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

Style Suggestion: What to Wear to the Pumpkin Patch

 Editor’s note: Head over here to see more men’s style suggestions for all sorts of situations.

Now, as I sit here in Brooklyn¬†and write this #menswear style suggestion for fall, there’s nary a pumpkin patch — or a rolling field — in sight. If that’s also the case for you, perhaps we can consider this simply another crisp fall weekend style suggestion. But if you do indeed consider trips to the pumpkin patch (Halloween’s coming!) or corn maze a fall ritual — as I did growing up in the Midwest — we’ve got just the set of picks for you. Granted, we’re looking at pieces that mix the premium with the rugged — these are true style upgrades, and they might be a bit much for the pumpkin patch. In that case, know that they’re still plenty wearable for a plethora of other fall activities. Oh, and if the weather is still balmy in your neck of the woods? Scroll through this warm-weather style suggestion.¬† Now, back to the matter at hand. Your fall explorations might seem more casual — and thus, just in need of the most comfortable clothing you can wear — but there are several opportunities to (all together now) upgrade your style. From your outerwear to your to your rugged boots, we’ve got a full rundown covered below — and then some.¬†Follow along on Instagram daily to see how I’m attempting to transition to fall, and chime in with your own picks on Facebook.

The Outerwear: JACHS NY Navy Double-Breasted Peacoat — $185

A classic in the perfect weight and cut for fall.

A classic in the perfect weight and cut for fall.

Rather than throwing on a zip-up hoodie or a logo athletic sweatshirt, start with a navy double-breasted cotton peacoat. While it’s not quite as warm as a wool peacoat, it’s better suited to the transitional temperatures of fall — if it’s crisp, you’ve layered up with a sweater underneath that (more on that in a second…), and if it gets hot, you can carry it with you. This particular JACHS NY peacoat is stylish, trim-fitting and well-made, complete with shoulder epaulets for a bit of visual interest. You can’t ask for much more than that, truly.

The Shirt: Taylor Stitch Everyday Chambray Shirt — $118

Stylish, slim-fitting and essential for fall.

Stylish, slim-fitting and essential for fall.

Other than the sweatshirt you’re about to read about below (patience!), there might not be a better pick for a reliable, classic and stylish shirt than this stellar Taylor Stitch Everyday Chambray Shirt.¬†It’s a four-season essential, to be sure, but it wears particularly great in the fall thanks to the slightly heightened blue color, textured fabric and modern fit (ideal for layering). Heck, you might want to wear this shirt … every day?

The Sweatshirt: Todd Snyder x Champion Pocket Sweatshirt — $98¬†

A classic sweatshirt, redefined for the modern man.

A classic sweatshirt, redefined for the modern man.

The sweatshirt that needs no introduction, ladies and gentlemen. The Todd Snyder x Champion Pocket Sweatshirt¬†basically redefined the traditional crewneck sweatshirt, slimming down the fit, adding raglan sleeves and upgrading it ever so slightly with a chest pocket — oh, and making it using¬†the quality and durability of these particular¬†materials. Yes, that’s why it retails for nearly $100, and that’s why it’s¬†a neat style upgrade.

Buck Mason - Timeless Design. Made in America.
The Denim: Flint & Tinder All-American Slim Tapered Jeans — $98

Your new favorite pair of fall denim, complete with a great price tag to match.

Your new favorite pair of fall denim, complete with a great price tag to match.

The All-American Slim Tapered Jean from Flint & Tinder keeps popping up on this site — check this fall weather style suggestion — and for a very good reason. It’s nay impossible to find a well-made pair of tough selvedge denim for under $100, and these jeans just might be the best of the bunch. They’re slim, they’re stylish and they’re a significant upgrade from casual sweatpants.

The Boots: Johnston & Murphy Karnes Alpine Boot — $198

Sleek, rugged and refined -- very Bond-esque, indeed.

Sleek, rugged and refined — very Bond-esque, indeed.

The heritage footwear makers at Johnston & Murphy don’t skimp on the quality or durability of their boots — particularly not a pair like the rugged, refined and stellar-looking Karnes Alpine Boot. The blend of beautiful mahogany calfskin and dark brown nubuck at the padded ankle collar is an eye-catching, yet¬†durable combination. Make no mistake, this is a very sleek pair of hikers that actually wouldn’t look out of place at the office. Granted, they’re the sort of luxury-type boot Bond might have worn in Scotland — so if you don’t want to get them too muddy, best to go with a dependable pair of broken-in boots.

