Style Pick of the Week: Oak Street Bootmakers Dainite Sole Trench Boots

A durable pair of handsome brown leather boots made with Horween leather — not a bad pair to buy this winter.

Alright, folks — it’s another Style Pick of the Week, and we’re talking yet again about another stylish pair of rugged boots. Last week, it was the Rancourt & Co. Shearling-Lined Dresden Boots. And this week? It’s the Oak Street Bootmakers Dainite Sole Trench Boots, a heck of a pair of tough leather boots that just so happen to be exclusive to our pals at Huckberry.  And if you (or someone you love) still need a pair of winter boots? These might just be the ones to buy.  Based in Chicago, Oak Street Bootmakers provide standout quality and a classic approach to design and construction, helped along by beautiful Horween leather and the true Goodywear welt build on the Dainite Sole Trench Boots. The brand’s Elston last is surprisingly low-profile for a pair of leather boots, meaning you can more than easily wear these cuffed blue denim and  a classic shawl collar cardigan for style that’s at once sleek and slightly rugged. And the small details work out well for these stylish leather boots, too — the vamp has a calfskin lining for extra comfort and quality. So, if the specs are that good… that must mean the Oak Street Bootmakers Dainite Sole Trench Boots have plenty of styling potential, right? Right.

The studded Dainite sole adds some extreme traction and toughness.

For one, the silhouette means you can easily wear the Dainite Sole Trench Boots with outfits that reflect a little bit more tailored winter style. So, a navy herringbone blazer and charcoal plaid trousers work quite nicely with these boots. Yet, the Dainite Sole Trench Boots can still team up quite nicely with your more rugged winter essentials, including a casual grey crewneck sweater and broken-in blue denim. Add a tough waxed trucker jacket and call it a day. OK, well … don’t call it a day quite yet — get out there and get to work! At any rate, the Oak Street Bootmakers Dainite Sole Trench Boots are going to prove dependable time and again this winter season (and through the spring, too). They’ll only get better with age; Horween leather is built to break in quite nicely. Now, you’ll have to pay for your investment — the Dainite Sole Trench Boots will set you back more than $400. But, as your Style Guide author always says … that extra bit of coin is definitely worth it. Do you agree?

Are you going to be picking up the Dainite Sole Trench Boots for the winter weather that’s bearing down on us? 

Online Shopping Picks: Buy These Boots to Take on Winter in Style

There’s a heck of a lot of gear you need to take on winter in style, from the right pair of socks to a rugged henley for layering to a stylish and warm jacket. These are areas that certainly aren’t to be overlooked, and the same can be said for the boots you throw on this winter. We talked just a few months ago on The Style Guide about the best men’s boots to buy for fall, and winter calls for similarly rugged, functional style — yet with a bit of twist. Your stylish winter boots need to be able to take on blustery winds and drifting snow, and you need to be able to navigate to and from work, your favorite bar and that holiday or New Year’s Eve party. Trust me, it’s a lot … that’s why I think you’re going to dig the rugged leather boots we’ve got on tap today, from the remarkable Mark Albert Traveler Boots to a classic pair of shearling boots from Rancourt & Co. If you think I missed any brands or styles, hit me up on Twitter or drop a line in the comments below, and if you want to see how I’m wearing my boots this winter, check out my Instagram. Happy shopping!

Disclosure: This post contains affiliate links, from which a small commission might be earned on purchases. All opinions are the author’s own. Thanks for supporting the brands that support The Style Guide!

#1. Huckberry x Original Chippewa 6-Inch Service Boot — $280

Goodness gracious — Huckberry and Original Chippewa are back at it with these stellar boots.

It’s no secret that I’m a big fan of Original Chippewa and the brand’s classic Service Boots, so the Huckberry x Original Chippewa 6-Inch Service Boot is a ready-made winner in my book. These exclusive Service Boots feature a Vibram sole and a Goodywear welt for extreme traction and durability, even in the snow — and they’ll look particularly great underneath some American-made denim. Yes indeed, the Huckberry x Original Chippewa 6-Inch Service Boot is that elusive pair that can take you all around town and through the snow, then right on into happy hour.

#2. Red Wing Merchant Boot in Ebony — $320

Can Red Wing improve upon a classic? Trick question — they just did.

Is it possible to take a classic boot silhouette, one that dates back decades, and quite possibly make it better? Red Wing Heritage has done that with the Merchant Boots, a modern update to a throwback pair of boots that looks simply exceptional. The Red Wing Merchant Boots are based on a bestselling style from the brand way back in the 1920s, featuring rich mohave leather, tough brass hardware and classic Goodyear welt construction. Wear the Red Wing Merchant Boots with slim blue denim and your favorite shawl collar cardigan for timeless winter style.

