While there are certain shirts that can be worn year-round, there’s no shirt that exemplifies rugged fall and winter style quite like the perfect flannel shirt. The best men’s flannel shirts harken back to the hearty, outdoor-oriented nature of this tough, yet comfortable fabric. And yet, brands are finding newer and better ways to update them for today’s modern guy.
Whether you find yourself squarely in the outdoors set or are more inclined to stroll to Sunday brunch, there’s definitely a place — or several — in your wardrobe for the flannel shirt. And you’ve got plenty of brands and options to pick from, as heritage brands are making flannels right alongside more familiar menswear labels. The durability and versatility of a flannel shirt is such that you can layer it over a henley or thermal shirt, you can style it atop — or beneath — a slim crewneck sweater, and you can certainly wear it on its own. The rest of the time, you should wear it exactly how you please — the best men’s flannel shirts can handle anything you throw at ‘em.
Taylor Stitch Yosemite Shirt
Perhaps the finest example of a flannel shirt being made today comes at you from the great team at Taylor Stitch. With an eye for harnessing heritage design inspiration, beautiful materials and unique silhouettes, the Yosemite Shirt is part shirt, part jacket and oft-coveted. It’s ridiculously soft, modeled after classic chamois shirts and featuring the type of durable style details — like unbreakable Japanese urea buttons and flap chest pockets — that you’ve come to expect from the brand. Wear this over a henley, style it atop a cable crewneck sweater and button it up to take a weekend stroll.
California Cowboy High Sierra Flannel
We’re constantly on the hunt for the type of flannel shirt that separates itself from the crowd — especially as winter sets in early around most of the country. The rugged California Cowboy High Sierra Flannel Shirt is our latest find and it couldn’t have come at a better time of year. The shirt itself is technically two shirts in one — a premium blend of both flannel shirt and shirt jacket made from a Japanese-Portuguese flannel blend that will not only feel at home in sub-freezing temperatures this week, but also inside your favorite pub at happy hour.
Filson Vintage Flannel Work Shirt
When Filson says that they’ve built garments for the gold rush, well, you can be darn sure the brand’s heritage gear lives up to its billing and rises to the occasion for the modern man. That’s how we feel about the Vintage Flannel Workshirt, and that’s why we can’t recommend this rugged, stylish shirt enough.
The details are exceptional, from the front chest flap pockets to the melamine button closures. The pattern? Perfectly rugged and ready to wear to your favorite brewery or on a weekend hike. The fit and the cotton twill fabric? Hard-wearing and easy to layer over a henley or a warm thermal shirt. And the versatility? It’s top-notch, well-suited to pairing up with rugged denim and leather hiking boots as easily as it wears with slim chinos, chukka boots and an indigo shirt jacket at the office.
This shirt is also wind-resistant and made with double-felled construction for the ultimate in long-lasting toughness. You don’t have a shirt like this in your closet, and if you do … it’s not as essential as this workshirt from Filson.
Stio Miter Flannel Shirt
A flannel shirt, what with its classic cut, its warm fabric and its air of functionality and toughness, is the ideal shirt to wear when adventure calls your name — and the Stio Miter Flannel Shirt was made with precisely those pursuits in mind. The Miter Flannel Shirt is the very definition of an outdoor-ready flannel shirt, made with brushed cotton flannel in fall-ready patterns for maximum durability and versatility. We’d say you should pick one up in each of the unique patterns on hand — it’s an investment that’s going to pay off in spades.
Filson Scout Shirt
Filson’s Scout Shirt is worth every bit of the price tag — more than $100 can feel like a lot for a flannel shirt, but particularly when it comes to this piece, you won’t regret it. With a neat multi-color plaid pattern and the type of classic, rugged durability one expects from Filson, you should put this piece in your bag every time you need a tough fall or winter outer layer. However, in more relaxed weekend outings, you could wear it on its own with a knit cap and trusty gloves. Not bad for one shirt — not bad at all.
The Perfect Flannel Shirt
When we want uncompromising outdoor gear with strong heritage and extremely high quality, we look toward Orvis — and that’s perhaps why we were so drawn to the Orvis Perfect Flannel Shirt (hey, we said flannel is the “perfect fall shirt,” did we not?).The cotton flannel in question here is available in a stylish array of classic colors, all the better for mixing and matching with rugged chore pants or faded blue denim alike. And the double-brushed fabric treatment only makes this flannel shirt even more likely to be one of the best flannel shirts you’ll own.
L.L. Bean Fleece-Lined Flannel Shirt
L.L. Bean is likely one of the first brands that pops to mind when you think of classic, New England-style pieces. That ethos starts with the brand’s lauded “Duck Boots,” and it carries just as much weight when it comes to warm, easily layered pieces like its Fleece-Lined Flannel Shirt. Made with garment-dyed and brushed flannel for extra comfort, this classic shirt is going to feel right at home this holiday season and into the cold winter, especially with a plethora of color options and a reliably affordable price point.
Filson Alaskan Guide Shirt
When only rugged, durable gear will do, why not reach for a flannel shirt from Filson? There are few brands who do tough outdoor shirting better, and the Alaskan Guide Shirt definitely exemplifies that. It’s built from a medium-weight cotton flannel that features built-in wind resistance — definitely rare among flannel shirts. The pleated back offers ease of movement, while the fabric itself is also abrasion-resistant; again, this is definitely a flannel shirt that can stand up to your toughest test this season. Pair it with your toughest denim, and you’ll be set for cold weather to come.
