Editor’s note: Click this link for more essential menswear shopping picks.
Seasonal style transitions can be awfully fun, right? There’s something exciting (at least for your Style Guide author) about stowing away certain #menswear pieces — like lightweight summer shorts or a short-sleeve chambray shirt — for more durable, rugged and hard-wearing items. However, there are still four-season pieces that you can make work in chiller temps — like the ever-crucial, ever-stylish, ever-so-retro high-top sneaker. Just like with a tough pair of chukka boots, the higher cut of a … high-top sneaker (get it?) lends itself to a look and feel that fits right in with fall. The right pair of high-top sneakers can be worn just as you would wear fall boots — so, think selvedge denim and henleys galore (plus, a classic crewneck sweater wouldn’t go amiss). It can be fun to keep high-tops in your footwear rotation before switching over to hard-wearing winter boots, too. And if you live in a warmer climate? High-top sneakers are still something you should have you in your rotation. Are you with me on that? I sure hope so, because what follows is — dare I say it — a rundown of the best high-top sneakers for fall. Chime in with more suggestions on Facebook, and get high-top sneaker styling tips from time to time on Instagram.
#1. SeaVees Huckberry Chukka — $98
If you needed another reminder that fall is perhaps the best time for menswear fans, look no further than these sneakers. A comfortable gum rubber outsole blends seamlessly with durable duck canvas and a classic SeaVees chukka silhouette for an immensely wearable fall sneaker. It’s the ideal blend of business-casual and well, regular casual in a sneaker — pair ’em with a fall blazer and a merino long-sleeve tee for high-low office style, or rock them with a tough chore coat for weekend explorations. Plus, the price ain’t half-bad either.
Who better to take on the classic high-top sneaker than a designer who constantly supplies great takes on heritage menswear? The latest iteration in the Todd Snyder and P.F. Flyers collaboration is a heck of a sneaker to buy now, wear now and keep in your rotation as long as you can. Featuring P.F. Flyers’ trademark approach to comfort and a durable 14oz. military-spec canvas upper, they’re easily wearable with everything from grey chinos and a twill shirt to dark blue denim — add a blazer or denim jacket as you please.
#3. GREATS Brand Royale Court — $149
Brooklyn’s own GREATS has long been a Style Guide favorite for their premium approach to footwear that’s equally inspired by sports and tailored style. The GREATS Royale Court blends a bit of both, with full-grain leather in a stylish Graphite color atop a Margom rubber outsole. The result is a durable sneaker in a surprisingly sleek silhouette –they’re fit for wearing with a classic blue Oxford and dark denim, or an elbow-patch cardigan and slim tan chinos through the chillier months. And you might not get a better price for the quality, either.
#4. SeaVees Maslon Desert Boots — $108 (Available via East Dane)
Just as with the SeaVees Huckberry Chukka, this brand is one that can do more than just classic warm-weather kicks like the SeaVees Legend Sneaker. In this instance, the Maslon Desert Boot merges the brand’s laidback California cool with classic fall styling potential thanks to the higher chukka cut. The rich Army Green suede plays nicely off the contrasting leather heel cap, resulting in a sneaker that could team with everything from slim dark denim to navy chinos. When cared for properly, you’re also looking at sneakers that could be worn through spring and summer with breezy linen chinos. Again, if price is a factor, these sneakers are also a great steal in that regard.
#5. Tretorn Leather Nylite Hi 2 Sneakers — $100 (Available via East Dane)
Tretorn is another brand that might turn some heads when it comes to fall sneakers — after all, they’re perhaps most well-known for classic styles like the Tretorn Nylite Canvas. However, the Tretorn Nylite Hi 2 is every bit as ready for fall as any of the other picks on this list, with a sleek black color and an even sleeker silhouette to boot. A terrycloth sock liner should add to the extreme comfort of these sneakers, which you could seamlessly team up with black denim and a chambray shirt to wear to your next rock concert — or to the office with garment-dyed chinos and a slim crewneck sweater.
In the way of high-top sneakers, as long as you emphasize affordability, durability and style, you should be well-set for the season ahead. When paired up with similar cold-weather style staples — particularly items from your Fall Style Wish List — sneakers are every bit as versatile as your favorite pair of fall boots. And given that plenty of designers are emphasizing tough materials like canvas in their uppers, plus thick rubber outsoles, the right pair of high-top sneakers should last you through this season and into next spring … and summer … and fall. Whether you reach for a pair from a more established designer like Mr. Snyder, or a classic warm-weather brand like SeaVees, you should be set for any #menswear situation you can think of. Got questions or additions to this list? Drop a note in the comments, or catch up with yours truly via Twitter.
Until we meet again — stay stylish,