#3. Mark Albert Traveler Boots (Huckberry Exclusive) — $345

A pair of boots that are stunning, stylish and just as functional as you need this winter.

We mentioned the Mark Albert Traveler Boots earlier, and with good reason. The Traveler Boots are what some might call the perfect pair of boots — if you’re into rugged, classic style. These exceedingly stylish leather boots feature full-grain Horween leather, an oil-resisting Vibram sole and the sort of construction that avoids slips and slides on snowy ground. The Mark Albert Traveler Boots even feature USA-made laces for an added dash of quality construction. Wear them with navy corduroys and a tan herringbone blazer for a blend of rugged and tailored style.

#4. Blundstone Super 550 Boots — $157.98

A unique take on the Chelsea boot from a classic brand. No complaints when it comes to getting around in the snow.

Let’s combine the look of a slightly more rugged Chelsea boot with the functionality of a dependable pair of snow boots, and … boom! The Blundstone Super 550 Boots are what you might get. The Blundstone silhouette is definitely unique and a bit quirky for some folks, but there’s no denying the traction-ready outsole and the brand’s Poron XRD sole technology. The Super 550 Boots are certainly a little more casual, and thus weekend-ready — style the Blundstone Super 550 Boots with your favorite bomber jacket.

#5. Rancourt & Co. Shearling-Lined Dresden Boot — $310.98

Rancourt & Co.

From the shearling lining to the comfortable padded collar, your feet are going to thank you for these boots.

Here’s your new favorite pair of winter boots — maybe, just maybe. The Shearling-Lined Dresden Boots from Rancourt & Co. pack a ton of winter-ready functionality into one pair of boots, from the shearling lining — of course — right down to the sturdy Lactae Hevea sole. The Dresden Boots feature plenty of warmth and style points, plus handsewn construction and that classic moc toe upper. That’s an old-school combo that makes these Rancourt & Co. boots perfect for wearing on the weekend with a classic crewneck sweater and a faded pair of dark blue denim.

#6. Taylor Stitch Cap Toe Moto Boot in Black Steerhide — $315

When Taylor Stitch makes boots, the brand does it the right way. Oh, man.

Taylor Stitch doesn’t misstep … seemingly ever, right? And that goes for when the brand puts its mind toward crafting a uniquely stylish pair of rugged men’s boots, too. Simply put, the Taylor Stitch Cap Toe Moto Boots are well worth your time and money. The Cap Toe Moto Boots are made with durable storm welt construction and feature rich black full-grain steerhide leather, and that’s not even where the good stuff ends — they come with a pair of waxed cotton laces and a pair of antique leather laces for a bit of versatile styling potential. However you end up wearing the Cap Toe Moto Boots, they’re going to treat you just fine.

#7. Hudson Shoes Fernie Boots — $240

A pair of boots that’ll help you fight the snow and look positively great when wearing a suit.

For the fella who appreciates a bit of tailored winter style to go along with weather-ready dependability, might I recommend the Hudson Shoes Fernie Boots? The Fernie Boots have been a bit of a hot seller this season, so you’ll have to act now to snag a pair — but rest assured, you’re getting a rugged and refined pair of captoe brogue boots done up in handsome brown leather. They just might be the perfect pair of boots to wear with a suit, as a thick rubber sole will help you combat the winter weather.

#8. Thorogood Beloit Boots — $229.98

Can you tell we love brown leather boots here on the blog?

Last but surely not least, I give you the Thorogood Beloit Boots, just one pair among many pairs of stylish men’s winter boots that you’re going to want to add to your shopping cart this season. Handmade in Wisconsin the right way, the Beloit Boots are about as rugged as it gets, crafted with Horween Chromexcel leather and a unique cork outsole for a comfortable fit (not to mention durable winter style). The Thorogood Beloit Boots are perhaps best worn with tough chore pants and a classic field jacket for simply getting things done this winter.

 Well, that’s one heck of a list of perfect men’s winter boots, if you ask me. I kid, I kid. And yet … from the Huckberry x Original Chippewa 6-Inch Service Boot right on through to the Hudson Shoes Fernie Boots, there’s surely something for everyone from top to bottom. If it’s dependable, workman-like style and performance you seek, try out the Thorogood Beloit Boots. Want something with a bit more edge? Take the Taylor Stitch Cap Toe Moto Boots for a spin. Need to stay extra warm and stylish? The Shearling-Lined Dresden Boots from Rancourt & Co. are your best bet. That’s just the tip of the iceberg, though — the Blundstone Super 550 Boots offer up unique looks and snow-ready toughness, while the Mark Albert Traveler Boots are practically one-of-a-kind in terms of stellar style. What’s your favorite pair on this list? Let me know in the comments below, and thanks for reading!
-Beau

 

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.

NOV CAMPAIGN: Photo of pair of tan shoes on white background with logo (border)

#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.

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.