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ONCE THOSE cooler temps hit, it’s easy to feel despondent about the onslaught of rain, snow, mud and slush to come in the months ahead. But there is one silver lining—the seasonal change also signals the hunt for the best boots. Regardless of what style you're after, picking up a fresh pair might just be what gives you that much-needed boost to conquer even the most wretched of days.
As we inch closer to the wintry season, you may have found your current footwear rotation to be less than ample for battle–and with today’s extreme weather changes, the next blizzard could be around the corner, so it’s never too early to pick up a pair or two.
Best Combat Boot
Dr. Martens 1460 Smooth Leather Lace Up Boots
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Or, on the other hand, perhaps you’ve already upgraded your best weather-braving boots and now you’re looking for more statement-making styles that can carry you from the office to the bar and from one wedding to the next—plus everything in between. Whatever your quest, we’ve rounded up some of the best men's boots in the biz, including the best rain, snow, and hiking boots, to the more fashionable desert, western and Chelsea boots.
Read more: Best Men's Shoes
Pros
Premium water-resistant leather
Elastic gore side panels and dual pull tabs for easy on/off
Comes with an extra set of footbeds
Cons
Pricey
The Australian footwear brand has given new meaning to the Chelsea Boot. Unlike previous versions, the 1320 Blunnies combine comfort and durability with upgraded features. They're constructed with premium water-resistant leather, that includes a lined interior, comfy shock-absorbing footbed and a sturdy, grip-tastic outsole.
We love how they feel cushy around the clock. They slip on and off so easily and don't require any break-in period. No matter how rigorous your work lifestyle is, these bad boys are equipped to go through hell and back, while feeling like heaven. Also, they look great with a casual look, think—a flannel and denim trousers.
Read more: Best Chelsea Boots for Men
Country of Manufacture | Australia |
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Upper Material | Leather |
Midsole Material | Polyurethane |
Outsole Material | TPU |
Pros
Sleek, modern, classic design
Custom designed outsole for improved flexibility
Water-resistant and slip-proof
Meet your go-to, everyday shoe. It has all the trappings of a classic Chelsea boot (clean lines, elastic side panels, laceless design), and come water-resistant leather upper and cushioned memory foam insoles for extra arch support and cloud-like comfort, so you can wear them all day for any occasion.
We love the versatility of this shoe because there's no limits on where you can wear it. From the office to casual outings on the town, it can take you from day to night. Be it denim or chinos, any pant will fit nicely over the boot. It’s a real look-good, feel-good option that'll score several compliments.
Read more: Best Online Clothing Stores for Men
Country of Manufacture | Imported |
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Upper Material | Water-resistant leather |
Outsole Material | Rubber lug |
Best Designer Boots
Saint Laurent Wyatt Chelsea Boots
Best Designer Boots
Saint Laurent Wyatt Chelsea Boots
Pros
Minimalist detailing and luxe feel
Buttery suede construction
Made with premium calfskin leather
Cons
If between sizes, order next size up
True to form, the luxe French fashion house has adopted a classic footwear staple and given it the Saint Laurent treatment. The super-sleek boots in suede feature Cuban heels, elasticated side-gussets, hidden pull tabs and an almond-toe silhouette.
Country of Manufacture | Italy |
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Upper Material | Leather |
Outsole Material | Leather |
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Most Timeless Boots
Timberland Classic 6-Inch Waterproof Boot
Most Timeless Boots
Timberland Classic 6-Inch Waterproof Boot
Pros
Primaloft insulation for superior warmth and comfort
Unlimited colorways
Will never go out of style
Cons
One of the pricier items
A literal icon, Timberland’s work boots are known as much for their swaggy style as they are for their built-tough practicality. The weather-proof qualities—like seam-sealed construction and down-free PrimaLoft insulation—make them a standout style.
Read more: Best Work Boots for Men
Country of Manufacture | USA |
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Upper Material | Timberland Premium Leather |
Outsole Material | Rubber |
Item Weight | 4.03 pounds |
Pros
Made with 100% recycled laces, webbing, and mesh lining
Kinetic Fit™ Advanced footbed
Versatile grip
Cons
Some buyers say they're light in weight
For our nature lovers who enjoy hiking, here is your all-terrain outdoor companion—the Moab 3. Regardless of how many obstacles are along the way, you'd be in good hands because these boots know a thing or two about rugged trails. They have ankle support, maximum shock absorption and the best-in-class Vibram® TC5+ outsole for optimal traction and performance.
