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

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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.

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, certain brands definitely tend to pop up consistently for their mix of affordability, dependability and, in the case of Thursday Boot Company, seasonality. 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 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. 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 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.

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 boots — 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?).

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