Style Pick of the Week: Danner Mountain Light 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.

danner-mountain-light-boots

Sturdy, reliable and durable boots with a bit of sleek styling potential thanks to the all-black silhouette.

There’s something about the depths of winter that causes you to take a look at #menswear pieces you might once have rejected. Not normally a fan of winter parkas? Maybe you’re considering getting one to battle the polar vortex. No need for durable winter gloves built for work? Think again. The same could possibly be said for alpine-inspired hikers. Unlike other stylish men’s winter boots, a hiker is quite distinctive in its silhouette — it’s not your average leather chukka boot, that’s for sure. Such is the case with the Danner Mountain Light, a classic pair of footwear that certainly means business when it comes to looking stylish in the snow.  It’s this week’s Style Pick of the Week for good reason — and not just because it’s the younger brother to the so-called “Bond Boot” — that would be the Danner Mountain Light II, as worn by none other than James Bond in 2015’s “SPECTRE.” Heck, our man Daniel Craig wore his Danner boots even when not on-camera. Now, the silhouette looks almost identical, but the Internet tells me the weights on these bad boys are different. There you go. So, why go for the Danner Mountain Light if you’re not a fan of hikers? Truly, you’ve got plenty of reason to give them a shot (functionality, toughness, alpine-inspired style) — and not just ‘cuz they’re sold via Huckberry.

Our main man Daniel Craig wearing the Danner Mountain Light II.... slightly different, but nonetheless worth channeling (maybe minus the handgun).

Our main man Daniel Craig wearing the Danner Mountain Light II…. slightly different, but nonetheless worth channeling (maybe minus the handgun).

In particular, the Danner Mountain Light is built with functionality in mind, through and through. Made in Danner’s Portland factory — that’d be Oregon — you’re getting all the hallmarks of quality and toughness you’d expect from a USA-made brand (plus a very Bond-ian silhouette). The stitchdown construction means you can resole ’em when the time comes — although you might not get to that point for a while. The Vibram outsole on the Danner Mountain Light — plus the brand’s custom last — also offer stability and support. That all means the Danner Mountain Light is the real deal — built for more than just strolling around the city. And if you’re not sold on the styling potential, take a cue from Bond — without the high-speed mountain chase. Slim black denim and rugged pieces like a shawl-collar cardigan and a marled henley are simple, effective complements to this rugged pair of boots — it’s practically an outfit tailor-made for getting around during a winter bar crawl. They’re the perfect pair of weekend boots, especially when teamed with simple, easygoing pieces like a classic crewneck sweater and beat-up blue denim. Even a simple piece like a sleek black bomber and black trousers are finished off reliably with the Danner Mountain Light — stealing  page from Bond’s playbook there. And of course, more technically inclined looks work just fine with a pair of boots that are tough, functional and yet uniquely stylish — your dad’s retro hiking boots, these are not. So, lace up and get climbing. Any thoughts on the Danner Mountain Light? Are you pro-hiker or anti-hiker? Let’s hear it in the comments below!

Thanks, as always, for reading — enjoy the weekend!

-Beau

Get the Danner Mountain Light now via Huckberry.

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Beckett Simonon

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.

#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

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

Editor’s note: To start your seasonal shopping, check out these men’s style picks.

Fall boots? Yes, we're looking in that direction today. Karnes Alpine Hiker by Johnston & Murphy. Ivy Blazer by Grayers. Blue Oxford by JackThreads. Silver knit tie by Banana Republic. Mod Watch by Timex x Todd Snyder. Glasses by Frameri.

Fall boots? Yes, we’re looking in that direction today. Karnes Alpine Hiker by Johnston & Murphy. Ivy Blazer by Grayers. Blue Oxford by JackThreads. Silver knit tie by Banana Republic. Mod Watch by Timex x Todd Snyder. Glasses by Frameri.

