Online Shopping Picks: The Best Men’s Boots for Winter

Are you ready for cold weather? Like, really cold weather? Hopefully so — if not, that’s what we’ll take care of today with a full rundown of the best men’s boots for winter on your favorite #menswear blog (uhh, over here — that would be The Style Guide … right?). If you followed along throughout December, we’ve already got you covered with dressing for snowfall, and the below men’s boots selections follow a similar vein — so unlike leather chukka boots for fall, we’re going a bit more rough-and-tumble. Think stomping through feet of snow as opposed to stepping through slush — looks are still a consideration, but so are functionality and toughness. Hopefully, you’ve also got warm winter accessories on-hand; if not, this here site will be offering a full selection of stylish picks in the coming weeks. OK, ready to bundle up and get to work? Read on below, and follow along on Twitter and Instagram for a daily dose of men’s style.

#1. Woolrich Footwear Squatch Boots — $148.98

Sturdy, tough, well-built boots for winter. Oh, and they're under $150 -- crazy, right??

Sturdy, tough, well-built boots for winter. Oh, and they’re under $150 — crazy, right??

See, told you we were going for a bit more function instead of form — right? The tough-as-heck Squatch Boots are fully built for winter weather, starting with the waterproof suede and wool upper and rolling right on through to the comfort footbed and Goodyear welt construction. The Fully Wooly insulation — clever name, yes? — provides warmth down to -25 degrees Fahrenheit. Yes, that low. Throw these on with flannel-lined chinos, a classic chambray shirt and a shawl-collar cardigan when you just don’t feel like stepping outside … but you totally have to get out there.

#2. G.H. Bass Buxton Boots — $425

A handsome, functional and tough pair of leather boots fit for anything.

A handsome, functional and tough pair of leather boots fit for anything.

Tough boots that look fantastic can be a bit tough to find sometimes — that’s not the case with the G.H. Bass Buxton Boots. In short… oh, my. These sturdy moc toe boots are made in Maine with a  durable outsole, contrast stitching and the type of rugged construction you’d expect from a domestically made pair of boots. The Chestnut color is rich and should break in nicely, and the rawhide leather laces are a solid, vintage-inspired touch. These boots are fit for a rugged business casual Friday and of course, plenty of weekend coffee outings this winter.

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#3. Red Wing Moc Boot in Rough & Tough Leather — $249

Classic Red Wing moc toe boots that are ready for just about anything this season.

Classic Red Wing moc toe boots that are ready for just about anything this season.

If a boot features the words “Rough and Tough” in its title — and if said title refers to the leather used to make that boot — odds are, it’s pretty fit for battling winter weather. With a Goodyear welt and a Traction Tred surface that’s ready to take on slippery surfaces, these are handsome, durable boots that’ll sit just right under everything from slim wool trousers to winter denim (check out the link — winter denim exists!).  And while everyone loves a rugged-refined pair of brown leather boots, there’s an argument to be made for black leather boots — especially a casual pair that offers a solid change of pace.
Paul Fredrick MenStyle
#4. Thursday Boots Commander Boot in Blarney Stone — $249

A combination of sporty hikers and rich Horween leather makes these guys a heck of a pair of winter boots.

A combination of sporty hikers and rich Horween leather makes these guys a heck of a pair of winter boots.

In keeping with a blend of fashion and function, the Commander Boot is about as good as it gets for the price. We (and by we, I mean me) love Thursday Boots on the blog, and this particular boot is a fine addition to that list. It’s got the same sporty construction as the lauded Color No. 8 Diplomat Boots, starting with the Vibram Christy sole for a bit of a sneaker boot-inspired look. The hiker silhouette is classed up with beautiful Horween leather, and the full glove leather interior liner provides an easy transition for slipping into and out of these boots. Pair ’em with chinos, pair ’em with slim dark denim and try them out with a wool blazer at the office — seriously.

With a shearling lining and waterproof construction, these boots could become a multi-day pair every week.

With a shearling lining and waterproof construction, these boots could become a multi-day pair every week.

It seems with Johnston and Murphy, you really can get the best of both worlds. That is, waterproof functionality and seam-sealed construction, plus a combo sheepskin-and-mesh lining for performance and comfort. And it all comes wrapped in a classic brown leather plain toe boot that should stylishly complement tough denim or Donegal trousers with ease. The lugged rubber sole finishes these things off with a bit more durability, too.
Alright, did you add a few more boots to your style wish list? Perhaps? Or, did you pick up a pair right away? Dealing with tough winter weather is that much easier when you’ve got the right gear for it — whether you pick up something more functional like the Woolrich Squatch Boots via Huckberry, or you stick with rugged and refined boots like those G.H. Bass Buxton Boots, the right pair of footwear is going to make a huge difference in your commute and your winter adventures. Any additions to this list? Let me know on The Style Guide’s Facebook page — and stay tuned for more picks covering all things winter style in the coming weeks on the blog.

#OOTD: How to Layer Up This Winter

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD series will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

So, first things first — I hope y’all had a great Christmas. I know I enjoyed spending mine with family in lovely, sunny Florida (you can check out the full trip recap here). And with that being said, it’s time to get back to dressing for a decidedly colder NYC winter — perhaps it’s chilly where you are as well, and if that happens to be the case, well … The Style Guide is here to help with the latest entry in our #OOTD series. We’ve discussed casual cold-weather style moves this fall and winter, from dressing for a weekend coffee date to layering up with a crewneck sweater. The below #OOTD builds on that approach with a bit more tailored flair. It seems there re a myriad number of ways to go about dressing for a cold day — either on the weekend or during the week — but what about when you feel like mixing more formal pieces into a casual ensemble? Say, when dressing for Sunday brunch and a stroll around town, or a nightcap at your favorite local watering hole — times when you could wear jeans but, well, don’t quite feel like it. We’ve all been there, right? The below #OOTD mixes in picks that are both classic and casual, durable and slightly dressier. I won’t ruin all the fun, though — the entire #menswear ensemble is below. As always, your comments are appreciated and welcomed — seriously!

A mixture of rugged and refined pieces for winter layering.

A mixture of rugged and refined pieces for winter layering.

The Jacket: Grayers Montana Waxed and Quilted Parka, $225 — The jacket in this look — available via the fine folks at Huckberry — is exhibit A when it comes to a heritage-inspired, yet surprisingly versatile, piece. And if you live in a more temperate climate, the Taylor Stitch Rover Jacket also works in this instance.

The Shirt: JackThreads Plaid Poplin Shirt, $39 — The great folks at JackThreads do casual shirting as well as anyone in the business, and this slim-fitting plaid shirt provides a welcome pop of winter-friendly color. You could always throw on something like the Todd Snyder x Champion Pocket Sweatshirt if it’s particularly cold.

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The Pants: JACHS NY Navy Herringbone Suspender Pants, $125 — This is the part of the ensemble where high-low style comes into play — these nicely tailored cotton herringbone pants feature an eye-catching windowpane pattern that’s just different enough from the large plaid shirt to work.