The Socks: Mr. Gray Slub Nep Colorblock Socks — $25

A bit of colorblocking and a lot of comfort, quality and style.

A bit of colorblocking and a lot of comfort, quality and style.

Every now and then, you just feel like upgrading certain essential pieces in your wardrobe — particularly your sock drawer. The Nep Colorblock Sock from Mr. Gray¬†takes care of that upgrade in comfort and style — and you can wear ’em plenty of different places besides your next outdoor fall adventure. Don’t sleep on thick, durable American Trench¬†Fair Isle¬†socks, either.

The Watch: Lum-Tec Huckberry Combat B33 GMT — $498.98

Durable, rugged, refined and ready for action.

Durable, rugged, refined and ready for action.

Now, if your monthly budget or ability to pay your rent or mortgage might be compromised by buying this watch *raises hand*, keep your credit card¬†in your wallet. If it’s a goal that’s within reach, or you simply enjoy admiring (and buying) beautiful watches, the Huckberry Combat B33 GMT might just be yours to keep. Make no mistake, this timepiece really is something else. It’s a custom-designed timepiece featuring a durable 43mm stainless steel case and a Swiss GMT quartz movement — in short, all the functionality and durability you need for a fall weekend and lugging around some pumpkins.

The Belt: Maximum Henry Slim Standard Belt — $100 (Available via East Dane)

Made by just one man, Maximum Henry's belts use excellent materials and craftsmanship.

Made by just one man, Maximum Henry’s belts use excellent materials and craftsmanship.

The hardworking team (of one!) behind Maximum Henry focuses on making simple, quality belts and leather goods the right way — in very small batches in America. That’s the way to go, and it’s why another Maximum Henry belt popped up in this recent #OOTD. It’s a style upgrade that you might not think about making until you realize this belt will simply last and last — right?

Again, if you’d rather not break out a full kit of menswear to head out this fall, there’s nothing wrong with that – and it’ll probably save you a few bucks in the long run. But if you do decide to go for it when it comes to rugged-refined fall style, the above suggestion contains plenty of pieces that’ll look just as great strolling around town thereafter — or strolling through the park, or grabbing¬†Sunday brunch. Not bad, right? A beautiful, durable watch and an upgraded crewneck sweatshirt are the type of pieces that are enjoyable to wear — in addition to being much better-looking than average pieces. And rugged-yet-refined hikers are slightly unexpected — they’re a weekend staple, but could work in a pinch at the office, too. You can’t beat versatility like that for under $200. And the rest of the way, it certainly pays to support made-in-America artisans. If you have questions, suggestions or additions, let me know on Twitter — will ya??

Happy pumpkin-picking!

-Beau

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

Editor’s note: For a full set of menswear shopping picks, click that link.

If you’ve followed along with The Style Guide since the very beginning (way back in 2013, folks), you might recall your author extolling the virtues of certain style essentials. Although there are basics like a classic blue Oxford and slim dark denim ¬†for your top half, those essentials can be a bit more difficult to pin down in terms of footwear.¬†Or are they? One of those key pieces is absolutely the chukka boot. Versatile, durable, wearable no¬†matter the weather. That being said, there’s no better time to get your footwear wardrobe refreshed (or started, or added onto) than during the fall. It’s perhaps the best time of the year for menswear, what with layering and rugged textures galore —¬†and even if you live in a temperate climate, maybe you’ve got a special place in your heart for today’s topic: The best men’s chukka boots for fall. The time just feels right to dive into a bevy of boots that can exude style both rugged and refined, dressy and casual. That’s darn near the definition of a style essential, and it’s as good of a place to start as any in today’s latest menswear shopping picks entry. Of course, there are all kinds of other boot styles out there for fall and winter (wingtip boots, anyone?), but rest assured we’ll get to those in good time. Want to see how to style chukka boots? Head to Instagram or search this site’s archives (or heck, head on over to Twitter, too).

#1. Thursday Boots Whiskey Scout Boot — $149

A rich pair of brown leather chukkas practically made for fall.

A rich pair of brown leather chukkas practically made for fall.

