See Now, Buy Now: These American-Made Red Wing Chukka Boots are Perfect For Spring

Best men's chukka boots to buy now.

When the time finally rolls around to step into spring — as in, right about now — you need to be prepared with spring style essentials aplenty. If you read the blog on the regular, you know this much to be true, and if you’re new to the world of The Style Guide, allow me to introduce one of my favorite brands: Red Wing Heritage, makers of some of the best boots for men, and reliably sold by the fine folks at Huckberry.

Perhaps you’re already familiar with Red Wing Heritage — they’ve got a decades-long pedigree, a hard-working history of making tough leather boots, and plenty of modern style points (and fans!) to back them up. That brings us to the Red Wing Heritage Weekender Chukka, a classic pair of durable, dependable shoes that are ideal to wear as we step into spring. How so? Reader, I’m glad you asked.

Best leather boots for men.

The Red Wing Heritage Weekender Chukka has all the hallmarks of a highly dependable boot for breezy spring days and slippery city streets, from the use of Copper Rough & Tough S.B. Foot Tanning Company leather to the Hill outsole and comfortable ComfortForce® footbed. That combination should make them the ideal blend of comfort and style, and of course, that rich Copper leather will only get better with age the more you wear the Red Wing Heritage Weekender Chukka.

Better still is the fact that they’re made in America, a surefire sign of quality and durability you can count on. Perhaps most ideal of all is the price: Right now, these rugged men’s chukka boots are up for grabs at Huckberry for under $250. Your new favorite pair of spring boots is well within reach, my friends.

The Friday Read: Raf Simons, Red Wing Heritage and Usain Bolt

Editor’s note: Expect these posts once a week on Fridays — consider this a jumpstart on reading for your weekend downtime. Expect a mix of style and non-style content. For more entries, click here.  

This past week was all about reflection and appreciation for me — appreciation for a great weekend spent in Michigan, appreciation for the chance to head back to my home state again in just two weeks for my good friend Andy’s wedding, and appreciation for what’s so far been a great summer in NYC. I’ve had the chance to take in some excellent concerts by my favorite bands, I’ve had the chance to travel, and I’ve also had the chance to explore the Big Apple with amazing friends — seriously, put an NYC trip on your bucket list. With all that being said, it’s still tough to believe we’re already into August. But, that means one of the best times of the year for us #menswear fans isn’t too far off — we’re talking, of course, about fall, and all the great style transitions it brings with it. Looking too far ahead? Perhaps. For now, I’m looking forward to a relaxing, warm weekend in the city before I get ready to travel across the country in the next half of the month (a family visit to Florida and a work trip to Las Vegas are in order). If you’ve got your own summer travel still left on the horizon this weekend, accessorize with a stylish dopp kit or a functional weekender bag. And in the meantime, kick back and enjoy the Friday Read. To keep up with daily style inspiration from the blog, head over to Instagram.

  • Even if you’re not into fashion (that is, fashion with a capital “F,”) shockwaves went through the industry this week when it was announced that Raf Simons is the new creative director at Calvin Klein. The former creative director at Dior, this is his first foray into American fashion; ultimately, it could signal a new direction for the iconic American brand — and it likely means they’ll be back in a big way at next year’s New York Fashion Week: Men’s, among other fashion week happenings.
  • For those who like their athletic performance mixed in with some eye-catching style, check out FOURLAPS — named for the number of laps it takes to run a full mile, the folks at Valet recommend you look at this new athletic brand that’s mixing up the market.
  • Red Wing Heritage is back with a mighty interesting release, partner — the brand just launched its Pecos Collection, featuring two silhouettes inspired by the boots worn by Western ranchers all the way back in the 1930s. It’s a style that’s probably not for everyone, but if you’ve grown weary of your trusty suede chukka boots or even leather chukkas, you might consider grabbing a pair.
  • Long Read of the Week: It’s been a while since this entry made an appearance in the Friday Read, but its return is a fascinating one. The New Yorker looks into (with varying responses) how fast Usain Bolt would run the mile — yes, read on and ponder away.

What else is on your reading list? Make it one of these pieces, will ya?