There are few times of the year I love more than fall — if you’re a devout reader of this blog, you certainly know that. Now, is it too late in the fall season, per se? I think not. We’ve got time before Thanksgiving, certainly. And as far as the weather goes, it’s finally the perfect time to get that fall style wish list in order, and it’s about time to get a full rotation of stylish men’s boots rolling. Not that there’s anything wrong with a sharp pair of leather sneakers, but the crisp breezes of fall lend themselves to staples that get a lot of play on The Style Guide during this time of year — everything from selvedge denim to classic chambray shirts to boots (and boots … and more boots).  So if you aren’t yet satisfied with your boot collection, or you find yourself looking to add another pair (or two, or three), we’ve got your shopping picks below. Keep in mind, these aren’t necessarily full-on functional boots that you’re going to want to stomp through the snow with  — that comes later this season. They are, however, boots that are equal parts sharp and stylish, casual and a bit more crisp. None of those are bad things to look for when shopping around, ehh? See how to style your boots via Instagram or over on the good ole Twitter-sphere.

#1. Thursday Boots Black Wingtip Boots — $200

The latest introduction from a brand that consistently delivers.

The latest introduction from a brand that consistently delivers.

Yow-za. Right? From durable suede chukka boots  to concert-ready moc toe boots, the team at Thursday Boots keeps expanding its arsenal in stellar fashion. The brand’s latest release — which just dropped last … Thursday (wink, wink) drives the brand forward even further. It’s a heck of a sharp wingtip boot done in sleek black. Even your author — who normally favors brown leather wingtip boots and the like — would consider taking these for a spin. The beauty of a sleek black pair of boots is that they’ll still work with garment-dyed chinos or blue denim  … or heck, sand chinos … no matter the day of the week.
Frank & Oak
#2. Johnston & Murphy Karnes Captoe Boot — $198

A lug sole, brogue captoe detailing and a sharp tan calfskin upper -- all big bonuses.

A lug sole, brogue captoe detailing and a sharp tan calfskin upper — all big bonuses.

The folks at Johnston & Murphy are doing big things as of late, from opening a new menswear-only shop in NYC to continuing to release excellent footwear staples for the season. The Karnes Captoe Boot is among that standout set of durable, style-forward and affordably priced boots, with hand-stained calfskin leather and brogue captoe detailing. Plus the charcoal wool ankle collar is a neat touch that adds comfort and seasonally appropriate texture. Wear these with jeans and a wool blazer or your favorite V-neck sweater and a classic chambray shirt for versatile style.

#3. CAT Footwear Sutter Boot $210

A rich shade of burgundy in oiled full-grain leather -- an excellent fall boot.

A rich shade of burgundy in oiled full-grain leather — an excellent fall boot.

From checking out the brand’s boots at Governor’s Ball this past summer to checking out their current crop of fall footwear offerings, this #menswear writer has been mighty impressed at what he’s seen from CAT Footwear. The Sutter Boot continues that upward streak in handsome fashion, crafted from oiled full-grain leather and featuring a rich burgundy color. The rubber outsole and Goodyear welt add plenty of durability — these are just the right boots to pair with grey flannel trousers and a navy peacoat to head to the office this fall and winter, seriously.

#4. Chippewa Original 6-Inch Service Boot in Crazyhorse — $269.95

Dependable, durable and surprisingly versatile -- that would be the 6-Inch Service Boot, folks.

Dependable, durable and surprisingly versatile — that would be the 6-Inch Service Boot, folks.

Chippewa Original means nothing but business when it comes to rugged, durable boots — picking ’em up through Huckberry means you can throw in some dependable accessories, too. The Service Boot plays off real working man’s boots, with a Goodyear welt and leather laces for both durability and long-lasting style. Yes indeed, these guys are a classic pair of fall boots, one that wouldn’t look out of place with slim selvedge denim as you head to a weekend coffee date. And lest you worry they aren’t quite versatile enough, you can still team with slim charcoal trousers and an elbow-patch cardigan for a bit of old-school office style.

#5. Wolverine 1000 Mile Boots in Black — $360 (Available via East Dane)

All-black everything -- and still highly wearable.

All-black everything — and still highly wearable.