Patagonia Lightweight Fjord Flannel Shirt
When you need to get out and explore in precisely the right gear for the occasion, no questions asked, you need to turn toward a brand like Patagonia. And although they know how to make one heck of a durable outdoor vest or puffer jacket, that know-how also extends to products like its Lightweight Fjord Flannel Shirt, one of the best flannel shirts we’ve seen in some time. It’ll pair perfectly with rugged Patagonia chore pants, too.
Brooks Brothers Regent Fit Plaid Flannel Sport Shirt
Surely, you know Brooks Brothers for the brand’s classic, timeless Oxford shirts in shades like crisp white and blue — but did you know the brand makes quite a seasonally ready flannel shirt, too. The Regent Fit Plaid Flannel Sport Shirt is dependable & made from brushed cotton for an exceptionally easy-to-wear take on the flannel shirt, but this time cut in a way that makes it a bit more refined. To us, that means you can wear it with a cream cable cardigan and crisp blue denim to a formal dinner party just as readily as you can wear it atop a thermal henley for a relaxed Saturday night at home in front of the fire. Brooks Brothers just delivers.
Howler Brothers Stockman Flannel Snapshirt
Howler Brothers has always taken an innovative and outdoor-ready slant on the classic flannel shirt, and the rugged and tough Stockman Flannel Snapshirt is no different. Made with a brushed cotton poly-flannel — ideal for wearing on a day hike, and then to your favorite brewery — the rich color and easy-going mobility of the Stockman Flannel Snapshirt. Complete with small touches like a sunglass-cleaning microfiber at the shirt hem, the Stockman teams up quite nicely with the adventure-ready gear you know and love (think tough chore pants and beat-up leather hikers).
Pendleton fitted Board Shirt
Pendleton definitely delivers on yet another classic iteration of its Fitted Board Shirt — still the brand’s top-selling shirt today. Made from the brand’s one-of-a-kind machine-washable wool sourced near the Pendleton mill, it doesn’t get much better for a modern-fitting, durable shirt. The midweight fabric is crafted to resist water and stains. It’s also available in a range of colors, so if you like your flannel shirts well-crafted and easy to wear no matter the situation, you should definitely go right out and buy the Board Shirt. While you’re at it, wear it as much as you can.
Todd Snyder Portuguese Red Plaid Flannel Shirt
There’s just something about finding the perfect flannel shirt for the season, especially one that’s made with a touch of refinement as well as classically rugged appeal. Such is the case with the work being done by NYC designer Todd Snyder, who’s used his Midwestern roots to offer up a pleasingly old-school take on the flannel shirt. That’s not to say that the fit and fabric aren’t up to snuff, however. Far from it: This sharp flannel shirt uses 100 percent cotton and a tailored fit to amp up a rugged pattern. Wear it with your slim Todd Snyder dress trousers or a pair of perfectly faded denim.
Outerknown Blanket Shirt
You show us a brand making one of the best flannel shirts on the market, and we’ll tell you all about a brand we love. Let us know about a brand that makes one of the best flannel shirts on the planet while doing so sustainably, and you can color us very, very impressed indeed. Such is the case with Outerknown, the surf-inspired brand launched in part by ocean legend Kelly Slater. Pieces like the Outerknown Blanket Shirt bring the brand far beyond the beach and into your regular fall style rotation, easily.
Everlane Modern Flannel Shirt
Whether it’s the fact that Everlane dives deep into how its shirts and jeans are made, or the fact that the end results are quite stylish and versatile, consider us big fans of the brand. Once known as minimal masters of weekender bags and pocket tees, Everlane continues to expand into categories like handsome, rugged and yet modern flannel shirts — such as this aptly named number, in fact. Wear it atop a crisp white tee for easygoing fall weekend style.
Orvis Lodge Flannel Long-Sleeved Shirt
The best pairing with your rugged Orvis pants has got to be a cozy Orvis thermal — and of course, a durable and exceptionally well-made Orvis flannel shirt, right? The time is now to stock up on one of the best flannel shirts for men, and the Lodge Flannel surely passes muster if you want a shirt that wears extremely well for cold fall mornings and blustery days aplenty. See for yourself right now.
REI Wallace Lake Lightweight Flannel Shirt
When you want a dependable shirt for outdoor pursuits, you want a shirt like the Wallace Lake Lightweight Flannel Shirt from REI. The agreeable under-$60 price tag and the lighter weight soft cotton shown here make this a surefire bet when you want a flannel shirt that’s also a multi-season workhorse. Wear this rugged number under a waxed trucker jacket right now, and assuredly keep it handy to pair with your favorite casual tee come chilly spring days.
Columbia Silver Ridge 2.0 Flannel Shirt
The race to create one of the best technical shirts out there often includes serious attention to detail in the way of technical specs, not to mention style. Such is the case with the Columbia Silver Ridge 2.0 Flannel Shirt, made with Omni-Wick™ technology and featuring front chest hook-and-loop closure pockets to store your everyday carry essentials. Get a trail-ready flannel shirt, then get out there this fall, folks.
Stio Men’s Junction Flannel Shirt
The thing with flannel shirts is that you need to strike the right balance between rugged and durable without picking up an option that’s too stuffy. Enter the Stio Men’s Junction Flannel Shirt, a tech-forward cotton flannel shirt — available in a cool array of plaid patterns for style pairings aplenty. For right now, team it with casual faded denim and lace-up boots, then keep it handy to pack in your bag for fall weekend getaways soon.
Roark Revival Alpinist Long Sleeve Flannel
Roark Revival does a great job at capturing the wistful spirit of days gone by, especially in matters of classic style like the aptly named Alpinist Long-Sleeve Flannel. Made with fall and winter days in mind, and aptly suited to hanging out in a rustic cabin or lodge, this cool-as-can-be flannel shirt is casual and easygoing, yet never sloppy. In our estimation, that makes it one of the best flannel shirts around.
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