  • There’s no better time than August to slip your feet into some stylish boat shoes before Labor Day — check out my list of the 10 best boat shoes for men over at GearMoose.
  • For rock-ready style that’s just as modern today as it was in 1970s, turn to the new Levi’s 505C — I had a blast covering the brand’s latest launch for The Manual, and know that these jeans (as seen on my Instagram) really are way comfortable.

Buck Mason - Timeless Design. Made in America.

Style Pick of the Week: Red Wing Heritage Weekender Chukka

Editor’s note: Expect these posts weekly detailing one standout item coveted by yours truly. Sometimes, these fit within budgetary restrictions and other times, they’re expensive splurges worth saving for. For more Wish List items from Beau, head here, and to see other Style Picks, head here.

Huckberry Red Wing Chukka

Pair up lightweight chukka boots with a crisp pair of dark denim for a casual and patriotic weekend combo.

With it being the Fourth of July and all, we’re very much in a patriotic spirit here at The Style Guide. That carries right on over to footwear, and today’s made-in-America Style Pick, the Red Wing Heritage Weekender Chukka. Great footwear has been a focus as of late on the Style Pick series, including stylish leather sneakers fit for summer. But given that lots of us are hitting the road this weekend, there are certain things that should be in your bag and on your feet when it comes to what to wear for the Fourth of July. Crucially, a crisp, durable pair of chukka boots is a great way to upgrade your travel style. Seriously, a pair of chukka boots works with light wash denim casually, and fits right in alongside tan chinos for a more monochromatic, tailored look. The Heritage Weekender Chukka has just about everything you need for the weekend, too — note that sizes are somewhat limited (size 9-13), but as the boots run a half-size large, you might be all set to shop. Onto the specs — the Weekender Chukka is crafted from roughout leather that’s water, stain and perspiration-resistant, so it can tackle any hiking or walking across the weekend in style. Plus, the quality is self-evident, as it’s produced using S.B. Foot Tanning Company leather (just as the brand has done for decades on end). Still not sold on wearing boots in the summer? Bear with me — or walk with me?

Red Wing Heritage Weekender Chukka

A relatively trim silhouette, casual roughout leather and classic Red Wing styling touches make these worth the investment.

The Weekender Chukka takes a more casual, nuanced and lightweight approach to the silhouette, so it won’t weigh you down as much as a heavier pair of rugged winter boots. The Hill outsole is flexible yet dependable and durable, and the eye-catching striped yellow laces are a nod to classic Red Wing style. The brand’s ComfortForce footbed should also add to their wearability — an extra bit of reinforcement is critical when standing around waiting for fireworks or grilling out. Plus, the contrast stitching provides another point of visual interest, making them an even more casual pair of chukka boots. These are definitely chukkas you can rock with slim navy or olive chinos and a heather grey pocket T-shirt this weekend and beyond. And they’ll do just as well when worn with a slim short-sleeve henley and light chinos in a high-low style combo during other summer excursions. As to the rest of your style picks this weekend? Grab a durable weekender bag and maybe some other essential Fourth of July gear, and you’ll be set.

Get your pair of the Red Wing Heritage Weekender Chukka now (hurry!).

Enjoy the weekend, and go forth in style!

-Beau

Buck Mason - Timeless Design. Made in America.

Style Pick of the Week: Timex x Red Wing Waterbury Watch

Editor’s note: Expect these posts weekly detailing one standout item coveted by yours truly. Sometimes, these fit within budgetary restrictions and other times, they’re expensive splurges worth saving for. For more Wish List items from Beau, head here, and to see other Style Picks, head here.

Possibly the perfect watch? Red Wing shoe leather meets a tough-yet-sharp Timex dial.

Possibly the perfect watch? Red Wing shoe leather meets a tough-yet-sharp Timex dial.

The importance of a sharp watch — like other great style upgrades — in terms of finishing off an outfit is something that’s hard to overstate.  It can definitely help strike the right tone, whether that’s sharp and dressy or laidback and casual. And there’s no doubt that the watch you see here can do either of those  — it’s hard to overstate that quality, as well.  Watches haven’t often been part of this here Style Pick of the Week series, but that changes right now in a big way. Timex has drawn some buzz as of late for its upcoming partnership with Todd Snyder — as part of his FW16 runway show last week in New York City, Snyder (of Champion collaboration fame) sent models down the runway wearing several models of the above watch (which features, you guessed it, a Red Wing shoe leather strap). The partnership is exceptionally fitting, and it all dovetails off the fact that, somewhat confusingly, Snyder is launching his own collaboration with Timex this coming fall.  But back to the matter at hand — Fashion Week or not, you can (and definitely should) pick up this handsome watch right now.