Perhaps it’s just me, but I certainly do love a pair of rich brown leather boots — for their versatility, their sharp looks, you name it. Now, that being said — the above boots aren’t brown. A shock, I know — but crisp black boots (particularly the Original 1000 Mile Boot) are both a nice change of pace and an essential in a guy’s footwear rotation. They’re going to offer a slick contrast to everything from blue selvedge denim to olive chinos, and they’re going to do so while providing long-lasting durability. Even if you find yourself reaching for black boots over brown, that’s an underrated option to have on-hand for everything from crisp fall weekends to busy fall days at the office (or the classroom, or on campus — you get the picture, yeah?).
Huckberry

So, in reviewing the above #menswear picks, you might have noticed something missing. Perhaps Chelsea boots are more your thing? Check out this fall style suggestion, for starters. Maybe you’re a guy who loves stylish chukka boots? Knock yourself out.  The right pair of fall boots should mix durable style with rich seasonal colors and the ability to pair with durable denim, flannel trousers, olive chinos — and that’s just the start, ehh? Buying quality — like those pricey-yet-durable Chippewa Original Service Boots — can definitely pay dividends, too. If you think I missed any picks on this list, let me know over on The Style Guide Facebook page — it was tough to get to just five, I tell you what!

Happy shopping, and check back on Friday for our weekly #menswear news recap,

-Beau

#OOTD: The Best Way to Wear a Field Jacket This Fall

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 will take one great item and put together a versatile, stylish outfit around it. Look for past features here.

First of all, is this the absolute best way to wear a field jacket? Ehh, debatable. But we can sure as heck try. Last week on everyone’s favorite menswear blog — uhh, that would be this one — we talked about how to wear a bomber jacket for fall. It’s a classic style that’s undergone a high-fashion resurgence — rest assured, it’s still easily adaptable for us regular fellas. In a similar fashion, we’re talking today about how to wear a field jacket. It’s another style with roots in real-life military action that’s seen a resurgence. All kinds of designers have been looking to the past for rugged inspiration, functionality and all-around good looks — and that’s not a bad thing at all. You really can’t go wrong with a tough field jacket  — the silhouette is classic and hard-wearing. In today’s menswear world, it’s also a suitable blazer replacement, as it’s lightweight enough to wear indoors. That versatility is nearly unmatched in the outerwear realm. And the field jacket you’ll see below certainly incorporates quite a bit of functionality — plus, a silhouette that’s just a tad more modern than field jackets of days gone by. The pieces that complement it are similarly modern … yet also heritage-inspired. Trust me, this will all make sense when you see the #OOTD below. For a daily look at more unbelievable #menswear (wink, wink), head on through to Instagram or Twitter.

A modern take on the field jacket, finished off with classic, rugged style essentials like wingtip boots and a Western shirt.

A modern take on the field jacket, finished off with classic, rugged style essentials like wingtip boots and a Western shirt.

The Field Jacket: Banana Republic Military Field Jacket, $129.99 — While you could stick with a rugged cotton-canvas field jacket, this cotton-nylon blend should move better and look a bit more modern thanks to the absence of front flap pockets at the hips. It’s a field jacket built more for the city and less for the … well, field.

The Shirt: Buck Mason Tan Cowboy Pearl Snap Shirt, $145 — Lest you worry that we lost all rugged appeal by ditching a more traditional field jacket silhouette, rest assured that this Cowboy Pearl Snap Shirt packs masculine style in spades. It’s the type of shirt your grandpa would’ve been proud to wear –and that’s a very good thing.

The Denim: Baldwin Denim The Henley Slim Selvedge Jeans, $220 (Get more Baldwin denim via East Dane) — What better way to complement a tough Western shirt and a navy field jacket than with essential selvedge denim? It’s a tough combo to top, but we’ll try our best with the rest of this ensemble.

The Boots: Johnston & Murphy Greer Wingtip Boot, $198 — It’s very nearly boot season, and if you haven’t developed a fall wish list yet, get these boots on there. I’ve tested out this particular pair of Johnston & Murphy boots over the past few weeks, and they’re worth every penny — rugged, refined and comfortable as can be.