The Belt: Tanner Goods Classic Belt in Hickory, $99.98 — First off, why a belt with suspender pants? Well, it’s nice to have the option, and not everyone owns a pair of suspenders — ya dig? And if you’re going to invest in a beautiful brown leather belt, one from Tanner Goods is the way to go.

The Boots: Thorogood Dodgeville Boots in Cognac, $375 — Maybe it’s just me, but I find it very hard to pass up a great pair of durable leather boots — and the Dodgeville Boots are equal parts handsome, tough and ready for situations both a bit dressier and more casual.

The Socks: United By Blue Ultimate American Sock, $29.98 — Lest we forget that it’s likely freezing outside when throwing on this outfit, you’re going to need tough, warm socks. The Ultimate American Sock  has all the comfort you need.

The Watch: Timex + Todd Snyder Red Wing Leather Chronograph, $158 — If you haven’t acquainted yourself with the ongoing Timex + Todd Snyder collaboration, this is a great time to start. This particular watch is tough, durable and handsome.

The Scarf: Abraham Moon for J. Crew Wool Scarf, $59.50 — Even right down to your accessories, you can add a few dressier touches. This beautiful plaid wool scarf plays nicely off the orange plaid shirt and the windowpane trousers — and it’s relatively affordable for the quality.

Frank & Oak

So, do you feel prepared to take on the cold? Maybe? Just a bit? I hope so. The key with dressing for cold winter days is mixing tried-and-true favorites with unique pieces — that is to say, it’s nice to be able to wear your favorite brown leather boots with something a bit more eye-catching, like the Grayers Montana Parka. Tough and rugged accessories like the reliable-as-heck United By Blue Ultimate American Socks are going to provide nice contrast to dressier pieces (like the J. Crew wool scarf), and you can hardly ever go wrong with a heritage-inspired leather watch from the likes of Todd Snyder. Don’t forget that you can mix and match these pieces during the work week, too — particularly the navy windowpane trousers. If you’ve got questions or feedback on this #OOTD, let’s hear it in the comments. Layer up and stay warm out there!

-Beau

Signs of Light: A December weekend in Baltimore

Layered up for a pit stop at Artifact Coffee. Wool-Blend Topcoat by Old Navy. Snow Bridge Cardigan by Eddie Bauer. Denim shirt by JackThreads. Travel Jeans by Bonobos. Lockridge Moc Toe Boots by Cole Haan. Calypso Watch by MVMT Watches. Glasses by Frameri. Cashmere hat by Club Monaco.

Layered up for a pit stop at Artifact Coffee in Baltimore. Wool-Blend Topcoat by Old Navy. Snow Bridge Cardigan by Eddie Bauer. Denim shirt by JackThreads. Travel Jeans by Bonobos. Lockridge Moc Toe Boots by Cole Haan. Calypso Watch by MVMT Watches. Glasses by Frameri. Cashmere hat by Club Monaco.

As I traveled down the East Coast this past Friday morning, I was able to look back on a heck of a lot of things besides the crisp winter scenery. It was outstanding to reflect on a great year of work, of time with family and friends, of travel and a great year of celebrating some of my passions — including live music and menswear, all rolled into one. And it was as good a time as any for this Style Guide author to catch a great show and bring along some of my favorite men’s style essentials, yet again. My travels this time around took me to the unique and ever-changing city of Baltimore to see joyous indie folk rockers The Head and The Heart — that’s a definite recipe for success. I’ve been really lucky to be able to travel in style (of course) so frequently to see great bands, from an upstate trip to see Lucius to a weekend trip to Providence to see (perhaps) my favorite band, West Coast indie rockers Local Natives. So it was fitting that on one of the last weekends of the year, I took to the trail again. What did I bring with me? Only the best gear I could pack into my Owen & Fred weekender bag — you knew that bag was sturdy as heck and travel-friendly, right?

Rugged layers for a chilly weekend. Wool Shirt by Abercrombie & Fitch. Yosemite Shirt by Taylor Stitch. Donegal Trousers by JackThreads. Red Wing Leather Waterbury Chrono by Timex _ Todd Snyder. Ranger Gloves by Grifter Company. Glasses by Frameri. Cashmere hat by Club Monaco.

Rugged layers for a chilly weekend. Wool Shirt by Abercrombie & Fitch. Yosemite Shirt by Taylor Stitch. Donegal Trousers by JackThreads. Red Wing Leather Waterbury Chrono by Timex _ Todd Snyder. Ranger Gloves by Grifter Company. Glasses by Frameri. Cashmere hat by Club Monaco.

As seems to be the case with the weather across much of the country, the weekend was an especially frigid one in Baltimore — and NYC. For my train ride down the coast and a day exploring Baltimore, I layered up accordingly as seen at the top of the page, starting with my trusty JackThreads denim shirt. Of course, a stylish shawl cardigan proved a crucial layering piece given the chill, and I prepared accordingly with the durable, thick-knit and unique Eddie Bauer Snow Bridge Cardigan. I topped those layers off with the slim, warm Old Navy Wool-Blend Topcoat, an unexpected offering from a brand that keeps improving its apparel and outerwear game. For a blend of flexibility, comfort and style — crucial when sitting on a train for a few hours, then moving about the city — my trusty Bonobos Travel Jeans in Allegheny Oak fit the bill perfectly, and played nicely in terms of color off my sturdy, tough-wearing Cole Haan Lockridge Moc Toe Boots. You might recognize those boots from this site’s piece on how to dress for the first snowfall, and they’ve got plenty of weather-ready bells and whistles — they’re waterproof and feature the brand’s Grand.OS technology, for starters. When paired up with my reliable-as-ever MVMT Watches Calypso Watch and tough accessories like my Grifter Company Ranger Gloves, I was more than set to battle the chill.

I also brought along my trusty Brothers Leather 810 Wallet .It’s a beautiful, handmade and essential wallet — and you can get 15% off that wallet, or any Brothers Leather item, using the code ‘BrotherBeau15’! Seriously, look into upgrading your everyday carry ASAP. Know that the next time you hit the road to a chilly locale, you should pack as many durable winter accessories as you can, too.

The everyday carry for a quick road trip. Ranger Gloves by Grifter Company. Wallet by Brothers Leather (Get 15% off with the code 'BrotherBeau15'! Calypso Watch by MVMT Watches. Pen by Owen & Fred.

The everyday carry for a quick road trip. Ranger Gloves by Grifter Company. Wallet by Brothers Leather (Get 15% off with the code ‘BrotherBeau15’! Calypso Watch by MVMT Watches. Pen by Owen & Fred.