Plenty of solid design went into this exceptionally affordable timepiece.

Plenty of solid design went into this exceptionally affordable timepiece.

The Timex Waterbury line was a welcome introduction last year as part of the brand’s anniversary celebration; it nodded to the brand’s heritage, took classic Timex style and gave it a rugged edge. You might recognize a model of the rugged-refined Waterbury  line from this past week’s post on how to style a crewneck sweater, in fact. And the Timex x Red Wing Waterbury seen here — sold exclusively through END Clothing for now — advances that design ethos perfectly. For now, it would appear END only has the 38mm model  (there are also 40mm and 42mm iterations). But 38mm works just fine — it’s the ideal balance between striking and subtle. Yes, the black-and-tan 38mm dial is just the right size for most of us, but the real standout here is the leather strap, made using leather from Red Wing’s S.B. Tanning Company. A genius idea, yeah? It’s the rare watch strap that’ll break in as superbly as your boots over time — and it’ll certainly match up well with your rugged Red Wing winter boots, to say the least. So given all the rugged refinement that’s gone into this iteration of the watch, it only makes sense that Snyder would look to the duo for style that really played well on the runways. Fear not, though — this particular watch will look superb on your wrist even if you have no modeling experience to speak of.  Style it with wingtip boots, jeans and a shawl collar cardigan now, and throw it on with a tee and tailored shorts when it (eventually) warms up. There’s no wrong way to go.

Are you a fan of the Timex Waterbury line? And this watch in particular? Or are you holding out for the Todd Snyder x Timex collab?

Frank & Oak

Online Shopping Picks: The Best Men’s Winter Boots

Editor’s note: Click this link to read the 2016 edition of this site’s best men’s winter boots.

So these past few weeks in NYC have delivered some of the coldest weather on record — not only in the city itself, but across much of the rest of Eastern U.S. and Midwest. That really puts things in perspective style-wise, because in cold weather like this, function is just as important as fashion, particularly in the footwear department when trekking through feet of snow (or even just walking through blustery, chilly winds). There are several options on the market that serve only functional purposes (like the famous Bean boot from L.L. Bean), but the best boots serve both stylish and utilitarian means — like the 5 picks below. Read on and leave your picks for your favorite pair at the bottom!

#1. Wolverine 1000 Mile Boots in Brown — $360

An all-American original with rugged details.

An all-American original with rugged details.

Wolverine’s 1000 Mile line of boots is an all-time classic — revered for their durability and toughness, the brand has slowly built up a fashion following across the past five or so years as workwear and Americana themes have come back into vogue in men’s fashion. While this pair is particularly pricey compared to options you might pick up on a budget, the price is well worth it —the 1000 Mile collection combines toughness and dependability with beautiful leather styling and lots of attention to detail (read more on a pair from the line here). In a rich brown color like the pair above, they’ll work at the office with more rugged outfits as well as marching through the cold to get there. Note that these boots are also on-sale through Nordstrom for a bit less than the above price.

#2. Thursday Boots Captain Boot in Brown — $199

A slimmed-down silhouette compared to the 1000 Mile boot, for far less cash.

A slimmed-down silhouette compared to the 1000 Mile boot, for far less cash.

The second pick on this list drops the price down significantly from the Wolverine boots above, without losing too much quality. In fact, for being a very new startup courtesy of Kickstarter, these boots provide just as much top-notch styling potential as any other boot from the heritage brands on this list — and they do it for a greatly reduced price.  They offer a slightly sleeker-looking silhouette, a more office-friendly captoe and that same rich brown leather that should pair well with all kinds of outfits throughout the winter. And even more importantly, the company’s garnered some positive reviews around their initial collections, meaning it’d be more than safe to take the plunge on this pair.

#3. Frank & Oak Rubber-Soled Italian-Leather Lace-up Boots in Black, $175

From Frank & Oak's new footwear line — the sharpest pair on the list yet.

