In terms of fall style essentials, there are some categories you need to take care of before it gets too late. And that’s why we’re diving into the best men’s fall shirts today on The Style Guide — and these picks aren’t the same ones that are going to get you through spring and summer, that much is true. We’re talking rugged, tough shirts with some heft — pieces like the Taylor Stitch Utility Shirt — and essential, everyday shirts like a classic Filson flannel shirt. But we’ll get to all of that in a second. Just as with the best men’s boots for fall, picking out a stylish and rugged fall shirt comes down to the details — the fit, the fabric and the mix of quality for the price. Look for comfortable, warm fabrics that are easy to layer over other seasonal pieces, like a striped henley or an American-made Oxford. And look for richer colors in darker, earthy tones, which should pair up nicely with everything from classic suede chukkas to broken-in leather boots. That’s just the start of today’s essential rundown, though. Check out my picks below, chime in on Twitter with your thoughts and leave any questions in the comments section below! Cheers.
#1. Portuguese Flannel Briteiro Shirt — $125
Does anything scream fall quite like a classic flannel shirt? Portuguese Flannel has painstakingly crafted the Briteiro Shirt with premium quality and premium fabrication — no scratchy flannel here. And the Briteiro Shirt also has a pleasingly tailored look — that means you can wear it with slim tan chinos and stylish men’s dress shoes to the office just as easily as you can pair it with tan leather boots and black denim for a unique bar-going outfit. Add a rugged dive watch, and you’re set for anywhere your weekend takes you.
#3. Filson Vintage Flannel Work Shirt in Black and Cream — $145
If ever there was a company that defined the classic flannel shirt, it might just be Filson. The brand’s Vintage Flannel Work Shirt gets all the details right, from the unique black-and-cream check combo to the sturdy, durable fabric. The Vintage Flannel Work Shirt is certainly an investment-worthy piece, the type of shirt your dad might have worn (or still wears) to do yard work on chilly fall days. The good news is, the Filson Vintage Flannel Work Shirt will serve you just as well for work or play (I like it best to wear to a tailgate atop a stylish team T-shirt).
#4. Mollusk Surf Shop One-Pocket Shirt in Tobacco Plaid — $110
Fall is all about welcoming richer colors into your wardrobe, from dusty, earthy hues to the classically fall vibes of the Mollusk Surf Shop One-Pocket Shirt. I know I’m a fan. The Tobacco Plaid color of this stylish fall shirt hits the nail on the head. The One-Pocket Shirt should team up nicely with casual, faded American-made denim and a garment-dyed crewneck tee, and you should also feel free to layer this Mollusk Surf Shop shirt with a classic crewneck sweater for a weekend brunch outing.
#5. Taylor Stitch Utility Shirt — $148
As first seen in this site’s See Now Buy Now series, the Taylor Stitch Utility Shirt is exactly the type of shirt we’re talking about when we explore rugged fall shirting. Made in a cool Moss Merino Herringbone fabric, this rugged fall shirt is practically made for layering with a Taylor Stitch henley and inky blue selvedge denim. You can — and should — wear it for getting out and doing yard work, going on a day hike or heading to a fall bonfire. The Taylor Stitch Utility Shirt is that versatile.
#6. Iron and Resin Ridge Shirt in Tan — $148
Iron and Resin is perhaps best known for its moto-inspired gear, but the brand also makes stylish off-duty and off-road gear with the best of ‘em, like the Ridge Shirt. The Iron and Resin Ridge Shirt features a rich seasonal color scheme that works with charcoal trousers and a navy herringbone blazer for your 9-to-5. Make no mistake though, the Iron and Resin Ridge Shirt might team best with slim black denim and stylish leather Chelsea boots for grabbing a weekend brew … or four.
#7. Abercrombie & Fitch Cotton Herringbone Shirt — $58
Want an affordable option in terms of stylish fall shirting? Abercrombie & Fitch, a brand that’s constantly on the up-and-up in terms of modern takes on classic styles, can help with that. Just as with the Abercrombie & Fitch Chamois Shirt, the Cotton Herringbone Shirt is a rugged fall layering essential, finished in a neat fall fabric and set apart thanks to design details like a button chest pocket. Wear this shirt with olive chinos and tan suede chukkas to head to a fall beer festival.
#8. Life/After/Denim Academy Shirt in Heather Grey — $138
The Academy Shirt from Life/After/Denim, like other options on this list of the best men’s fall shirts, certainly isn’t all that cheap. But as you might have seen in our #OOTD on how to wear a denim jacket this fall, the Life/After/Denim Academy Shirt can team with outfits both casual and more tailored. Feel free to team it with a navy herringbone blazer and dark denim for classic business casual style, and keep this shirt handy to head to a weekend house party alongside grey selvedge denim.
That’ll wrap up our list of the best men’s fall shirts. It’s certainly not comprehensive of every single brand you could pick up, but for my money’s worth, there are some excellent picks on this list when it comes to rugged fall shirts. My personal favorite might be the durable, versatile Taylor Stitch Utility Shirt, fit for weekend strolls and rock concerts alike. Of course, the Life/After/Denim Academy Shirt packs a crisp punch in terms of business casual style, as does the Abercrombie & Fitch Cotton Herringbone Shirt. And if it’s laidback-yet-classic fall style you want? Reach for the Filson Vintage Flannel Work Shirt or the equally durable Iron and Resin Ridge Shirt. For wearing with your favorite pair of denim on the weekends, the Mollusk Surf Shop One-Pocket Shirt should get the job done nicely, too. Perhaps you prefer your fall shirting with a bit of tailored style? That’s where the Portuguese Flannel Briteiro Shirt comes into play — you could even rock that shirt with a tailored worsted wool suit and stylish dress shoes. But I’ll leave the styling up to you. Let me know in the comments if you’re adding to your wardrobe rotation this season!
Which of the above stylish men’s shirts are you picking up? To see how I’m styling my favorite fall shirts, head to Instagram.
Thanks for reading!