The Socks: American Trench Superfine Merino Herringbone Socks, $27.98 — Need a reason to splurge on socks? American Trench has you covered — read more on the brand here, while you’re at it.

The Watch: Jack Mason JM-F103-001 Field Automatic Watch, $515 — That price is bound to make your eyes pop a little bit — however, know that you’re getting in on the ground floor (relatively speaking) of a watch company that’s producing essential, rugged styles with a strong American design influence.

The Belt: Maximum Henry Slim Standard Belt, $100 (Get more Maximum Henry belts via East Dane) — Does $100 seem like a lot for a belt? Sure does. But know that you’re supporting a one-man operation — on my menswear honor, I’ve met Henry(of Maximum Henry fame, of course) and seen the work he does; it’s a sight to behold!
The Everyday Carry: Bull & Stash The Stash Notebook (5.5″x 9″), $55 — Bull & Stash popped up in our recent #OOTD on how to wear a bomber jacket, and they’re back here because everyone can use a durable notebook built to last a lifetime.
Huckberry
When you step back and look at this #OOTD, what at first might have seemed a bit too rugged is tempered by the fact that it’s made of well-fitting, timeless gear. From the sturdy-as-heck Western shirt to the selvedge denim, we’re looking at pieces that have masculine, classic edge — a combination that’s toned down by the technical fabric and modern cut of the navy field jacket. In terms of what’s on your feet, it’s tough not to love a durable pair of leather boots and comfortable, American-made socks. And while the watch featured in this outfit is pricey, it’s the kind of timepiece that you could certainly dress up with a slim fall blazer — once you hang up your field jacket, that is. Do you have suggestions on how to improve or change this outfit at all? Leave a comment on The Style Guide Facebook page (it needs some love).
In the meantime — up your field jacket game and stay stylish,
-Beau

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Online Shopping Picks: Best Men’s Winter Boots

Pick a boot, any boot. Back left corner: Wolverine 1000 Mile in Navy Suede. Back right corner: Timberland Britton Hill Waterproof Moc Toe. Center: Timberland West Haven Chukka. Front left: Thursday Boot Company Chocolate Suede Scout Chukka. Front right: Thursday Boot Company Roughout Captain Boot.

Pick a boot, any boot. Back left corner: Wolverine 1000 Mile in Navy Suede. Back right corner: Dr. Scholl’s Burke Boot. Center: Timberland West Haven Chukka. Front left: Thursday Boot Company Chocolate Suede Scout Chukka. Front right: Thursday Boot Company Roughout Captain Boot.

Welcome to our first Online Shopping Picks post of 2016! The extremely gradual change of the seasons this past fall & winter has left me a bit caught off-guard stylewise – as soon as the calendar hits late September and early October, I’m normally all about wearing sturdy denim, thick cardigans and tough boots whenever possible, on through December and January. But the fairly temperate climate in NYC made it somewhat difficult to do that when compared to previous years – I still have yet to see snow in NYC, an oddity for me considering cold winters growing up in Michigan. If you find yourself in the same situation, rest assured – winter will get here soon enough, likely with a vengeance. And when it does, make sure you’re prepared ahead of time with a standout pair of reliable winter boots. The picks that follow here were selected by yours truly for their combination of versatility, functionality and overall style. So you won’t find any steel-toed boots or extreme hiking boots below – just reasonably rugged, tough pairs that can work going into the office, going out after and maybe doing some light trekking off-road on the weekends. Check out these picks below, and let me know if I missed any!

#1. Jack Erwin Chester Captoe Boot — $220

A lovely shade of dark brown and a refined captoe merge with a hand-stitched rubber outsole.

A lovely shade of dark brown and a refined captoe merge with a hand-stitched rubber outsole.

The Chester Captoe Boot as seen here checks off three key boxes in rapid succession – great looks, a really solid price and that crucial rubber sole. Jack Erwin has been doing a great job releasing well-curated collections by the season (Exhibit A: its loafers), and its boots are no different. The captoe makes this pair sleek and office-ready like a dress shoe, particularly in the Espresso color, while the rubber sole can definitely get you where you need to go this winter. It’s likely the next step up pricewise from other picks, but well-worth it.