Country of Manufacture | USA or Imported |
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Upper Material | Pigskin leather |
Outsole Material | Rubber, Vibram® TC5+ |
Best Work Boots
Red Wing Heritage 6-inch Classic Moc Boot
Best Work Boots
Red Wing Heritage 6-inch Classic Moc Boot
Pros
Handmade oil-tanned, full-grain leather
Goodyear welt construction
Water, stain and perspiration resistant
Cons
Pricey
Most guys who work outdoors and wear strapped tool belts would appreciate these boots. They have a roomy moc toe silhouette, weatherproof leather construction and the perfect wedge sole for standing on concrete all day. All that being said, you can bet they will withstand any extreme conditions. Also, who doesn't love the classic tan-gold taslan laces?
Country of Manufacture | USA (Red Wing, Minnesota) |
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Upper Material | Oil-tanned leather |
Outsole Material | Traction Tred wedge |
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Pros
3/4 Goodyear welt construction
Adorned with signature Tecovas toe stitching
Hand-laid cording and reinforced pull straps
Cons
Must follow careful instructions to ensure best care
Howdy cowboy. The Cartwright boot from Tecovas is ageless with its western flair, classic round toe and 1 ½” stacked angled heel. It has ultra-soft calfskin leather construction, rugged bovine lining, and quick-to-patina goat—so you'd be suited and booted for the ranch or the office.
Country of Manufacture | Mexico, USA (Austin, TX) |
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Upper Material | Leather |
Outsole Material | Leather |
Pros
Three-quarter sock for supreme comfort
Clean and simple lines
Includes additional lace for versatile wear
Cons
May be easy to scratch or scuff
Clarks makes reliable, no-frills kicks that pull double duty on comfort and style. Take the classic Wallabee, which has a handsome maple suede finish, along with a moccasin construction and structural silhouette. Plus, their signature crepe sole will help your feet look and feel good for hours.
Country of Manufacture | Imported |
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Upper Material | Premium maple suede |
Midsole Material | EVA |
Outsole Material | Part-recycled natural rubber pebble crepe |
Pros
Removable OrthoLite footbed
100% waterproof and breathable
Stitchdown construction
Recraftable for longer life
Cons
Non-Insulated
Made in Oregon, the Mountain Pass was created as a lighter weight alternative for your typical hiking boot. This new version from Danner displays a unified platform, combined with a low profile Vibram outsole. Plus, you can extend the life of your boot with the brand's recrafting services.
Country of Manufacture | USA (Oregon) |
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Upper Material | Full-Grain Leather Upper |
Outsole Material | Vibram® Kletterlift |
Closure | Lace-Up |
Lining | Waterproof |
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Best Combat Boot
Dr. Martens 1460 Smooth Leather Lace Up Boots
Best Combat Boot
Dr. Martens 1460 Smooth Leather Lace Up Boots
Pros
Flexible sole
Can be polished for a new look or artfully scruffed-up
Comes in many shades and prints
Cons
Famously stiff to break in
Before Docs became popular amongst varying subcultures and fashion crowds, they were truly British work boots. The high-cut steel-toe stompers with slip-resistant soles are utilitarian by design, with the signature yellow stitching providing just enough attitude. And if you ever scruff them up, they can be buffed and polished for a fresh shine—unless the wear and tear has an artistic effect.
Country of Manufacture | China and Thailand |
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Upper Material | Goodyear Welted |
Outsole Material | Goodyear Welted |
Pros
Water resistant
Oil and slip resistant
Suitable for all terrain
Cons
Need extra time for (pain-free) breaking in
This budget work boot is an industrial construction site go-to. Its key features include Goodyear Welt construction for the utmost durability and soft nubuck leather that’s easy to break in. Over 9,500 five-star Amazon reviews trust this boot. With a loyal following that big, and a price that low, we can't help but recommend these as solid bang for your buck option.
Country of Manufacturer | China |
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Upper Material | Leather |
Outsole Material | Rubber |
Pros
Lace-up fasening for a secure, custom fit
Made with high-quality leather
Sustainably sourced crepe sole
10+ colors
Cons
May need to purchase cleaners to keep them looking new
We feel confident in saying: there's no shoe that quite compares to the Clarks Originals Desert Boot. A true original, the shoe burst onto the scene with its minimal, progressive style and sparked a universal footwear revolution. It's made with premium beeswax leather and finished with simple lace fastening.
Country of Manufacture | UK |
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Upper Material | Beeswax brown leather |
Midsole Material | EVA |
Outsole Material | Crepe |
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Pros
Angled block heel for maximum comfort
Handmade from natural rubber
Arrives in a number of sizes and fun colors
Cons
Doesn't go up your leg
The favored Wellington-style brand of boots for celebs and royals alike, Hunter’s tall rain boots made from natural vulcanized rubber look just as good trudging through a British bog as they do on the city streets during annual fashion weeks.