From Frank & Oak’s new footwear line — the sharpest pair on the list yet.

The first pair of black boots on this list is also, quite curiously, on-sale through Frank & Oak with plenty of sizes left. On top of that, they’re by far the cheapest pair on the list to date, yet if F&O’s other new footwear offerings are any indication, this pair should deliver in both quality and looks. They’re by far the dressiest pair on the list, given that sharp black color (a slightly resurgent footwear trend), and the brushed black eyelets and waxed cotton laces only add to their sleek styling. These would work best in the same manner that Bond wore his black dress boots in Skyfall — with a sharp grey suit or tailored navy trousers or cords. They’d also work to channel your inner Justin Theroux with slim dark denim. Given the rate of turnover on Frank & Oak’s site, the question remains as to how long these boots will stay in-stock, especially on-sale.

#4. Red Wing Beckman Boot in Black Featherstone — $340

Red Wing boots combine heritage craftsmanship with rugged styling potential.

Red Wing boots combine heritage craftsmanship with rugged styling potential.

Yet another pair of black boots fills spot #4 on this list. Just like their Wolverine brethren, Red Wing has a long heritage of delivering sturdy boots made to last. This pair of Beckman boots knocks down the price compared to the 1000 Mile pair listed above, but that in no way detracts from the quality. These have that same reinforced sole and Goodyear welt construction that should make resoling possible down the line — practically like getting a new pair of boots for far less than full price. And in this case, the bottom sole is stitched to the midsole, meaning these boots can more than stand up to the abuses of winter weather. Notably, the leather on this pair is richer in color than your typical black leather — it has a luxurious, almost burgundy-like tint to it. Throw ’em on with dark denim, a henley and a shawl cardigan or pair them with slim burgundy cords and a crewneck sweater.

#5. Florsheim Gaffney Wingtip Boots — $150

A wingtip option that combines tan leather with a grippy-looking sole.

A wingtip option that combines tan leather with a grippy-looking sole.

The final pair on this list is the first and only set of wingtip boots on here —mainly because of the fact that while inherently stylish, incredibly nice wingtip boots (like the Allen Edmonds Dalton) don’t always do the best job of beating back the snow and slush. If you have a pair in your closet though, give them a try — after all, $400-plus boots don’t deserve to just sit around! The Florsheim Gaffney is a slightly more upscale replacement to JCP’s much-loved Stafford Camlin and Stafford Deacon wingtip boots, but in a louder “toffee” color. That makes them a little more eye-catching and slightly less versatile than the darker brown options on this list, as tan doesn’t necessarily sit as well under, say, khaki chinos or dark charcoal trousers. They would, however, pair just fine with dark denim and navy chinos, for example. And the sole on these boots looks to have a fair bit of grip as well, which is a definite positive for stepping outside in these chilly temperatures. The leather also looks to have some texture, a nice way of adding a bit of visual interest to fall and winter outfits.

Although many of these boots are up there in price, the benefits are well worth the extra dollars, as a great pair of boots can combat slush, snow and ice without needing a change for working hours — or dinner and drinks out later.

Got a favorite pair of winter boots? What other options would you add to this list? Leave it all below! 

Additional note: Look for a Reader Giveaway Opportunity coming up on the blog! I’ll be giving away a Linjer Leather Goods wallet! Details coming on Wednesday. Thanks for reading! 

 

Style Suggestion: Christmas Time

If you’re anything like me, the last few days before Christmas are a bit of a scramble to finish wrapping gifts and getting everything set for two special days — Christmas Eve and Christmas. Ideally, since this time is most often spent with family, it’s good to not have to think too much about what to wear on those days. And it’s wise to not overdo it too much, either — but you should still dress to impress (although Christmas is one of those days where it’s OK to wear your pajamas all day). Let’s take it from the top with an outfit that could work on both Christmas Eve and Christmas.

The Sweater

Elbow-patch wool crew (Alternative: Fair isle crewneck sweater)

Different texture, and with elbow patches for variety.

Different texture, and with elbow patches for variety.

In most parts of the country this time of year, it’s pretty cold (including New Hampshire, where the Siblings With Style operation has gone mobile this week). That’s why a sweater will work more than sufficiently to stave off the chill. But, use some more variety here than with a standard v-neck sweater.

