit than with a sharp blue dress shirt in a textured fabric? J. Crew always seems to do an impressive job with its third-party collaborations, and the Cordings for J. Crew partnership is the latest addition to that roster. Cordings brings its own classic British sensibility to sharp tailoring, and that makes this shirt both traditional and modern. It’s the perfect complement to a deep green sweater — the combination is unique, but works with the darker tones of winter.
Huckberry
The Tie and Pocket Square: Ties.com Tan Plaid Brussels Tie ($25) and Florence Pocket Square ($10)

A plaid tie and a floral pocket square? Give it a try.

A plaid tie and a floral pocket square? Give it a try.

In keeping with the crisp cold-weather vibes of the season, we’re reaching for two pieces here that nod to the holidays without going full-on Santa Claus. The Tan Plaid Brussels Tie is affordably priced in a  nice plaid wool that contrasts with the grey wool suit and blue shirt — it’s a bit of an unexpected color pairing. And the patterned blue pocket square plays nicely off the lighter blue shirt. You’re looking at two patterns that at first might not work together, yet up against a grey wool suit, the combination is a fresh, affordable one. Right?

The Boots: CAT Footwear Sutter Boots in Rust — $210

Just as ready to wear with a winter suit as they are with tough dark denim and a henley.

Just as ready to wear with a winter suit as they are with tough dark denim and a Henley.

Remember seeing the rugged, refined and tough-as-nails CAT Footwear Sutter Boot in this site’s post on the best men’s boots for fall? Of course you do. Although at first this 6-eye, burnished boot might seem too rugged to wear a suit, fear not. The rougher texture of the suit, shirt and tie lend themselves well to a durable, handsome boot. Plus, the higher cut of these boots gives you added traction and grip should the weather turn inclement. If you find yourself in a warmer climate? Ditch the boots for a pair of crisp leather wingtips and perhaps swap out the wool suit for some slim stone chinos and a lightweight navy blazer. Ya dig?

The Socks: American Trench Pima Cotton Houndstooth Socks — $23.98

american-trench-pima-cotton-houndstooth-socks

 American Trench consistently delivers on premium, American-made socks — that goes for  both the brand’s casual varieties and dressier iterations. Take these comfortable Pima Cotton Houndstooth Socks  — the navy pattern plays nicely off the blue shirt and grey wool suit, not to mention the patterned pocket square. They’re an investment for a pair of socks, but they’re one that’s worth it — you can wear sharp, subtly stylish socks like this with all sorts of winter work week outfits.
A classic, affordable dress belt and a go-anywhere watch.

A classic, affordable dress belt and a go-anywhere watch.

Make no mistake, your Style Guide author is as much of a fan of classic dress watches from the likes of Daniel Wellington as you are. But given that we’re going with a more rugged outfit — from the textured shirt and tie to the grey wool suit and boots — a sport-inspired, tough chronograph fits right in. The great thing about the Armogan Spirit of St. Louis Chronograph is the rich contrast between the black dial and brown leather strap — it’s a pairing that works surprisingly well together. Of course, you can never go wrong with an affordably priced J. Crew Factory leather belt fit for both business casual and slightly dressier looks.
So, that’s your Holiday Style Suggestion all sorted out. A slim V-neck sweater adds a bit of visual interest to a rich grey Telegraph Suit from Taylor Stitch, and both the shirt and tie bring seasonally appropriate texture. The thing to keep in mind is that even at an investment-level price, the Telegraph Suit  is more than just a one-trick pony. That is, you can break up the jacket and pair it with Mott & Bow denim and a classic white Oxford (plus, those durable Sutter Boots from CAT Footwear) during the regular work week, too. And the handsome, refined Armogan Spirit of St. Louis Chronograph is an absolute keeper in terms of both durability, style and versatile looks. Oh, and those Pima Cotton Houndstooth Socks? Once you’ve tried socks from American Trench, you might never go back. As always, you can’t go wrong with a refined, versatile JackThreads topcoat, either. Let me know in the comments how you’re dressing for your holiday party — and as always, stay stylish!

Online Shopping Picks: The Best Men’s Chukka Boots for Fall

Editor’s note: For a full set of menswear shopping picks, click that link.

