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The 17 best fall boots for men, from sleek Chelsea boots to rugged hikers

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Although we typically assign boots to cooler temperatures, the truth is that fall boots are great for the transitional weather between winter and spring. They aren't as heavy-duty as winter boots are, but they still offer plenty of coverage for those in-between spring days when it could rain at any second. Fall boots also have the benefit of looking seriously slick. They can be dressed up or down, making them one of the more versatile pairs of shoes you can own. 

With so many styles of fall boots out there, it's hard to nail down one pair that's the absolute best. So instead, we're pointing you in the direction of some of the best pairs to wear this fall with everything from classic workboots and hikers to Chelsea boots and cowboy boots.

Here are the best fall boots for men in 2022:

Timberland Premium 6-inch Waterproof Boots

Whether you call them wheats, butters, constructs, or 10061s, Timberland's 6-inch Boot in the Wheat colorway is an all-time classic that will work with all of your casual fall outfits.

Clarks Wallabee Boot

Clarks introduced the Wallabee back in the '60s, and it's one of the brand's most popular silhouettes of all time. The moccasin-inspired boot features a suede or leather upper and a crepe sole. If you're a sneakerhead looking for something to mix it up, Clarks probably has a pair you'll appreciate. You'll find a variety of colorways and collaborations available.

L.L.Bean Original Bean Boot

The Bean Boot is iconic for a reason. Beyond a few choice collaborations and some modern colorways, L.L.Bean hasn't changed much to the boot since they were introduced in the early 1900s. That's because they haven't had to. Originally designed to be the ultimate hunting boot, the waterproof gator, leather upper, and insulated interiors make them great for staying warm and dry during the fall. If the 6-inch boots aren't your style, L.L. Bean also sells a slightly taller 8-inch boot, and even a Rubber Moc in the same iconic style.

Red Wing Shoes Classic Moc

An absolute staple of a boot with blue-collar appeal, the Red Wing Classic Moc Boot has long been the go-to boot for factory workers and tradesmen for its rugged construction. While they're still great for putting to work, the Red Wing Classic Moc Boot has become a timeless lifestyle boot. This black colorway is a sleek alternative to the original tan colorway.

Danner Light

Straight out of the Pacific Northwest, Danner is known for making tried-and-true hiking boots, and the Danner Light proves the company's premium lace-ups also have a place in urban settings. This lightweight boot features a combination of full-grain leather and nylon on the upper, breathable Dri-Lex liners, and Vibram Kletterlift soles for stable traction on a variety of terrain, whether it's hiking a single-track trail or trekking through public transport. 

Thursday Boots Co. Captain Lace Up

Durable, handmade, and reasonably priced. That's how we sum up relative newcomer Thursday Boot Co. The company is all about using high-quality materials and premium shoemaking techniques, while creating affordable products. You'll find a range of boot styles, but the Captain Lace Up stands out as solid boot to wear every day. We recommend choosing a pair with the StormKing Lug soles for added durability and traction.

Blundstone Classics #585 Chelsea Boots

Unlike most Chelsea Boots, Blundstones are built for utility. That said, you may not find a more versatile, hard-wearing boot out there. The classic Blundstone features wide, rounded toes, upper gators that are wide enough to get your feet in, and front and rear pull tabs to easily pull them on.  

Clarks Desert Boots

Much like the Wallabee, Clarks' original Desert Boot is a classic, and has spawned dozens of imitators and knock-offs. It's long been the choice of many walks of life, from preps to adventurers. The chukka is versatile, lightweight, and surprisingly comfortable. You can't go wrong with the classic colorway, but for a fashion-forward twist, check out the Sashiko line, which features accents of denim and Sashiko-style stitching.

Marc Nolan Belmont Wingtip Combat Boots

Much like the Wallabee, Clarks' original Desert Boot is a classic, and has spawned dozens of imitators and knock-offs. It's long been the choice of many walks of life, from preps to adventurers. The chukka is versatile, lightweight, and surprisingly comfortable. You can't go wrong with the classic colorway, but for a fashion-forward twist, check out the Sashiko line, which features accents of denim and Sashiko-style stitching.

UGG Biltmore Hiker

Designed for casual wear in urban environments, the UGG Biltmore loosely draws inspiration from classic hiking boots with D-ring eyelets and red laces. Lightweight foam insoles, EVA midsoles, and plush-lined interiors make them comfortable for daily wear.

Taft Jude Boot

If simple and understated boots don't fit your style, Taft is where you'll want to shop. The brand is known for its one-of-a-kind designs and unless you run into someone else with Taft boots, you'll likely never see another person with a pair similar to yours. The Taft Jude elevates a classic Chelsea boot with beautiful hand painted floral accents.

Rhodes Roper Boot

Whether you're going strictly for western style or you're a real rancher, the Rhodes Roper is an excellent cowboy boot. Handcrafted by artisan bootmakers in Leon, Mexico, they're built to a high level of quality. And with Blake stitching, you can easily get them resoled if they wear out.

Wolverine 1000 Mile Plain Toe Classic Boot

Inspired by the Original 1000 Mile Boot from 1914, the new 1000 Mile Plain Toe Classic Boot features the same US-made quality Wolverine is known for with updated Vibram outsoles for durability. With Horween leather uppers from Chicago, waxed cotton laces from South Carolina, and Vibram rubber from Pennsylvania, there's no question why some folks call it America's original work boot.

Polo Ralph Lauren Ranger Boots

Also known as the Polo Cookie Boot for the cookie-shaped branded patch on the ankle, the Ranger Boot is Ralph Lauren's most timeless boot design. It features an oiled tumbled leather upper with a rounded toe, a midfoot buckle, leather laces, and durable lug outsoles.

Dr. Martens 1460 Smooth Leather Boots

Dr. Martens is an emblematic piece of footwear synonymous with the predominant sub- and counter-cultures of every decade since their introduction in 1960: the skinheads in the '60s, the punk rockers in the '70s, the new wave artists of the '80s, and the grunge scene in the '90s. Today, they may be more ubiquitous than ever.

Paraboot Avoriaz Boot

Inspired by the footwear worn by mountain trekkers of the 1960s, the Paraboot Avoriaz features all of the elements of a classic hiking boot. From the double-gusseted tongues and D-ring eyelets to padded ankle collars and lug outsoles, you'd be hardpressed to find a more authentic boot in this style. And with handmade French craftsmanship, the quality is also unmatched.

Cole Haan 4.Zerogrand Boot

If you have an active lifestyle, the Cole Haan 4.Zerogrand Boot will provide the comfort and all-weather versatility needed to stay on the go. They're made from Cole Haan's Stitchlite knit material to keep them lightweight and breathable, while a water-resistant coating helps to keep you dry.

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