That’s why a donegal wool crew (the above option pictured is from Frank & Oak) does the job nicely. The wool’s texture is subtly different from a classic merino or wool sweater (note the flecks in the fabric), and the crew neck means this can be worn more casually atop a plain t-shirt. The elbow patches break up the outfit by adding another subtle textural difference, and that touch is certainly a modern take on an older classic. The same holds true for the fair isle crewneck alternative. The pattern is perfect for the holidays — it’s certainly ‘of-the-moment’, but it incorporates a cold-weather feel, too. And in slim new iterations from places like J. Crew and even Old Navy, the fair isle sweater fits the mold of a nice modern update. Additionally, because that fair isle pattern is louder, it can easily be dialed down by pairing it with the perfect pair of dark denim.

The Shirt

Chambray shirt

Workwear details and rough cold-weather texture.

Workwear details and rough cold-weather texture.

Assuming you stick with a nice wool crew, it’s wise to keep your shirt in the same casual area. That could mean as something as simple as a charcoal or grey t-shirt, but if you’re stepping out of the house to visit family or heading to a casual party, a collared shirt is probably the more polished way to go. It’s easy here to turn to a simple white or blue Oxford cloth button-down, but the slightly unique texture of the sweater calls for a slightly more unique shirt. Chambray is the ideal in-between medium —a step up from an OCBD in terms of visual interest, and able to be worn in fall and winter with equal ease — the rough, workwear-inspired roots of chambray are the answer to colder temps in the later parts of the year, including around Christmas.

The Pants

Slim chinos

Hawkings McGill chinos from Urban Outfitters.

Hawkings McGill chinos from Urban Outfitters.

Even though Christmas is a decidedly casual holiday when it’s spent at home, the day before and the day itself present a variety of potential style situations. If both days are spent at home, a lighter-washed, more casual denim, kept slim and with some distressing (yes, some) could be your ticket to casual style. But in both instances, slim chinos in a neutral color (as seen above) work perfectly.  Something in a darker fall or winter shade (like burnt orange or burgundy) could definitely work as well. In this instance, chinos allow you to be a bit more polished at home or just as ready to jump up and head out to a movie or dinner, a place where jeans might not go a long way.

The Shoes

‘Classy’ boots

A high-quality boot with years of history behind it.

A high-quality boot with years of history behind it.

As with much of the day, this is one holiday where not a lot might be required of you in terms of errands, chores or, well, much of anything involving leaving the house. But, if the day involves trekking through some snow, a sturdy pair of boots is the way to go when the weather turns frosty.  When you add a different component (like a slightly different color) outside of a standard wingtip or ‘work’ boot, the right pair of shoes can work across multiple seasons and situations. That’s where the Red Wing Beckman boots come in. The cherry shade of this particular pair is beautifully rich in color and extremely high-quality, if reviews and anecdotal history are any indication (46 out of 51 reviews on Amazon were 4 or 5 star ratings). That red cherry color means that the boot could feasibly be worn with either a black or brown leather belt — don’t worry about matching leathers, here. And the boot’s deep color falls in line with the elbow patches of the sweater and the rough texture of the chambray shirt — all subtly different touches from typical items.

The Rest

Camp socks and casual leather watch

Thick and warm socks to stand up to the heat.

Thick and warm socks to stand up to the heat.

Is $16.50 a lot for a pair of socks, like the J. Crew option as shown in the link? Definitely. But, if it’s particularly chilly where you live, a nice, thick pair of socks could see a lot of duty in the fall and winter, so it’s a slight investment in the grand scheme of things. That particular pair has some notes of blue and black that would play off other colors in the outfit, like the sweater, shirt and chinos. That’s a little touch that can go a long way in complementing an outfit, something any good pair of socks should accomplish. Because the outfit is casual overall, leave the stainless steel dive watch in the box this time, and reach for a cheap (yet still polished-looking) watch like a Timex. It’s a leather strap but still maintains a field-ready look, and again, don’t worry about matching leathers with the shoes here.

There you have it. Enjoy the Christmas season with family and friends, and do your best to look your best in the process. Merry Christmas, happy holidays and thanks for reading!

-Beau