If you’ve followed along with The Style Guide since the very beginning (way back in 2013, folks), you might recall your author extolling the virtues of certain style essentials. Although there are basics like a classic blue Oxford and slim dark denim  for your top half, those essentials can be a bit more difficult to pin down in terms of footwear. Or are they? One of those key pieces is absolutely the chukka boot. Versatile, durable, wearable no matter the weather. That being said, there’s no better time to get your footwear wardrobe refreshed (or started, or added onto) than during the fall. It’s perhaps the best time of the year for menswear, what with layering and rugged textures galore — and even if you live in a temperate climate, maybe you’ve got a special place in your heart for today’s topic: The best men’s chukka boots for fall. The time just feels right to dive into a bevy of boots that can exude style both rugged and refined, dressy and casual. That’s darn near the definition of a style essential, and it’s as good of a place to start as any in today’s latest menswear shopping picks entry. Of course, there are all kinds of other boot styles out there for fall and winter (wingtip boots, anyone?), but rest assured we’ll get to those in good time. Want to see how to style chukka boots? Head to Instagram or search this site’s archives (or heck, head on over to Twitter, too).

#1. Thursday Boots Whiskey Scout Boot — $149

A rich pair of brown leather chukkas practically made for fall.

A rich pair of brown leather chukkas practically made for fall.

Having tried everything from the much-loved Roughout Captain Boot to the dependable Suede Scout Chukka, this #menswear writer can definitely vouch for the value inherent in Thursday Boots’ footwear assortment. Checking out the Brown Scout Chukka during a spring trip to Washington, D.C. sealed the deal for me as far as the brand’s chukkas go, and it’s very safe to assume that the rich Whiskey Scout Boot will perform much the same. The color is, quite simply, handsome and very wearable with everything from crisp olive chinos and a cream cable sweater to a worsted wool suit. For the price, that’s applause-worthy.

#2. JackThreads Mac Desert Chukka — $80

A new footwear introduction from a brand that can do just about everything.

A new footwear introduction from a brand that can do just about everything.

It might not surprise you to read that JackThreads made an Online Shopping Picks entry on this site. However, what might come as a shock is that the much-loved E-commerce retailer now has a line of footwear to back up the rest of its affordably priced, stylish menswear line.  Let’s start with the important stuff. First off, that combination of looks and price — can’t beat it. $80 for a chukka that bears the JackThreads name is A-plus, truly. The lower profile, Taupe colorway and crepe sole make them the ideal weekend chukka — pair them with a broken-in pair of blue denim and a crewneck sweater for a put-together casual look, or mash them up with slim wool trousers and a navy cardigan to head back to the office. Oh, and pick up a second pair while you’re at it — did we mention the excellent price?
Buck Mason - Timeless Design. Made in America.

#3. Johnston & Murphy Copeland Chukka — $155

Equal parts casual and sharp.

Equal parts casual and sharp.

If the Thursday Boots chukka seen at the top of the page is a dressy chukka boot, and the JackThreads chukka boot seen here above is a casual chukka boot, the Johnston & Murphy Copeland Chukka is something of a hybrid. Featuring  a deep red-brown oiled nubuck that should break in beautifully, the contrast stitching and crepe sole give it a casual feel. But make no mistake, this is a still a dependable leather chukka boot you should pair up with navy suit trousers and a grey cardigan, or a broken-in pocket tee and dark denim for weekend errands.
Buck Mason - Timeless Design. Made in America.

#4. SWIMS Barry Chukka in Taupe/Biscuit — $230

Casual, reliable and waterproof, all at the same time.

Casual, reliable and waterproof, all at the same time.

Chukka boots that offer a little bit of everything are nice to have on-hand — especially if your fall adventures take you everywhere from a football game to park hikes to pumpkin patches (yes, we’re going there already). In particular, these SWIMS chukka boots are fully waterproof, and combine the styling potential of a casual crepe sole with the functionality needed for tricky fall weather. The silhouette feels more like a sneaker than a classic chukka boot, and that’s not a bad thing — this pair would work especially well with burgundy corduroys and a long-sleeve merino tee for aforementioned weekend adventures.