Having tried everything from the much-loved Roughout Captain Boot¬†to the dependable Suede Scout Chukka, this #menswear writer can definitely vouch for the value inherent in Thursday Boots’ footwear assortment.¬†Checking out the Brown Scout Chukka during a spring trip to Washington, D.C. sealed the deal for me as far as the brand’s chukkas go,¬†and it’s very safe to assume that the rich Whiskey Scout Boot will perform much the same. The color is, quite simply, handsome and very wearable with everything from crisp olive chinos and a cream cable sweater to¬†a worsted wool suit. For the price, that’s applause-worthy.

#2. JackThreads Mac Desert Chukka — $80

A new footwear introduction from a brand that can do just about everything.

A new footwear introduction from a brand that can do just about everything.

It might not surprise you to read that JackThreads made an Online Shopping Picks entry on this site. However, what might come as a shock is that the much-loved E-commerce retailer now has a line of footwear to back up the rest of its affordably priced, stylish menswear line.¬† Let’s start with the important stuff. First off, that combination of looks and price — can’t beat it. $80 for a chukka that bears the JackThreads name is A-plus, truly.¬†The lower profile, Taupe colorway and crepe sole make them the ideal weekend chukka — pair them with a broken-in pair of blue denim and a crewneck sweater for a put-together casual look, or mash them up with slim wool trousers and a navy cardigan to head back to the office. Oh, and pick up a second pair while you’re at it — did we mention the excellent price?
Buck Mason - Timeless Design. Made in America.

#3. Johnston & Murphy Copeland Chukka — $155

Equal parts casual and sharp.

Equal parts casual and sharp.

If the Thursday Boots chukka seen at the top of the page is a dressy chukka boot, and the JackThreads chukka boot seen here above is a casual chukka boot, the Johnston & Murphy Copeland Chukka is something of a hybrid. Featuring  a deep red-brown oiled nubuck that should break in beautifully, the contrast stitching and crepe sole give it a casual feel. But make no mistake, this is a still a dependable leather chukka boot you should pair up with navy suit trousers and a grey cardigan, or a broken-in pocket tee and dark denim for weekend errands.
Buck Mason - Timeless Design. Made in America.

#4. SWIMS Barry Chukka in Taupe/Biscuit — $230

Casual, reliable and waterproof, all at the same time.

Casual, reliable and waterproof, all at the same time.

Chukka boots that offer a little bit of everything are nice to have on-hand — especially if your fall adventures take you everywhere from a football game to¬†park hikes to pumpkin patches (yes, we’re going there already). In particular, these SWIMS chukka boots¬†are fully waterproof, and combine the styling potential of a casual crepe sole with the functionality needed for tricky fall weather. The silhouette feels more like a sneaker than a classic chukka boot, and that’s not a bad thing — this pair would work especially well with burgundy corduroys and a long-sleeve merino tee for aforementioned weekend adventures.

Related: The Best Suede Chukka Boots to Buy Right Now

#5. Red Wing Heritage Weekender Chukka — $230

A unique chukka boot that works for both spring and summer style scenarios.

A unique chukka boot that works for both spring and summer style scenarios.

If you perused the pages of this site back in July, you’re familiar with the Red Wing Heritage Weekender Chukka. It’s a lighter-weight chukka boot that works equally well in the spring and summer as it does during the fall and winter — that makes it worth the price alone. It’s a new addition to the Red Wing Heritage line that plays off the brand’s rugged heritage while offering up a bit more flexibility and comfort than a thick-soled pair of winter boots. We’ll get to that point in the season eventually, but for now, know that you just might have a chukka boot fit for adventures seven days a week — and then some. They’re the ideal complement to classic navy chinos, and they’ll put in plenty of hours beneath trusty dark denim and a slim fall flannel shirt.

Did¬†the above list of the best men’s chukka boots get you thinking¬†¬†a bit? A trusty pair of¬†chukka boots can seriously become a multi-day workhorse¬†in your footwear arsenal, easily wearable with¬†business-casual or¬†weekend-casual outfits. Embracing the changing seasons can¬†be a whole lot easier if you have the right gear¬†to wear, too. That certainly starts with a rugged, dependable¬†pair of chukka boots – after all, there really aren’t too many fall-centric outfits that don’t start with a great pair of boots (or maybe that’s just your author’s opinion). And with such great variety on the market — from a¬†fresh style done by a heritage brand to an entirely¬†new E-commerce offering from JackThreads¬†— there are plenty of picks worth exploring. Want¬†to share your own? Leave a note in the¬†Comments section below!

Until our next menswear shopping picks post¬†— coming¬†next week — stay tuned for the Friday Read, and stay stylish.

-Beau