Stop number one on my trip? Of course, a stellar coffee shop — that’d be Artifact Coffee, and I’d absolutely recommend a trip of your own if ever you get to Baltimore. It’s a rustic backdrop for a tasty egg-and-bacon English muffin and a rich cup of coffee, plus some quiet writing and reflection. Properly caffeinated following an early train ride, a stop at one of the city’s neat menswear shops was in order. 16Tons — not a far walk from Artifact — is packed to the gills with vintage menswear, including sturdy tweed blazers, stonewashed denim jackets and a fair selection of tough moto boots. With my fill of menswear shopping, it was time for a much-needed burger at the lauded Abbey Burger Bistro — add the Guinness cheddar to your burger and top it off with a local Union Red Foxy IPA. I walked off the burger with a stroll through the neat Inner Harbor and Federal Hill areas of Baltimore, filled with beautiful red brick historic homes.

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With a great lunch and a great day of exploration around Baltimore behind me, I was more than ready for a long-awaited show from The Head and The Heart — seeing as I missed the band’s NYC tour stop in October after years of listening, it was high time I got around to seeing them. Looking back on 2016, the group’s stellar third album, “Signs of Light,” was one of my favorites for its joyous, uplifting message, powerful harmonies, subtle pop influences and soaring guitars. It’s the kind of music we need a bit — or a lot — more of, and it resulted in a stunning live show that was a joy to watch.With a full day to look ahead to the show, I was beyond excited — and because I packed light and relied on style staples like the tough-yet-comfortable Cole Haan Lockridge Moc Toe Boots and the durable MVMT Watches Calypso Watch I was able to transition from day to night and fully enjoy the concert.

Checking out a new music venue in a new city is always a neat endeavor, and a packed Ram’s Head Live didn’t disappoint. The buzzing,  multi-level venue also drew a nice crowd for folk rock trio Joseph, themselves a group quickly on the rise and capable of producing some powerful songs in the vein of Lucius or HAIM — yes, they’re that good.  And they nicely complemented a beautiful performance from The Head and The Heart, who absolutely didn’t disappoint. I’d recommend you see them as soon as you can — the band’s beautiful vocals and soaring songs — soaring is the only way to describe it — were incredible. From the opener “All We Ever Knew” to a huge rendition of “Rivers and Roads” and stirring, fun versions of “Lost in My Mind” and “Shake,” it was among the better shows I’ve seen this year — and that’s saying something!
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With an amazing live show in the books, I looked ahead to an excellent Saturday of Baltimore, including an amazing brunch & Bloody Mary at Baltimore institution Miss Shirley’s. Of course, a delicious, rich Nutella latte from 3 Bean Coffee was also in order. With chilly temperatures in the forecast yet again, I went with sturdy layers to fight the cold.. Namely, my slim and refined JackThreads Donegal Trousers provided a bit of a high-low style complement to my heritage-inspired Abercrombie & Fitch Wool Shirt. Given the blustery, frigid weather, I also threw on my much-loved Taylor Stitch Yosemite Shirt, as seen at the top of the post. It’s a soft, warm and essential layering piece. And on the watch front, it doesn’t get any better than my rugged and durable Timex + Todd Snyder Red Wing Leather Chronograph, all of which helped me navigate Baltimore in warmth and good time — seriously!

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Unique, versatile layers for a blustery Brooklyn day. Wool-Blend Henley Sweater and Belted Shawl Cardigan by Abercrombie & Fitch. Kinzie Jeans by Mugsy Jeans. Sutter Boots by CAT Footwear. Red Wing Leather Chronograph by Timex + Todd Snyder. Socks by To Boot New York. Wallet by Brothers Leather (get 15 percent off Brothers Leather goods with the code ‘BrotherBeau15’!

Unfortunately, my trip was over much too soon, and it was time to head back to  NYC. The ceaseless cold weather showed no signs of relenting on Sunday, so I again reached for critical layers, starting with a brand-new, rugged-and-refined Abercrombie & Fitch Wool-Blend Henley Sweater. It’s a rich addition to any wardrobe, affordably priced and featuring a neat blend of sport and heritage-inspired style. For an afternoon spent exploring Williamsburg, I accented the sweater with a distinctive Abercrombie & Fitch Belted Shawl Cardigan — you can expect to see a lot more of this unique, comfortable layering piece soon. On the footwear front, I found myself reaching once again for my durable, tough CAT Footwear Sutter Boots — the brown burnishing is a handsome and classic design touch. And whether in cold weather or on a warm, sunny day, you really can’t go wrong with the ridiculously comfortable Kinzie Jeans from Mugsy Jeans, made with a ton of stretch for ease of movement. I complemented the ensemble with the Timex + Todd Snyder Red Wing Leather Chronograph yet again — it’s a tough watch to pass up wearing!

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As I bundled up heading back through Brooklyn, it was great to be able to reflect on a stellar weekend. It featured some of my favorite things — live music, menswear, travel and a requisite helping of craft beer and great burgers! It doesn’t really get any better, especially packed into the span of a few days. And any time I get to spend at my favorite spots in Brooklyn is also time well-spent. It’s been a whirlwind month of December — and a whirlwind year — but I’m really thankful to get the chance to travel, see great shows and bring along stylish menswear in the process. If you’ve got your own holiday travel coming up, I hope it goes well — and if you’ve still got gifts to buy, check out our men’s holiday gift guide, along with the women’s holiday gift guide. Happy shopping!

Thanks as always for reading — stay stylish!

-Beau

#OOTD: How to Style a Crewneck Sweater This Winter

Editor’s note: You’ve surely seen this hashtag lots of different places, including on Instagram. But how does that carry over to real life? The #OOTD series will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

So, welcome back to the #OOTD series here on The Style Guide. The above headline might seem a bit familiar — after all,  a slim crewneck sweater is a personal favorite of this blog, and it’s as well-suited for casual, rugged fall style as it is for layering in the early stages of winter. And the particular sweater that’s being featured today is as close to a perfect reinterpretation of a classic style as we’ve got — especially from lauded American menswear designer Todd Snyder. But what differentiates the below #menswear look from other features here on the blog? We’re throwing in more weather-ready layers, for one. And we’re mixing high-low style staples like a slim topcoat with everyday wardrobe staples. If you find you don’t have any of the picks below, it’s as good a time as any to get shopping. Got additional picks to add to the below list? Hit me up on Twitter, or check out the Instagram feed for a look into what makes The Style Guide (AKA, me) tick.

A high-low way to wear a crewneck sweater this winter. Not bad, ehh?

A high-low way to wear a crewneck sweater this winter. Not bad, ehh?

The Sweatshirt: Todd Snyder x Champion Pocket Sweatshirt, $98 — The Todd Snyder x Champion line is packed full of stellar, heritage and sportswear-inspired pieces. This Pocket Sweatshirt is exhibit A in  that regard — it’s comfortable, easy to layer and potentially your new favorite sweatshirt.

The Shirt: Life/After/Denim Windom Oxford Shirt, $128 — More than $100 for a classic Oxford shirt? Well, when it’s made from premium yarn-dyed cotton in a slim cut, it’s worth the investment.

The Topcoat: JackThreads Tieman Topcoat, $149 — So, here’s where a bit of that high-low style comes into play. The “topcoat-over-a-crewneck” look is something perfected by the likes of David Beckham, so I’d say it’s Style Guide-approved.