Related: The Best Suede Chukka Boots to Buy Right Now

#5. Red Wing Heritage Weekender Chukka — $230

A unique chukka boot that works for both spring and summer style scenarios.

A unique chukka boot that works for both spring and summer style scenarios.

If you perused the pages of this site back in July, you’re familiar with the Red Wing Heritage Weekender Chukka. It’s a lighter-weight chukka boot that works equally well in the spring and summer as it does during the fall and winter — that makes it worth the price alone. It’s a new addition to the Red Wing Heritage line that plays off the brand’s rugged heritage while offering up a bit more flexibility and comfort than a thick-soled pair of winter boots. We’ll get to that point in the season eventually, but for now, know that you just might have a chukka boot fit for adventures seven days a week — and then some. They’re the ideal complement to classic navy chinos, and they’ll put in plenty of hours beneath trusty dark denim and a slim fall flannel shirt.

Did the above list of the best men’s chukka boots get you thinking  a bit? A trusty pair of chukka boots can seriously become a multi-day workhorse in your footwear arsenal, easily wearable with business-casual or weekend-casual outfits. Embracing the changing seasons can be a whole lot easier if you have the right gear to wear, too. That certainly starts with a rugged, dependable pair of chukka boots – after all, there really aren’t too many fall-centric outfits that don’t start with a great pair of boots (or maybe that’s just your author’s opinion). And with such great variety on the market — from a fresh style done by a heritage brand to an entirely new E-commerce offering from JackThreads — there are plenty of picks worth exploring. Want to share your own? Leave a note in the Comments section below!

Until our next menswear shopping picks post — coming next week — stay tuned for the Friday Read, and stay stylish.

-Beau

Back in the Mitten: A wedding weekend in Michigan

Editor’s note: To recap my last trip (earlier this week!), click here.

A wedding weekend -- and a bit of bar crawl action -- to boot. Denim Shirt by JackThreads. Slim Italian-made denim by Mott & Bow. Sand Suede Chukkas by Blu Kicks. Watch by MVMT Watches. Backdrop by Lansing Brewing.

A wedding weekend — and a bit of bar crawl action — to boot. Denim Shirt by JackThreads. Slim Italian-made denim by Mott &; Bow. Sand Suede Chukkas by Blu Kicks. Watch by MVMT Watches. Sunglasses by Tom Ford. Backdrop by Lansing Brewing.

If it seemed like the last week was fast, it felt like the weekend flew by even faster — boarding your fifth flight in six days (including those pesky connections) will do that to you. But Friday’s early, early morning flight brought me once again back to my home state of Michigan, and my hometown of Mason for my great friend Andy’s wedding weekend (and a tip o’ the cap to my pal Chris for hosting me this weekend). It felt strange yet fitting to be back in the Mitten so soon — I was just in Grand Rapids for the bachelor party at the end of July, after all.  But it was an honor to be in Andy’s wedding, and the trip back also presented the all-too-rare chance for me to spend just a bit of time in a town I really do love. Seeing as I was in Las Vegas for a work conference just a few days before, I also felt pretty confident I could dress, and pack, for the trip with style and attention to detail. Nothing like unpacking, then repacking almost immediately, to teach you about versatile style, ehh?

A casual, comfortable Friday travel outfit. Slim Mailbag by Satchel & Page. T-shirt in Heather Grey and Colorblocked Socks by Richer Poorer. Slim Staple Denim by Mott & Bow. Tan Suede Chukkas by Blu Kicks. Hawker Hunter II Watch by AVI-8. Vintage ballcap by Goorin Brothers. Leather lanyard by Tanner Goods. Sunglasses by Steven Alan Optical. Adventure Log by Word Notebooks.

A casual, comfortable Friday travel outfit. Slim Mailbag by Satchel & Page. T-shirt in Heather Grey and Colorblocked Socks by Richer Poorer. Slim Staple Denim by Mott & Bow. Sand Chukkas by Blu Kicks. Hawker Hunter II Watch by AVI-8. Vintage ballcap by Goorin Brothers. Leather lanyard by Tanner Goods. Sunglasses by Steven Alan Optical. Adventure Log by Word Notebooks.