#2. Thursday Boot Company Brown President Boot — $199

No captoe, but still a relatively slim profile -- the President Boot from Thursday Boots.

No captoe, but still a relatively slim profile — the President Boot from Thursday Boots.

Whereas the Jack Erwin captoe is fully suit-ready, the Thursday Boots President Boot is a little more business-casual thanks to the slightly lighter brown leather and lack of a captoe. But that doesn’t make it any less sleek – it’s still got a slim toe shape, yet the rubber sole you’d expect from a durable winter boot. If the sole is anything like that on the Roughout Captain Boot or the Chocolate Suede Scout Chukka, it should provide great traction while holding up reasonably well. These can definitely be worn with a slim pair of denim and a navy blazer-chambray shirt combo as part of a daily uniform – throw in a sharp V-neck sweater if it gets cold.

#3. Wolverine 1000 Mile Boots in Navy Suede — $360

The Wolverine 1000 Mile Boot in Navy Suede, in person -- a Style Guide favorite.

The Wolverine 1000 Mile Boot in Navy Suede, in person — a Style Guide favorite.

The classic 1000 Mile silhouette gets a suede-centric upgrade – which also bumps up the price and knocks it a bit further down this list. However, these Navy Suede boots are true beauties – the suede feels smooth & rich, and the sturdy construction lives up to Wolverine’s standard. The profile is fairly slim as far as a boot goes, so these have looked right at home even alongside dark blue denim. I’d also recommend you try these out with light grey chinos, which should really make that navy suede pop. The price is going to be an investment that merits proper care, so they might be less ready to wear in all kinds of weather – but it’s going to be hard to leave them inside.

#4. Cole Haan + Todd Snyder Olmstead Boot in Chestnut — $249

Certainly more unique-looking, and perhaps more suited to casual wear, but still a durable and stylish option.

Certainly more unique-looking, and perhaps more suited to casual wear, but still a durable and stylish option.

The Olmstead Boot is marked down to $249 from its original price, so it’d be a wise bet to jump on them now (sizes are somewhat limited, too — from 8.5 up to 13, pushing it further down the list). They’re perhaps the most unique-looking pair of boots on this list owing in part to that wedge sole – they’ll likely wear a bit more like the sneaker-boots that seem to be all the rage. The moc toe silhouette and contrast stitching could make these a bit more tough to pull off, but the dark brown color grounds them a little bit. That should help them sit just right underneath slim grey or blue denim in a casual workplace. Pair these guys up with a navy crewneck sweater and slim tan chinos on the weekends, too – trust me.

#5. Red Wing Heritage Iron Ranger Boots in Black — $319.99

A sharp Black makes these a tad more refined than the thicker profile might suggest.

A sharp Black makes these a tad more refined than the thicker profile might suggest.

One of the most recognizable boot silhouettes in the game today, the Iron Ranger is another certified classic. It wears a little more bulky than the sleek Jack Erwin or Thursday pairs at the top of this list, and it’s pricier, so it does get knocked down the list. BUT, the black color makes this pair both rugged and fairly refined – they’re going to be that pair you reach for in extremely deep snow, yet could still leave on for work if you take care of them properly and match them up with the proper style essentials (like sturdy chinos or denim and a refined chambray shirt). Like the Wolverine boots above, these guys are a definite investment – but as investments go, it never hurts to stock up on tough boots before winter.
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So that brings us to the end of this list – know that some other budget options were considered, like the much-loved JC Penney Stafford Deacon Wingtip Boot. I’d also urge you to swing through the seemingly ever-expanding footwear offerings at J. Crew – they stock a variety of boots, including the classic Alden Indy, and sometimes offer them up on sale. It might seem as if there’s plenty of time before winter really hits – but it’ll be here before you know it. So stock up on your favorite boots, and wear them well this winter.

Tell me – what pair are you thinking about buying on this list? What’s your winter boot go-to right now?

Florsheim