The Denim: Buck Mason Black Slim Stretch Denim, $175 — From the makers of your favorite short-sleeve chambray shirt comes a fantastic pair of slim black denim — just as ready for a  rock concert as a casual weekend coffee date. What belt to wear? Well, brown and black can work casually (keep reading), so reach for a braided leather belt.

The Socks: American Trench Fair Isle Sock in Merino/Cashmere, $28.98 — So, some of the picks in this particular #OOTD are quite pricey — including these socks. But American Trench does things as well as anyone when it comes to stylish, durable accessories.

The Boots: Thorogood Dodgeville Boots in Cognac ,$375 — Need another pair of durable, rugged leather boots in your closet? This handsome, versatile and easy-to-wear unlined pair of Thorogood Dodgeville Boots are a nice way to amp up the slightly more casual crewneck sweater.

The Watch: MVMT Watches Calypso Watch, $145 — From the stellar new Modern Sport Collection by MVMT Watches, the Calypso is a particular highlight. It’s got the handsome look of a rugged Tudor watch at a fraction of the price. Since it’s a casual outfit, a black rubber strap can work alongside the cognac Thorogood boots.

The Hat: Columbiaknit Marled Watch Cap, $17.98 — Sometimes, you don’t need to go too fancy with your winter accessories. In this case, the Columbiaknit Marled Watch Cap is neutral, simple and quite functional in the cold.

And, well, that’s all she wrote. When it comes time to layer up on a casual-but-cold day at the office or around town, you nearly can’t beat a stylish crewneck sweater — especially one made from premium materials. And pieces like slim black denim and a classic navy Oxford create a bit of a unique one-two punch, particularly when accented by an affordable (yet great-looking!) camel topcoat. When you top it all off with rugged, eye-catching cognac leather boots, it’s a mixture of pleasing colors and textures that work well when put together (yes, even the black denim and brown boots). Of course, you can’t go wrong with a warm winter hat or well-made Fair Isle socks. In fact, this head-to-toe look might just become one you break out time and again — at least, I hope so.

Stay stylish, and stay tuned for a (relatively) last-minute holiday gift guide coming tomorrow.

Thanks for reading!

-Beau

Style Pick of the Week: Original Chippewa Service Boots

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.

Chippewa Original Service Boots

A rough-and-tumble pair of boots ready for winter style and exploration in equal parts.

Now, in recent weeks on The Style Guide, we’ve turned our attention to versatile essentials — like a stylish bomber jacket and a durable leather watch — but what about your winter footwear game? Seeing as we’re into December now, that’s where the Original Chippewa Service Boot is likely to come in mighty handy. Perhaps you’re dealing with the first — or second, or third — snowfall of the year and you want a durable, tough and rugged boot that’s still office-appropriate … once you kick off that snow at the door. Again, the Original Service Boot is a heck of a pair of footwear to pick up. It’s got a heartier construction and feel to it than something like the sleeker, dressier Astorflex Chelsea Boot — as seen on this blog earlier this fall — so this sturdy pair of Chippewa boots is going to stand up to all kinds of winter snow and slush. In fact, it’s a prime pick for casual, rugged style combos. And the best part about it? Unlike a more functionally inclined boot like the Danner Mountain Pass, this set of boots is still more than ready to pair up with  cold-weather business casual combos, too. How so? Think a wool blazer and a classic chambray shirt, plus slim dark denim on chilly days.  Oh, and the handsome Tan Renegade color is just an added bonus in terms of versatility. Yes indeed, if you consider yourself a fan of stylish winter boots, it’s yet another pair to consider adding to your #menswear rotation. Why exactly should you do that? Just as with lots of products sold via Huckberry, the difference is in the details — and then some.

Original Service Boots

In a rich, versatile Tan Renegade color, these leather boots represent serious everyday style.

Just like the full run of tough Original Chippewa boots sold through Huckberry, the Service Boot is 100 percent handcrafted in the U.S.A. That translates to a higher price point, yet also results in greater transparency, better quality and the type of style you’ve come to expect from the brand. The Goodyear welt on the Original Service Boot means they’re durable to begin with, but also come with the option be re-soled when you’ve put quite a few miles on them. The beautiful full-grain leather on the Service Boot will break in beautifully, too. Again, while you could always reach for a sleek pair of leather chukka boots or leather wingtips, those pairs aren’t going to stand up to the elements quite like the rugged-refined Original Chippewa Service Boot. The price point is definitely investment-worthy, don’t get me wrong. That’s why you should wear these boots confidently with everything from a waxed trucker jacket and burgundy corduroys to a slim crewneck sweater and olive chinos — seriously, try both of those combos for a bit of high-low weekend or weekday style.  With premium finishing touches like leather laces and nickel-finished eyelets, the Original Service Boot is a pair you can confidently wear on a bar crawl, to a rock concert or on a casual weekend coffee date — all in the same week. Get your pair of the Original Chippewa Service Boot while they’re around.

Shop the Original Chippewa Service Boot via Huckberry.

Have any questions on these boots? Better yet, want to recommend a Style Pick? Let’s connect on Twitter, y’all.

Style Suggestion: What to Wear to Thanksgiving Dinner

Editor’s note: Surf The Style Guide for more menswear suggestions for every occasion.

Ladies and gentleman, Style Guide fans and first-time readers … drum roll please … presenting the fourth (yes, FOURTH) Thanksgiving day style suggestion on this blog! It’s pretty wild. And yes, I said the same thing last year when reflecting on past entries. After all, that’s what this holiday is all about, right? The chance to sit back, reflect and think on all the things for which we’re thankful. From friends and family to my career in New York City to this blog, I’m thankful every day for the chance to do what I love, and share it with great people. It’s definitely on my mind as I prep to travel to Florida for the holiday — and given the impending warm weather, my travel style looks a bit different than the suggestion below (if you’ll be in a warm climate yourself, give these warm-weather style tips a once-over). Whether your holiday takes you somewhere a bit more casual or somewhere that calls for dressing to the nines, I hope you’ll pick out useful pieces from the below — or the whole outfit, maybe? At any rate, follow along via Instagram and Twitter for more useful style tips. Stay warm, travel safe and enjoy the holiday in style. Thanks, as always, for reading!

The Sweater: JackThreads Bear Sweater — $64

A sweater with a bear on it? Sure thing.

A sweater with a bear on it? Sure thing.

Yes, folks — that’s a sweater with a bear on it. A bit whimsical and fashion-forward? Slightly. A fun way to nod to the holiday season with a bit of color? It’s that one, too. It’s a fun piece that isn’t for everyone — a slim cardigan would also do the trick — but it’s a way to channel throwback vibes that seem to be everywhere in recent years, from retro leather sneakers to well, printed graphic sweaters. You could always grab a stylish crewneck sweater — sans the print — if you’re so inclined.