As I was in the wedding — held at the picturesque English Inn  in the rolling Michigan countryside — my grey tuxedo was taken care of, other than my shoes; the crisp Johnston & Murphy Duvall Wingtip  more than got the job taken care of there (more to come on the wedding shortly, but it was an amazingly beautiful and fun night!). So with formal wear out of the way, my focus was on packing some casual style essentials into my dependable Owen & Fred Voyager Waxed Weekender, along with my sturdy Satchel & Page Slim Mailbag.  As I’ve talked about before on these (digital) pages, great luggage can keep your gear safe and stylish no matter where you go, and those two bags will set you right. To meet the challenge of traveling in comfortable-yet-crisp style, I grabbed one of my favorite tees, the Richer Poorer T-Shirt in Heather Grey, and topped off the look with a personal favorite, a vintage ballcap from Goorin Brothers. Now, we’ll be talking more about stylish pocket T-shirts on the blog on Wednesday *cough, cough* but know that this particular tee fits and breathes well while looking visually different than a plain crewneck. It offset my Mott & Bow Staple Denim in rather classic fashion — the dark wash and significant stretch in this pair of denim is ideal for travel. Comfortable footwear was also a must — for lightweight, casual style and a pop of color, I threw on the Blu Kicks Sand Chukkas, which I’ve been testing out with positive results these past few weeks. The unlined suede upper is ultra-comfortable, particularly with a pair of Richer Poorer cotton socks, and you can feel good about the fact that they’re handmade in Mexico from local materials for a great price.

And on the watch front, I picked a timepiece that’s as dependable and durable as any — I’m talking about the AVI-8 Hawker Hunter, a rugged, aviation-style watch with a case diameter that clocks in (pun intended) at a beefy 45mm. It still manages to come off understated thanks to the neutral beige leather strap, and it was the ideal travel companion as far as watches go — smart, functional and not fussy. The head-to-toe combo of comfort and style worked quite well for an afternoon spent in my hometown of Mason — as I said before, it’s not often I get to go back there, and it’s always a treat when I do. In this case, that meant a stop at Mason institution Bestsellers Cafe for a gourmet coffee. An early start to the day also meant that the afternoon was high time for some extra sustenance — cue up a stop at BAD Brewing Company, a stellar and relatively recent craft beer outpost that’s been drawing rave reviews for its homegrown brews and gourmet bites. Yes, I’d recommend a stop there if you ever pass through Mason — and it was the perfect way to cap off an afternoon stroll around the beautiful campus of my alma mater, Michigan State.

Inside Mason's own BAD Brewing, a definite highlight of the trip.

Inside Mason’s own BAD Brewing, a definite highlight of the trip.

That tasty spot of lunch was the perfect way to tide me over until a post-wedding rehearsal stop at another highly regarded craft beer spot, the Lansing Brewing Company. It’s made major waves in the local craft beer scene for reinvigorating the city’s hops culture, and its three signature brews — including the cleverly named Angry Mayor IPA — do a fine job of holding down the fort alongside a rotating seasonal selection. From the Best Coast Pale Ale to the Ain’t No Drama Imperial Red, it’s representative of the atmosphere and quality of Michigan’s best breweries — and Lansing Brewing is just getting started (if you couldn’t tell, I’m a big craft beer fan). For the rehearsal itself and that much-loved trip to the brewery, I switched out my Richer Poorer pocket tee for a reliable favorite, my JackThreads Denim Shirt — it’s the perfect casual summer outfit topper, and it’s selling fast. It was my own slight variation on how to dress for a warm-weather bar crawl, if you will.

Sharp Saturday style. Slub Nep Jersey Polo by Grayers. Stringer Dune Shorts by Bridge & Burn. Daily Classic Nylon Sneakers from the Reebok x JackThreads collab. Brown leather watch by MVMT Watches. Scout Wallet by Andar Wallets. Leather bracelet by Bryer Leather.

Sharp Saturday style. Slub Nep Jersey Polo by Grayers. Stringer Dune Shorts by Bridge & Burn. Daily Classic Nylon Sneakers from the Reebok x JackThreads collab. Brown leather watch by MVMT Watches. Scout Wallet by Andar Wallets. Leather bracelet by Bryer Leather.

