The Men's Fall Clothing Every Stylish Man Needs - IMBOLDN
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It’s that time of year. The time when stylish men everywhere need to start making some big decisions about their fall wardrobes. For the guy who’s going for an effortless mix of classic, comfortable, and just the perfect amount of rugged, you’re in luck. Our editors have compiled their picks for the sweaters, shirts, blazers, pants, shoes, and watches that will keep you feeling good and looking great this season. Whether you’re in the market for hard-wearing Chelsea boots, classic fisherman sweaters, or blazers that take you from the office to out on the town, you’ll find what you’re looking for.


Barbour Nelson Half Zip

Made from 100% lambswool that doesn’t lose its shape, this half-zip sweater is as soft as it is warm.


Rhythm Mohair Fisherman Knit Sweater

With an oversized fit modeled after the timeless visage of a dawn-defying fisherman, this classic utility knit is built from a butter-soft, midweight wool and mohair blend that lends just the right amount of slouch.


Wellen Recycled Cotton Headlands Sweater

With a cozy waffle knit in a soft blend that boasts a soft, textured recycled cotton, this pullover sweater goes on easy, feels great, and you can feel good about wearing it.


Wellen Seawool Fisherman Crewneck Sweater

This classic fisherman sweater is knit with recycled plastic bottles and oyster shells, and it shares many of the same qualities we love about merino wool—soft to the touch, temperature-regulating, quick-drying, antimicrobial, and durable.



Howler Bros Sawhorse Work Shirt

Made from 100% heavyweight herringbone cotton with antiqued heritage metal snaps, this shirt performs well on the job and at the bar afterward. We love the sunglass cleaning microfiber at the hem.


Faherty brand All Time Long Sleeve Shirt

Cut from an extremely soft viscose cotton that uses 50% less water compared to generic viscose and Supima cotton, this shirt has the kind of lightweight comfort and refined style that you can wear to the office and straight to dinner.


Flint and Tinder Donegal Architect Shirt

Designed like an everyday Oxford buttondown, but built tougher like a workwear piece, this shirt is crafted from a premium Donegal fabric for a soft feel and textured look.



Flint and Tinder 365 Pant – Athletic Tapered

Suited for both work and play, the 365 Tapered Pants are primarily made with cotton, which is then reinforced with stretch for extra mobility. Pair them with a button up for the office or your favorite tee on weekends.


Wills All Seasons Stretch Wool Trouser

This ready-to-wear piece has a rugged and refined style that lends itself to pairing with just about anything in your wardrobe, making it perfect for elevating an everyday office look or looking sharp for drinks at your favorite cocktail bar.


Relwen Dura-Flex Chino

Made from cotton with added stretch for easy movement, this is a chino you can wear to almost anything but a wedding.


Alex Mill Rugged Corduroy Flat Front Pant

Alex Mill has recast their bestselling pant in a ruggedly cool corduroy, ensuring the same reliability with a tactical edge that’s ready to elevate any daily ensemble.



Barbour Corbridge Wax Jacket

This jacket offers versatile protection from the elements while sporting handsome, refined-yet-rugged looks that call back to heritage outdoors apparel. It’s cut from a heavy-duty 6 oz. waxed cotton that’s wind- and water-resistant for unpredictable autumn weather.


Flint and Tinder Flannel-Lined Waxed Trucker Jacket

Flint and Tinder’s iconic waxed trucker jacket is flannel-lined for warmth and comfort. This best-seller is soft out of the box, and can even be worn only with a tee underneath since both the body and sleeves are fully lined with soft blanket lining that feels great on the skin.


Relwen Corduroy Trap Blazer

This blazer effortlessly sets the tone for a polished workday and seamlessly transitions to that rooftop lounge for date night. It has the cut of a classic blazer with a tapered waist for a casual but polished silhouette, and the corduroy is perfect for fall.


Baracuta G9 Harrington Jacket

The list of greats who’ve worn this jacket is long—from Steve McQueen and James Dean to Frank Sinatra and modern-day stars like Tom Hardy. This durable and iconic jacket feels as authentic as it looks, and is made in England from water-resistant cotton and polyester for comfort in wet weather.



Rancourt & Co. Vintage Venetian Loafer

Designed from an unlined Horween leather and proudly tailored in Maine, these oh-so-comfortable kicks will be the perfect punctuation mark to any outfit this fall.


Astorflex Bitflex Chelsea Boot

Handmade in Northern Italy by a family that’s been making boots for six generations, these classic slip-on Chelsea boots are eco-friendly, handsome as hell, and represent the best value on the market.


Astorflex Brownflex Chukka Boot

Pairing with everything from jeans to formal wear, the versatility of a chukka boot is hard to beat. This pair has a full leather lining that delivers all-day comfort and more structure than a standard chukka.

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Hamilton Khaki Field Mechanical 38mm Watch

This recreation of Hamilton’s original ‘60s soldier’s watch has a 38mm matte stainless steel case with three-hand display. Super-LumiNova markers provide greater readability in low light and the soft yet rugged NATO leather strap is a neutral shade of brown that goes with everything.


Marathon Stainless Steel Navigator With Date Field Watch

Combining military durability with quality Swiss craftsmanship, this Steel Navigator features a faithfully vintage silhouette and incorporates thoughtful modern touches to make the most accurate, legible, and shock-resistant timepiece in the Marathon lineup.


Shinola The Runwell Quartz Watch

This sleek watch is outfitted with a custom quartz movement that’s assembled in Shinola’s Detroit workshop and finished with a leather strap that’s cut and sewn in the USA. The 41 mm case diameter looks great on most wrist sizes, and the sapphire glass crystal is scratch- and shatter-resistant.