The Shirt: Taylor Stitch Everyday Chambray Shirt — $118

Taylor Stitch

It just doesn’t get any better than the Everyday Chambray Shirt from Taylor Stitch.

From transitional fall style to a weekend coffee date and nearly everywhere in between, the Taylor Stitch Everyday Chambray Shirt has your back — and then some.  It’s a true four-season shirt made with a 7oz. Japanese chambray that’s durable but not overly heavy. In short, it’s ideal for layering under that nifty sweater — or wearing on its own with the sleeves rolled up if you happen to be in a warmer location. The folks at Taylor Stitch get plenty of things right, and this much-loved slim chambray shirt is perfect for the holiday season — or really, any time of year.

The Pants: Flint & Tinder 365 Khaki Pant — $98

The ideal in-between option for Thanksgiving -- crisp enough to go dressy, casual enough to with a chambray shirt.

The ideal in-between option for Thanksgiving — crisp enough to go dressy, casual enough to with a chambray shirt.

Now, the 365 Khaki Pant from Flint & Tinder has proven to be a hot seller in recent weeks, so you might be better off snagging slim chinos from the likes of Bonobos. Heck, even a pair of Flint & Tinder denim might work in a pinch if you decide to go a bit more casual with your look. But if you do stick with the 365 Khaki Pant, you’re getting a classic five-pocket pant with quality construction and the sort of versatile style that works as well on Thanksgiving as it does during a spring Friday with your favorite pocket tee — that versatility is worth the price tag, and then some.

The Boots: Johnston & Murphy Karnes Captoe Boots — $198

A durable lug sole blended with a handsome tan color and a functional wool collar.

A durable lug sole blended with a handsome tan color and a functional wool collar.

Assuming you live in a state where it might be just a tad bit chilly or snowy, sturdy, stylish leather boots are going to be your best bet for fighting the weather and looking great.  With a comfortable and functional wool collar, sharp detailing across the toe and a rich tan color, the Karnes is the perfect complement to a rugged chambray shirt and slim five-pocket pants. They’re refined, yet still able to stand up ably to any foul weather — and the price ain’t half-bad, either.

The Watch: Armogan Spirit of St. Louis Chronograph — $194.98

Vintage numerals blended with triple chronograph functionality in a handsome package.

Vintage numerals blended with triple chronograph functionality in a handsome package.

When you need accessories that find that tricky middle ground between casual and dressed-up, where to turn? Well, Huckberry  has you covered — at least when it comes to the Armogan Spirit of St. Louis Chronograph. With a vintage-inspired dial inspired by the single-engine plane piloted by Charles Lindbergh, it’s a handsome conversation starter (and it’s not related to politics or your dating life, either). The triple chronograph movement adds functionality to a crisp white dial — and the whole thing will look great every other day of the year, too.

A straightforward casual leather belt with fall-ready texture.

A straightforward casual leather belt with fall-ready texture.

If you’re spending some extra coin on a slim chambray shirt and a stylish casual watch, there are ways to cut back your spending a bit elsewhere. An easygoing casual belt from J. Crew Factory is step one in that regard — you’re getting a braided leather belt with seasonally appropriate texture, one that strikes the right tone with the casual-rugged vibes of this ensemble. Ya dig? Good.
Textured cotton socks that complement the rest of this outfit ever so slightly.

Textured cotton socks that complement the rest of this outfit ever so slightly.

You didn’t think we forgot about socks, did you? The difference is in small style details, and whether you keep your shoes on in your own home or someone else’s, a pair of well-made comfortable socks are a nice thing to have in your top drawer. Seriously, no one wants to have ratty socks as you walk to get that turkey sandwich — right? American Trench makes some of the best pairs in the game, and these pair perfectly with the cream sweater, blue shirt and khaki pants.
The Hat: Carhartt WIP Key Ribbed Beanie, $35 (Available via East Dane)
Simple, stylish and effective -- everything a good beanie should be.

Simple, stylish and effective — everything a good beanie should be.

This particular beanie has come up before from the good folks at Carhartt WIP. The brand makes pieces that merge functionality and a slightly fashion-forward approach, but this simple ribbed navy beanie is as straightforward as it gets. Particularly if you get outside for a game of backyard football, you’ll want a beanie that can keep you warm and work with the rest of your outfit — no athletic logos in sight on this thing.

Beckett Simonon

The above #menswear ensemble goes to show you that great style can go a long way, even when spending the day surrounded by family and friends — possibly in your own home. Starting with classic, essential basics — like a stylish chambray shirt and khaki pants — allows you to have a bit of fun with a printed sweater. And when chilly weather comes calling, rugged-refined leather boots a navy beanie are just the ticket in terms of versatile, functional style. Plus, the Spirit of St. Louis Chronograph can work just as well for your 9-to-5 grind as it can when spending time with family and friends. How will you be enjoying the holiday? Chime in over on The Style Guide Facebook page when you get the chance.

And of course, know that I’m thankful for all of you who read this blog — we’ve got more menswear in store this week, that’s for sure!

-Beau

Online Shopping Picks: East Dane Event of the Season

Editor’s note: Click through for a full look at other seasonal menswear shopping picks. This post will be updated throughout the day with more picks from the East Dane Fall Sale. 

Here we are again on another lovely day at The Style Guide. Ready to go? More importantly, ready to shop? That’s why we’re here today. Although there’s a whole plethora of digitally shop-able menswear out there, it’s tricky sometimes to get it all in one place. Luckily, that’s where East Dane and the East Dane Event of the Season come into play. Yes indeed, using the code MAINEVENT16 can get you 25 percent off your entire order up to $500, and 30 percent off orders over $500, now through 2am EST (midnight PST) on Sunday, the 16th.  So, those are the nuts and bolts. But what about the clothes? The men’s fashion arm of Amazon takes a premium, nuanced and slick approach to menswear — you get everything from standout Owen & Fred accessories to an array of gear from Todd Snyder to a heck of a selection of durable fall boots, and you get it conveniently under one easily searchable digital roof. Now granted, the site does have some pieces that sway a little more high-fashion (not to mention a tad expensive), but rest assured — whatever menswear itch you might need to scratch, East Dane takes care of it. That made it a pretty difficult endeavor to narrow down their extensive selection to just a relative few picks. But that’s what we did today at The Style Guide — check out a plethora of gear guaranteed to impress for the fall and winter seasons, and beyond. Now, there’s a heck of a lot on the site, so we’re keeping it to the major categories. Shop the East Dane sale while you can, and stick around on Facebook or Twitter for more men’s style tips and advice — yeah?

Outerwear: Z Zegna Light Shell 4-Pocket Field Jacket (Available via East Dane) — $695

A lightweight, city-ready field jacket perfect for layering.

A lightweight, city-ready field jacket perfect for layering.

The Z Zegna Field Jacket is certainly pricey at its normal rate. But given that sale discount, you can snag it now for a much more agreeable price, particularly given the fact that it’s ideal for stylish seasonal transitions. It’s the kind of rare, easily wearable piece from a brand that veers into high-fashion territory. But this field jacket is a simple silhouette with functionality and prime layering potential — especially with fall essentials like a slim henley or a perfect fall cardigan.