That casual style was similarly needed on Saturday for a bit of pre-wedding time spent around downtown Mason once again. To meet the summertime heat of Michigan in style, I threw on my trusty Grayers Slub Jersey Polo and my tailored-yet-comfortable Bridge & Burn Stringer Dune Shorts (you can grab a similar pair here); I finished the #menswear ensemble off with two everyday carry touches — my MVMT Watches Brown Leather Watch and the Scout Wallet from Andar Wallets. The polo was breathable and soft,  and the blue & khaki colors played nicely off a really standout pair of sneakers — the Reebok x JackThreads Daily Classic Nylon is a heck of a pair of kicks! They’re new as of this week, and they feature a premium blend of pigskin suede in a retro runner silhouette that’s sporty, classic and timeless. Oh, and did I mention they’re comfortable as heck? They were a nice pair of sneakers for a bit of pre-wedding fun (and if I were you, I’d check back on this blog later this week for a full Style Pick of the Week feature).
Huckberry
That casual ensemble played nicely into the wedding, where I put the Johnston & Murphy Duvall Wingtip to good use with a slim grey tuxedo and classic navy tie. Enough about Saturday’s outfit, though — the wedding itself was extraordinary and the atmosphere was second-to-none. It was such a great time to be there for my friends Andy & Courtney (if you made it this far in the post, Hi guys!), and you couldn’t ask for a better venue than the refined English Inn. A beautiful ceremony and an awesome time with close high school friends thereafter were huge highlights and made for memories of a lifetime — the perfect time and reason to be back in Michigan. It’s tough to see everyone in one place at the same time, to be sure, so I’m certainly glad I made the trip back.

Crisp classics for Sunday travel. White Oxford by Todd Shelton. Slim chinos by Old Navy. Duvall Wingtips by Johnston & Murphy. Notebook by Word Notebooks. Mod Watch by Timex x Todd Snyder.

Crisp classics for Sunday travel. White Oxford by Todd Shelton. Slim chinos by Old Navy. Duvall Wingtips by Johnston & Murphy. Notebook by Word Notebooks. Mod Watch by Timex x Todd Snyder.

With that being said, a quick trip often calls for a quick turnaround, and such was the case after a long night of revelry at the English Inn. To head back to New York — and finish up the blog post — I reached for reliable travel style essentials. My Todd Shelton White Oxford was chief among those picks — there might not be as reliable or high-quality an Oxford on the market, what with customizable fit options, a substantial fabric and a tailored fit. I wore it casually with a pair of Old Navy Slim Khakis, plus the sharp, travel-ready Johnston & Murphy Duvall Wingtip. Of course, my Timex x Todd Snyder Mod Watch was a necessary finishing touch. Like many recent travels, it was so worth it to be back — long journey, early flight and all. I know I’ll be back in the Mitten for at least one Michigan State football game this fall, but for now, I’m just grateful to have celebrated a great wedding weekend with lifelong friends. And it’s trips like this one that will take me out on the road again. Keep up with those travels here on the blog or at The Style Guide Facebook page, and I hope you pack up your bag with memories (and OK, some style) in mind the next time you travel.

‘Til the next post,

-Beau
Frank & Oak

Buck Mason - Timeless Design. Made in America.

Summer style: Attending a Michigan wedding

Editor’s note: Click here for more tips  how to dress for a summer wedding.

Dressed in style for a summer wedding. Blue shirt by Twillory. Cotton tie by Ties.com Thompson Navy suit by J. Crew Factory. Glasses by Warby Parker. Heritage Tassel Loafers by Sebago. Brown leather watch by MVMT Watches.

Dressed in style for a summer wedding. Blue shirt by Twillory. Cotton tie and navy tipped pocket square by Ties.com Thompson Navy suit by J. Crew Factory. Glasses by Warby Parker. Heritage Tassel Loafers by Sebago. Brown leather watch by MVMT Watches.

