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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#OOTD: How to Wear a Flannel Shirt for 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.

It’s been a few weeks since we had a proper #OOTD here on The Style Guide, so we’re getting back to business today. As fall weather rolls into your neck of the woods, perhaps you’ve been breaking out some of your favorite style essentials for the season. It’s a time much-loved around Style Guide HQ for that very reason — and your list of seasonal essentials should definitely include a flannel shirt. Now, cotton flannel fabric in a plaid pattern carries with it a bit of a negative stigma — it was such a trendy staple for years that it might seem played out. But there are a few key ways you can break out a flannel shirt without looking as if you’re heading off to chop wood. The key starts, as always, with the fit of your shirt. Take that classic flannel fabric, slim it down (or size down) and pair it with a decidedly modern bomber jacket. Oh, that’s right — that’s what the below #OOTD is doing. Take a look below, follow your author on Instagram and follow The Style Guide on Facebook for your daily prescribed dose of #menswear.

Not too trendy, not too boring -- just right. A modern flannel shirt paired with other modern staples.

Not too trendy, not too boring — just right. A modern flannel shirt paired with other modern staples.

The Flannel Shirt: Eddie Bauer Favorite Flannel Shirt, $49.99 — There are some brands you don’t mess with when it comes to flannel. Eddie Bauer’s been making these for years, and they’re comfortable, easily wearable and — here’s the key — slightly visually different in an engaging Baltic plaid pattern. Size down for a slightly trimmer fit, and wear it a ton.

The Bomber Jacket: Beckett Simonon Cole Bomber Jacket, $295 — The biggest key to making this look more modern than lumberjack? A beautiful calfskin suede bomber jacket in a trim fit. Treat this piece with care (I.e. Avoid the rain) and it should last through many seasons to come.

The Denim: Cheap Monday Sonic Denim (Available via East Dane), $90 — Learn more about a denim brand that could be a new favorite — we’re talking classic washes, nice fits and agreeable price points for the quality.

The Boots: Chippewa Original 6-Inch Service Boot in Cordovan, $269.98 — Does it get any better than ridiculously durable Chippewa boots, especially in Cordovan? Hardly. These boots are the rugged complement to the slick bomber jacket — you’re wearing a flannel shirt, after all.

The Socks: American Trench Pima Cotton Houndstooth Socks, $18.98 — Textured socks in this particular color should play nicely off the deeper blue of the plaid flannel shirt — the American-made quality doesn’t hurt, either.

The Watch: Timex for J. Crew Andros Watch, $118 — J. Crew does many things quite well, and a few things very well — its collaborations with third-party partners rank high on that list.

The Belt: Rag & Bone Rugged Brass Belt. $150 (Available via East Dane) — Is $150 a lot for a belt? It certainly is. But Rag & Bone does essential basics without fuss — this durable belt falls within that category neatly.

The Everyday Carry: Taylor Stitch Raw Brass Keyhook, $32 — Goods from Taylor Stitch — from the brand’s Everyday Chambray Shirt to this keyhook — are as well-made as can be. Carry this thing everywhere, and never lose your keys again, yeah?

Again, the key with breaking out a flannel shirt revolves around picking a more unique color than the tried-and-true red-and-black combination, along with a slimmer fit. Of course, a sharp suede bomber jacket helps matters out, as do simple, clean accessories like a NATO strap watch and premium socks (yes, the socks do make a difference). Some of the picks are definitely pricey, but as we always say, they can serve as a nice reward, and a reminder of the quality you get when you pay a bit (or a lot) extra for everyday goods. Got any questions on this #OOTD? Or would you swap in a few different brands? Hit me up on Twitter.
Check back tomorrow for another fall-centric style suggestion — and until then…
Stay stylish,
-Beau