Shirting: Z Zegna Slim Poplin Shirt — $245 (Available via East Dane)

Versatile, crisp and essential -- get this pricey poplin shirt for a better deal via this East Dane sale.

Versatile, crisp and essential — get this pricey poplin shirt for a better deal via this East Dane sale.

Is it worth it to spend more than $200 for a white poplin shirt? Ehh, depending on your financial situation, that’s … debatable. But when said white poplin shirt goes on sale? That’s much more agreeable. There’s nothing overly fancy about this shirt, but then again — simple style is sometimes the best. A crisp white (or navy, or black) poplin shirt can pair up with a slim crewneck sweater and leather sneakers on the weekend, it can team with a fall blazer on chilly work days, and it can work when worn untucked with garment-dyed chinos (like in this look). That’s a lot of versatility for one shirt, which justifies the price.

Footwear: Lacoste L. 12.12 Leather Sneakers — $170 (Available via East Dane)

Crisp, easily wearable sneakers at a decent price.

Crisp, easily wearable sneakers at a decent price.

Sizing for these sneakers is already a bit limited, so it’s advisable that you hop on them quickly. A crisp pair of leather sneakers can work wonders in terms of style and versatility even during the colder fall months — wear this navy pair with grey chinos and a tan herringbone wool blazer, and pair them up with a slim cardigan and dark blue denim on the weekends. The price is pretty agreeable for a premium sneaker offering, and it gets you closer to that $500 threshold for 30 percent off, as well. And if you find yourself gravitating more towards boots? Start with our picks for stylish chukka boots.

Accessories: Michael Kors Paxton Watch — $195 (Available via East Dane)

Reasonably priced, surprisingly durable and fit for fall style.

Reasonably priced, surprisingly durable and fit for fall style.

Featuring a black case-and-dial combo and a striking cognac leather strap, this watch is the sort of affordably priced addition to your collection that you didn’t know you needed. Granted, it’s not as affordable as a classic Timex (or even the Timex x Red Wing Waterbury collection), but with 100 meters of water resistance, a slightly unexpected black-and-cognac combination and an easily wearable, classic dial design, it could be worth adding it to your cart this time around.

Bottoms: Todd Snyder + Champion Sweatpants — $118 (Available via East Dane)

Premium sweatpants -- there certainly is such a thing thanks to Todd Snyder & Champion.

Premium sweatpants — there certainly is such a thing thanks to Todd Snyder & Champion.

There’s certainly a ton of Todd Snyder + Champion gear available at nice prices, but if you’ve yet to pick up any of the brand’s knitwear, you’re missing out. Is $100-plus a lot for sweatpants? It certainly is, but if you want to upgrade your casual wear, a pair of these sweatpants is the way to go. Featuring an indigo dye and made out of French terry, they’re both more comfortable and better-looking than whatever sweatpants might be in your drawer right now — ya dig? And again, they’ll help you get over that $500 mark to tip off more discounts. Not a bad thing, ehh?

So, there we go — sorting through a big sale such as the East Dan Event of the Season can be a big endeavor. But as the (hopefully) condensed post above goes to show, it all starts with narrowing down your focus and checking out key categories — and you’d be surprised what you’ll find when you dig a little deeper in bigger sale events. Are you shopping the East Dane Event of the Season? Let me know what you’re picking up in the comments below, or over on The Style Guide Facebook page.

Thanks, as always, for reading — see you for our weekly menswear recap on Friday!

-Beau

Standby, folks — more picks to come!

Standout style: Rocking out at Panorama 2016

Editor’s note: Start here for personal style #menswear coverage.

The heat didn't stop me from rocking out in style. Linen-blend shirt by Old Navy. Silm Light Mercer Denim by Mott & Bow. Natural Diplomat Boots by Thursday Boots. Millbrook Sunglasses by Steven Alan Optical. Mod Watch from the Timex x Todd Snyder collab.

The heat didn’t stop me from rocking out in style. Linen-blend shirt by Old Navy. Silm Light Mercer Denim by Mott & Bow. Natural Diplomat Boots by Thursday Boots. Millbrook Sunglasses by Steven Alan Optical. Mod Watch from the Timex x Todd Snyder collab.

Here at The Style Guide, I’m pretty thankful to get to write about what I love every week. But it’s even better when I get to combine my passions into one post, as I did this weekend when I headed to the first-ever Panorama festival in NYC rocking some great men’s style gear and rocking out to excellent tunes along the way. Panorama was a unique merger of music, art and technology, curated by the same team behind Coachella – and Saturday’s lineup, featuring luminaries like Kendrick Lamar, Sufjan Stevens and The National, was stellar. The festival blended the buzzing atmosphere with some premium food and beverage curated in part by the great folks at Eater.com, too.And of course, the day presented the perfect opportunity for me to combine those aforementioned passions into one heck of an afternoon (although if you follow me on Twitter or Instagram, you’re aware of that!). Now, attending an outdoor festival in the heat of summer might seem like the opportune time to ditch decorum and dress to stay cool, but yours truly thinks just the opposite — bear with me.

Of note, stepping out on Saturday put me right smack-dab in the middle of some very hot weather — it was sunny, beautiful and in the 90s here in the Big Apple.  Even still, I was glad to be there as Panorama took over Randall’s Island, the site of this summer’s Governors Ball festival, (a similarly spectacular weekend). It was exciting to know that a quick subway trip brought me mere feet from (among others), The National, supremely talented purveyors of emotionally substantive music … but more on that in a second. Just know that for now, if you get the chance to see them, it’s a must. And if you manage to get as close as I somehow did, it’ll be even more astounding (just check out this video here, for one!).

Join Frank & Oak Elevate - Enjoy FREE Shipping, Cashback + more at Frank + Oak! Try it now for 90 days, risk free!To tackle the festival in style, I reached for a new pair of Thursday Boots — they’re a big Style Guide favorite for the way they blend price, quality and styling potential, and I tested out the rugged-refined Natural Diplomat Boot this weekend. It’s made from durable Horween leather that provided just the right amount of toughness, edge and style, plus excellent grip and plenty of durability for playing a little air guitar during a high-voltage afternoon set from British rockers Foals. Of course, they had to be able to fight for a spot in the crowd during a visually stunning show by Sufjan Stevens — and before that, I did plenty of rocking out to The National, one of my all-time favorite bands and the group behind one of my all-time favorite albums (that would be Boxer …. or perhaps it’s Trouble Will Find Me …. or maybe Alligator…). The band’s incredible, emotional show came after a blisteringly hot day out and about, and it’s a good thing I had apparel that stood up to the test. Challenges with the heat started early, even during a high-energy, engaging set from British duo Oh Wonder to kick off the day (note that if you dig what you hear from them, they’re working on a new album!).