It’s a topic that’s come up before here on The Style Guide — that would be, dressing for a summer wedding — but this past weekend presented the perfect opportunity for yours truly to put some of those ideas into practice.  Following a whirlwind, busy New York Fashion Week: Men’s (an exhausting but super-fun week), I hit the road back to Michigan to attend the wedding of my great friend Matt Sheehan, a former State News colleague and another proud & sports-obsessed Spartan (watching games was either very fun — or not so fun, depending on how MSU fared). In fact, Matt & I took in a particularly momentous MSU football game last fall, and caught up during my spring trip to Florida. That being said, it was still great to make the trip back. It was a truly lovely wedding, and so great to reconnect with amazing friends back home in the process. With fashion week done, it was also awesome to get away from the bustle of NYC for a  bit, and even better to do so during a beautiful Michigan summer — as always, even with a humble weekender bag in tow, I tried my best to pack the best #menswear gear I could round up.

A full bag ready to hit the road. Voyager Waxed Weekender by Owen & Fred. Beachcomber Chambray Shirt by Bourbon & Blue. Staple Denim made in Italy by Mott & Bow. Brown Scout Chukka Boots by Thursday Boots. Striped socks by American Trench. Waterbury Chrono from the Timex x Red Wing collab. Adventure Log by Word Notebooks. Brown leather belt by J. Crew. Chapter Travel Kit by Herschel Supply Co. Moisturizer by Tread for Men. Maximus Sunglasses by Sunday Somewhere.

A full bag ready to hit the road. Voyager Waxed Weekender by Owen & Fred. Beachcomber Chambray Shirt by Bourbon & Blue. Staple Denim made in Italy by Mott & Bow. Brown Scout Chukka Boots by Thursday Boots. Striped socks by American Trench. Waterbury Chrono from the Timex x Red Wing collab. Adventure Log by Word Notebooks. Brown leather belt by J. Crew. Chapter Travel Kit by Herschel Supply Co. Moisturizer by Tread for Men. Maximus Sunglasses by Sunday Somewhere.

That started with some essential everyday carry accessories that have quickly become personal travel favorites — such as my tough, sturdy Owen & Fred Voyager Waxed Weekender Bag. It’s accompanied me on nearly every trip I’ve taken as of late, and with dependable Wickett & Craig leather handles, quality hardware and a surprising amount of room, it’s taken the toils of the road quite well. I packed some key everyday carry accessories, including my Word Notebooks Adventure Log and Herschel Supply Chapter Travel Kit; just as small details finish off an outfit, so too can they upgrade even the things you don’t quite think about when traveling. For the flight to Michigan, I pulled some double-duty, wearing a Bourbon & Blue short-sleeve chambray shirt and pairing it up with my J. Crew Factory Thompson suit jacket and some tailored Savane twill pants (look for more on those pants in a special Tuesday post).  For outfits throughout the weekend, my Thursday Boots Brown Scout Chukka Boots helped me travel in style — always a must! I finished off the look with one of two watches I brought along for the weekend — my personal favorite, the rugged and durable Timex x Red Wing Waterbury Chronograph.  If you can only fit in one or two watches as part of your packing list, it’s tough to go wrong with a really well-built watch that works for more casual or slightly more dressed-up ensembles. With any travel, stylish sunglasses are a must — for both tailored wear and my casual ensembles, I’ve found myself consistently reaching for the pricey but sharp Maximus sunglasses from Sunday Somewhere.

While I was excited to hit the road, I ran into some unfortunate travel delays leaving New York that left me stuck at the airport all day — so unfortunately, I missed out on a classic Michigan backyard barbeque. Luckily, I still made it back in time for a nice Saturday and the wedding itself! It goes without saying that I had an incredible time, and was very glad to have made the trip back (CONGRATS, MATT AND SAM!). Of course, I was glad I brought along a trusty suit, as well. Packing the appropriate gear to get you through a warm-weather wedding is a bit tricky. While it might seem at first too hot to rock anything but a lightweight linen suit, if you have to grab one suit for all four seasons, worsted wool in a neutral color like navy is a very solid option. It’s a more breathable and classic fabric, and in a slim, tailored (and affordable) cut like the J. Crew Factory Thompson Suit, it’ll work well with a crisp dress shirt, and with or without a tie even if you don’t have a wedding to attend. In fact, my shirt was a favorite of the outfit in terms of fit and construction — it’s on-sale now, so I’d definitely recommend you pick up the nicely tailored Twillory Non-Iron Blue Twill Shirt which paired up well with the navy suit. The accompanying J. Crew Factory suit pants went along just fine with the jacket, as they feature a nicely tailored fit that isn’t quite as slim as the J. Crew Ludlow, so that works nicely for most body types — having the belt loops removed, as I did, makes for a super-clean and crisp look, too.

