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.
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.
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.
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.
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.
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.
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.
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.
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.
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
The Overshirt: 
The Style Guide 