Ready for a full day of rocking out. Linen-Blend Shirt by Old Navy. Slim Light Mercer Denim by Mott & Bow. Natural Diplomat Boots by Thursday Boots. Troubadour Socks by Richer Poorer. Hudson Belt by Arcade Belts. Adventure Log by Word Notebooks. Wristband by Panorama NYC.

Ready for a full day of rocking out. Linen-Blend Shirt by Old Navy. Slim Light Mercer Denim by Mott & Bow. Natural Diplomat Boots by Thursday Boots. Troubadour Socks by Richer Poorer. Hudson Belt by Arcade Belts. Adventure Log by Word Notebooks. Wristband by Panorama NYC.

Attending a great music festival often feels like multiple shows within one large, high-energy show — it’s fitting then, that my style blended multiple elements. To fight the heat (and yes, I’m aware I chose boots and denim), a linen-blend short-sleeve shirt courtesy of Old Navy worked quite well. Although the Navy color is now sold out, the white Flax Linen option on the site would be a reliable stand-in at your next music festival, with a much-needed linen blend and utilitarian chest pockets. It really was crucial to have versatile style, as the day shifted from a eclectic, mellow vibes of Oh Wonder  to a high-energy set put on Daughter. The quickly changing scenery called for durable accessories, too — no busted watches or sunglasses left behind here. Plus, my Tread for Men Traveler Sunscreen was a big help in protecting me from the sun.
Buck Mason - Timeless Design. Made in America.

Chief among the rest of those accessories was a new personal favorite, the outstanding Timex x Todd Snyder Mod Watch. It reliably updates a vintage style for the modern man. I accentuated that crisp watch with a fun-to-wear pair of Millbrook sunglasses via Steven Alan Optical, which clock in at an agreeable price on top of great looks ($165). Certainly, every cent helps when cooling down with some nice refreshments and powering through a day of great shows.

Keeping track of time during the day with the Mod Watch from the Timex x Todd Snyder collab. Natural Diplomat Boots by Thursday Boots. Slim Light Mercer Denim by Mott & Bow.

Keeping track of time during the day with the Mod Watch from the Timex x Todd Snyder collab. Natural Diplomat Boots by Thursday Boots. Slim Light Mercer Denim by Mott & Bow.

Lest we think the day was all about the big-ticket items (and bands), small touches really do go a long way in completing an outfit, such as the Hudson Belt from Arcade Belt Co. It’s made with stretchy, comfortable and durable navy smartweave fabric, and the color worked well alongside my socks, the lightweight, breathable, teal-and-grey color-blocked Troubadour from the team at Richer Poorer. Those socks paired with my boots for an added touch of comfort, and that was crucial — it felt like a long run-up into the evening, but it really was worth it.

That brings us back, once again, to The National. While I certainly looked forward to dressing for the day in style and checking out other great acts, I’d been looking forward even more to seeing the hallowed indie rockers return (relatively close) to their home turf. Seeing them two years ago at Calvin College back in my home state of Michigan was, to be quite honest, a lifechanging show (right up there with seeing Lucius at Daryl’s House Club in upstate New York earlier this year). And this time around, The National absolutely didn’t disappoint. Although the entire set was stellar, early renditions of “Don’t Swallow the Cap” and “Afraid of Everyone” were huge crowd-pleasers, as was an uptempo take on “Sea of Love” off of the acclaimed Trouble Will Find Me. Being that close to the stage for those songs was epic, seriously. The Dessner brothers are one of the tightest guitar duos around, and the Devendorf brothers reliably carry the rhythm section, too. What more can you ask for?

They’ve got a discography that’s so deep and versatile, an hour isn’t nearly enough — even at a festival.  A soul-stirring rendition of “Bloodbuzz Ohio” played well off of two new songs, “The Day I Die” and “Find A Way” fit right in with the rest of the band’s live set, which also managed to work in “England” off of High Violet. The variety in their setlist means you might hear your favorite track at an unexpected time, and it means you might have to wait a bit longer, too. “Fake Empire” was distinctive and well-done, cueing up the crowd for an intense, loud version of the classic “Mr. November” (just ask the folks next to me how much I enjoyed that one). Although Mr. Berninger stayed on stage for that song, he made his way into the crowd for “Terrible Love” — I’m surprised the fans let him go! It was nothing short of emotionally stirring and incredible, probably worthy of a full blog post in its own right. It was a two-year wait to see them, but I can only hope less time goes by before I see them again.

If you get the chance to check them out at one of the many festivals they tend to play during the summer, please do. The same goes for their friend and a top-billed act in his own right, Sufjan Stevens. It was time to put away those sunglasses (and grab another round), as he powered through a visually stunning set — both The National & Sufjan could definitely play for twice as long, what with their deep discographies and high-energy stage shows. Of course, an act like Kendrick Lamar is a huge crowd-pleaser and puts on a high-energy stage show of his own, which drew by far the largest crowds of the day.

It was a heck of a day that really was packed top-to-bottom — bands like Oh Wonder and Foals also rounded out the day nicely with afternoon sets that fit with the festival’s more eclectic vibe. Attendance felt a bit light at times, but it provided the chance to grab some prime real estate during killer sets by some of my favorite acts (particularly, as we all know…. The National). And gear like my durable Thursday Boots Natural Diplomat Boot and the Timex x Todd Snyder Mod Watch was really crucial to taking on such a hot and busy day in style. It was such an honor and privilege to be able to see a renowned act like The National, and the rest of the lineup definitely didn’t disappoint. We’ll see if Panorama sticks around next year, but if they continue to curate an eclectic lineup packed with big names and solid variety, there’s a great chance it will be — and I’ll be there with my best menswear to rock out!

‘Til the next show,

-Beau

Huckberry

The Product Review: Thursday Boot Company Diplomat Boot

Editor’s note: For a full set of product reviews covering everything #menswear — from watches to chinos — click here. Click here to shop boots, too. 

Getting out and about in NYC with the Color No. 8 Diplomat Boot from Thursday Boot Company. Slim tan chinos by Banana Republic. Striped henley by J. Crew Fisherman Cardigan by JackThreads. Merino watch cap by American Trench. Buffalo Bobber Leather Gloves by Iron & Resin.

Getting out and about at the High Line in NYC with the Thursday Boot Company Color No. 8 Diplomat Boot. Slim tan chinos by Banana Republic. Striped henley by J. Crew Fisherman Cardigan by JackThreads. Merino watch cap by American Trench. Buffalo Bobber Leather Gloves by Iron & Resin. Glasses by Warby Parker.

If you peruse the pages of this blog from time to time looking for the best boots for men, certain brands definitely tend to pop up consistently for their mix of affordability, dependability and, in the case of Thursday Boot Company, seasonality. Without a doubt, there are certain pairs of men’s boots that can’t be beat. That is to say, in the depths of winter for a lot us, you need sturdy, tough footwear that can carry you through slush and snow to your car (or the subway), and then wherever the heck else you might need to go — be it a concert, a date, you name it.  So that’s what we’re looking at today. The brand’s men’s boots have been featured here prominently before, including a review of the Chocolate Suede Scout Chukka and the dearly departed Roughout Captain Boot. First launched as a Kickstarter project not even two years ago, the brand continues to make splashes with well-timed and well-executed releases — including its more premium Black Label line and unique silhouettes like the hiker-inspired Commander. But one boot in particular is the focus of today’s post — the Color No. 8 Diplomat Boot.