Read more: Best Winter Boots for Men
Country of Manufacture | USA |
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Upper Material | Rubber |
Outsole Material | Rubber |
Best Waterproof Boots
L.L.Bean The Original Duck Boot
Best Waterproof Boots
L.L.Bean The Original Duck Boot
Pros
Perfect for rain, mud and other wet conditions
Triple-needle stitching provides long-lasting durability
Uniquely shaped foot form
Cons
Not designed to stay submerged in water
Crafted in Maine with New England weather in mind—and designed by Mr. L.L. Bean himself—these rubber-bottom Bean Boots offer reliable traction and keep water at bay. Other notable features include a classic lace-up design for a secure fit, triple-needle stitching and a steel shank that adds support.
Read more: Best Duck Boots for Men
Country of Manufacture | USA (Maine) |
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Upper Material | Full-grain leather |
Outsole Material | Chain-tread outsole |
Most Versatile Boots
Ace Marks Chelsea Boot Black Antique
Most Versatile Boots
Ace Marks Chelsea Boot Black Antique
Pros
Elastic side inserts and warm lining
Made of 100% premium calfskin leather
Pull-tabs provide added convenience
Cons
Expect to dish out quite a bit $
Black leather dress boots are undoubtedly one of the most versatile clothing pieces to make up your wardrobe. They’ll serve you well on the daily—be it the office or date night—and on occasions like weddings. Needless to say, the Chelsea Boot Troy Black Antique by Ace Marks is a worthwhile investment.
Country of Manufacture | Italy |
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Upper Material | Calfskin leather |
Outsole Material | Blake stitched leather sole |
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Best Chukka Boots
Cole Haan ØriginalGrand Chukka Boot
Best Chukka Boots
Cole Haan ØriginalGrand Chukka Boot
Now 44% Off
Pros
Offers a storm welt
Progressive design
Rich colorways
Cons
Not as waterproof as others
Part of Cole Haan’s ZERØGRAND collection that sees typical shoe styles afforded a modern edge, these city chukka boots with nubuck uppers and grippy TPU soles are wholly waterproof, making them an ideal alternative to more conventional-looking boots.
Read more: Best Dress Boots for Men
Country of Manufacture | USA |
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Upper Material | Leather |
Outsole Material | Rubber |
Best Moc Toe Boots
Thursday Boot Company Diplomat Moc Toe Leather Boots
Best Moc Toe Boots
Thursday Boot Company Diplomat Moc Toe Leather Boots
Pros
Fully-lined supple glove leather interior
Water resistant and re-soleable
Long-lasting Kevlar® blend laces
Cork-bed midsoles that form to your feet
Cons
Hefty price tag
These moc toes (shoes with moccasin-style stitching on the top) are made via Goodyear welt construction, which is an industry term that basically means these boots will last you a lifetime. Dress them up or down, your choices are endless.
Read more: Best Clothing Brands for Men
Country of Manufacture | U.S. and Mexico |
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Upper Material | Leather |
Outsole Material | Rubber |
Pros
Quality construction
Padded insole for all-day comfort
Cons
Very costly
Limited colors
No matter the occasion, the Harvy chukka boot will fit the bill. This option has a supreme leather upper with an updated rubber sole and fully padded insole, which provides exceptional comfort for anything that calls for long-periods of being on your feet.
Country of Manufacture | USA |
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Upper Material | Leather |
Outsole Material | Rubber |
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Pros
Super clean and sleek
Gently squared profile
Cons
Cost a pretty penny
The Sweden clothing retailer’s take on the traditional leather ankle-high boot include a square toe and chunky low block heel, which is ideal for a formal affair. Not only is its buffed calfskin leather rich, but the inner side zip closure make slipping in and out of the pair an easy feat, while also adding a contemporary touch.
Country of Manufacture | Portugal |
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Upper Material | Calf Leather |
Outsole Material | Treaded Vibram® rubber |
Pros
Warm sheepskin and faux fur interior
Molded EVA sole delivers lightweight traction
Cons
Easy to get dirty (for some)
Oh yes, fight it all you want, but these booties—like most fashion trends from the aughts—are back, which means they’re likely here to stay. So, why not settle in for all the toasty feels? Like Tom Brady and Evan Mock, don’t be afraid to wear them out while running errands either.
Country of Manufacture | Australia, Ireland, Spain, UK, USA |
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Upper Material | Cow Suede |
Outsole Material | Rubber |
Bernd Fischer
Bernd Fischer is a freelance writer based in London covering style for Men’s Health. Before relocating to the United Kingdom, Bernd was a Content Editor at GQ Middle East in Dubai, having previously served in the same role at GQ South Africa in Cape Town. He has written for Paper, The Manual, Mic, Splinter, and the South African editions of Glamour and House & Garden. Bernd is a graduate of Columbia Journalism School in New York.
Joseph Cheatham
Style and Commerce Editor
As the Style and Commerce Editor for Men's Health, Joseph covers all-things fashion and grooming. Previously, Cheatham was a commerce editor for Spy, and he has written for Travel + Leisure.