This past weekend's wedding outfit laid out and ready to go. Navy Thompson suit by J. Crew Factory. Blue shirt by Twillory. Cotton tie and tipped pocket square by Ties.com. Brown leather watch by MVMT Watches. Heritage Tassel Loafers by Sebago. Wallet from the latest SprezzaBox.

This past weekend’s wedding outfit laid out and ready to go. Navy Thompson suit by J. Crew Factory. Blue shirt by Twillory. Cotton tie and tipped pocket square by Ties.com. Brown leather watch by MVMT Watches. Heritage Tassel Loafers by Sebago. Wallet from the latest SprezzaBox.

And stylish accessories are a must to finish off any suit. In this instance, a cotton tie in a unique, summer-friendly color and a navy tipped pocket square courtesy of the team at Ties.com paired well with one of my favorite suits (Editor’s note: I own approximately one all-season, every-occasion suit — and it’s this one). Seriously, as a competitor and an alternative to The Tie Bar, the selection and pricing at Ties.com is quite on-point (and y’all know that if it wasn’t, they wouldn’t have made the cut — right?). For the warm weather, I slid into a refined pair of Sebago Heritage Tassel Loafers, featuring an oily waxed leather (as the site implies) that’s shown age and wear marks beautifully after only a few weeks of wear (check out another way to style them here). Of course, if you don’t have room in your bag for another pair of shoes (and I barely did), I’d recommend reaching for perhaps the above brown chukka boots to pull double-duty. And although my Timex x Red Wing Waterbury Chrono worked suitably well for casual situations, I was too tempted not to reach for one of my favorite everyday watches, the MVMT 40 in Blue/Brown Leather — it’s a watch that’s really a great value for the quality and wearability (although one of my New Year’s style resolutions was to wear less blue, I can’t seem to stop wearing it). Pieces that can work with everything from a tee and shorts to a suit are the best sort of travel style essentials to pack when space is limited.

Sunday's outfit grid for a day of travel back from Michigan. The Jack in Indigo Star Shirt by Taylor Stitch. Slim grey selvedge denim by Billy Reid. White Legend Sneakers by SeaVees. Waterbury Chrono from the Timex x Red Wing Heritage collab. Adventure Log by Word Notebooks. Vintage ballcap by Goorin Brothers.

Sunday’s outfit grid for a day of travel back from Michigan. The Jack in Indigo Star Shirt by Taylor Stitch. Slim grey selvedge denim by Billy Reid. White Legend Sneakers by SeaVees. Waterbury Chrono from the Timex x Red Wing Heritage collab. Adventure Log by Word Notebooks. Vintage ballcap by Goorin Brothers.

With an incredible wedding and an incredible evening in metro Detroit in the books, it was time to catch a flight back to Michigan that felt a bit earlier than I’d have preferred after a full week of fashion shows and travel. Reaching for grab-and-go pieces that work in a pinch is still a must even if you’re jet-lagged, so my Taylor Stitch Jack in Indigo Star Shirt (very low in stock at the moment, unfortunately) worked out very well — I’d recommend you bring along a solid blue chambray shirt for similarly versatile style.  Although it was hot, a pair of Billy Reid grey selvedge denim did just fine when paired with one of my favorite pairs of sneakers, the SeaVees Legend Sneaker — when in doubt, classic white sneakers are just the way to go. As was the case the rest of the weekend, my stylish Timex x Red Wing Waterbury Chrono worked sufficiently as I hauled my gear to the airport (and it helped me catch my flight on time!).

While it’s always nice to be able to bring along my favorite style essentials when I travel, it’s even better to know that at the end of the road on trips home, there are great friends and great times waiting — truly, it’s something for which I’m very thankful, and it’s got me eagerly awaiting my next trip to Michigan. No matter what’s in my bag, I know I’ll always look forward to going back.

If you have questions on what to pack for your own travels, tweet at me or catch up via The Style Guide’s Facebook page.

‘Til the next trip,

-Beau

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