Florsheim

The silhouette definitely calls to mind the classic Red Wing Heritage Moc Toe Boot, yet the Thursday iteration is sleeker and more refined. There’s something to be said for that, despite the fact that it’s a moc toe boot. This pair forgoes the classic yellow laces in favor of sleeker flat-wax laces, just as the Roughout Captain Boot. And the sleekness and quality of this pair for the price is evident as soon as you get them out of the box. Looking for a boot that’s just different enough than a captoe boot or a chukka boot — yet still versatile and sufficiently sharp — is a somewhat tricky endeavor, but these boots fill that void nicely.

Unboxing the Diplomat Boot from Thursday Boot Company. Big fans of these guys.

Unboxing the Diplomat Boot from Thursday Boot Company. Big fans of these guys.

Crucially, they make use of renowned Horween leather in that covetable Color No. 8 shade that’s popped up on everything from boots to watch straps in recent years. The change of pace from a roughout leather or a dark brown or black boot is refreshing, yet it’s not as distinctive as, say, a Dr. Martens Boot. These also look similar, in a way, to the much more expensive and revered Alden Indy Boots, another set of men’s boots worth buying.

That’s a very good thing — these look sporty thanks to the ridged Vibram Christy sole, yet I still found they paired comfortably with tan chinos and a striped henley for exploring around Manhattan. I did find (and I’ve found with other boots in this style), that the leather breaks in easier than other leathers — and because of the shine of this pair, it shows creases more easily (as you can see below). However, it’s nothing some well-timed leather care can’t fix, and it definitely doesn’t detract from their wearability.

Lining them up after a few weeks of wear. With some care and treatment, the Color No. 8 Diplomat Boot should hold up just fine.

Lining them up after a few weeks of wear. With some care and treatment, the Color No. 8 Diplomat Boot should hold up just fine.

That’s another area in which this pair of rugged leather boots excels — the versatility, erm, department. I’ve broken them out with a slim chambray shirt and a wool blazer, and I’ve rocked them with the aforementioned tan chinos, too. A trim pair of denim breaks just right on the bend of the boots, making for a pretty sleek look (something that can help everyone out). I could definitely see them working well with some wool trousers and perhaps a navy crewneck sweater on a more casual day at the office. The burgundy color would also pop nicely with some trim black denim (more on that later this week), and they’re going to fit right in with lightwash jeans in the spring, too. Seriously, the best leather boots for men can take you just about anywhere.

One of two other options in the brand's Diplomat silhouette, this one made out of Natural Horween leather.

One of two other options in the brand’s Diplomat silhouette, this one made out of Natural Horween leather.

The white ripple sole might cause some to shy away from these leather boots for men — after all, it’s different than what we’re normally accustomed to seeing in the way of boots. But that again makes it a nice style move. It’s not as if these boots are absurdly priced, so if you’ve been looking to try something different, this is but one way to go. The Diplomat line  also features a pair of Natural Horween leather boots with a Goodyear-welted sole, and a pair in Brown leather. So, the Color No. 8 pair is just one way to make an impression.

And yet, it’s the pair I’ve found myself gravitating toward the most. Thankfully, the other details work out as promised. The eyelets and laces have held up well trekking through the Brooklyn snow, although the lack of extreme traction could be a bit tricky in some instances. However, the Vibram sole is also as comfortable as advertised, even when worn for long periods of time. They run true to size, so there was no slippage (or cramping up of my feet, conversely) with some striped socks. Some have had issues with stitching imperfections or other problems around the sole, but there were no major problems with this pair — again, one reason why it’s worth it to pony up for a pair of these as opposed to something from, say, H&M.

They’re nice enough that if you were feeling adventurous, you could rock them with a slim grey flannel suit and a chambray dress shirt. Make sure you nail the break of those trousers and you’re all set. And that’s about all you can ask for from a sub-$250 pair of boots, especially ones made from Color No. 8 Horween Chromexcel leather. From chinos to jeans to wool trousers, they can do it all. Even on days besides Thursday (see what I did there?).

For more of my favorite boots, check out Taylor Stitch, shop the pages of Huckberry or find another pick for men’s leather boots here.

Have you tried out some boots from Thursday Boot Company yet? How would you style this pair?

Elevated Basics. Grounded Price.

Style Pick of the Week: Frye Prison Boot

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.

A rich color and Goodyear welt construction create a super-tough (and prison-ready) overall package from Frye.

A rich color and Goodyear welt construction create a super-tough (and prison-ready) overall package from Frye. Photo courtesy of Frye.

As the calendar moves into January and winter (finally) gets started in earnest, I find myself turning time and again to style staples that I can wear over and over again — things like great sweaters, a nice jacket and solid winter accessories. Sometimes when it gets cold or the weather turns on you, you just need something sturdy to carry you from point A to point B. Of course, form and function should go hand-in-hand — and it’s definitely achievable when you browse through the stunning E-commerce pages of a site like Huckberry. Their selection of gear is really second-to-none if you appreciate quality, craftsmanship and timeless style (believe me, I’ve spent hours looking). And one piece in particular really caught my eye  this week– those boots you see at the top of the page: the Frye Prison Boot. The name sounds intimidating, to be sure, but the styling potential and quality are actually quite relatable — even if they are the same style of boots made for … wait for it … the Arkansas prison system.

Leather laces and a stone-tumbled finish also add unique character to these boots.

Leather laces and a stone-tumbled finish also add unique character to these boots.

The Frye Prison Boot comes in a rich Cognac colorway, and the boots themselves are, quite incredulously, tumbled with stones for a beat-up, broken-in look. Crucial details like a Goodyear welt construction ensure supremely sturdy quality, and the thick leather laces are also a nice touch. Make no mistake, these are not a pair of boots to be trifled with. The price certainly reflects that — it outstrips nearly every entry on this site’s recent list of best men’s winter boots. On that note, there are definitely brands (like Thursday Boots) who can offer cheaper winter boots and in more sizes (these guys only run up to size 12 via Huckberry). Even with that hefty price tag, the Frye Prison Boot is the type of boot you can take out and use again and again with a ton of outfits — season after season. Think slim corduroys plus a navy crewneck and a chambray shirt (as in this week’s #OOTD entry), for starters. And as long as you reach for something like a chambray dress shirt, they could even add character to something as refined as a slim charcoal suit. The point is this: the color is rich and versatile, the quality is self-evident, and the design touches (like the prison number stamped on the heel) add a little something extra — enough to the point where you just might wish you had a pair the next time you step out in the snow.

Tell me — would you consider buying these boots? How would you style them?