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Top men's boots for 2025: Work, waterproof and casual picks for winter

Shop the best men's work boots, casual boots and more
Cole Haan, Macy's, Amazon, Timberland, Adobe

October 20, 2025, 7:12 PM

Cooler weather has the best work boots, casual boots, moto boots and more on the minds of stylish men everywhere. But which pair is the best for you?

To help you put your best foot forward, we've curated a list of men's boots for all, whether you're looking for fashion-forward pairs, protective steel toes for heavy duty wear, or even waterproof boots to keep your feet dry in wet, wintery conditions.

Everyday casual boots call for style and comfort, both of which are represented in our picks from Karl Lagerfeld, Timberland and Sorel -- most offering weather protection and warmth, too.

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Work boots require a bit more consideration, with waterproofing, steel toes and all-day comfort top of mind when browsing. Our picks include a popular pair from Wolverine that offer extended protection thanks to a taller shaft, bestsellers from KEEN, and a budget-friendly pair from Dunlop for working in standing water or mucky conditions.

For those with a love for the open road, we've included bestsellers from Harley-Davidson and Durango for motorcycle enthusiasts who want top-notch quality and seasonless style while riding.

Check these options out and more below!

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Men's boots for daily wear

Macy's

Sorel Men's Slabtown Round Toe Boots

With the popular Sorel boots, you'll find comfort, versatile style and excellent traction thanks to rubber outsoles that provide great grip. Pick these for casual, everyday wear in the colder months.

$175

Macy's

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40% off

Saks Off 5th

Karl Lagerfeld Paris Nubuck Leather Side-Zip Work Boots

Perfect for casual wear with an elevated edge, these Karl Lagerfeld men's boots are crafted from stylish nubuck leather and feature a size zipper for slipping into easily. They're great for date night, laid-back holiday parties and anywhere else you want to look put-together without wearing a dress shoe.

$139.99
$235

Saks Off 5th

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20% off

Cole Haan

Men's ZERØGRAND Remastered Waterproof Chelsea Boots

Combining impeccable taste with waterproof technology and premium comfort, Cole Haan's ZERØGRAND Chelsea boots are a fantastic investment for the sophisticated man's closet.

$199.95
$250

Cole Haan

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Timberland

Men's Timberland Heritage 6-Inch Waterproof Boot

Keep your feet dry, warm and looking great with this stylish pair of Timberlands that combines the classic shape fans of the brand love with this striking, winter-perfect colorway.

$210

Timberland

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Cole Haan

Men's Roundhill Grand Waterproof Chukka Boots

New for this season, this waterproof boot in "Morel-Dark Natural" is the perfect casual boot to pair with jeans or trousers for the word day or night on the town. The flexible sole is made with a minimum of 25% natural dandelion rubber for Cole Haan's trademarked FlowerFlex fit that helps the shoe move to accommodate your foot and alleviate pressure with each step.

$260

Cole Haan

Men's work boots

19% off

Amazon

Dunlop Protective Footwear, Chesapeake plain toe Black Amazon, 100% Waterproof PVC, Lightweight and Durable

One of Amazon's bestselling pairs of waterproof boots for men are these Dunlop protective boots that have a tall shaft for extra dirty jobs, are lightweight when compared to other popular PVC boots and are super affordable at under $30 a pair.

$23.99
$29.66

Amazon

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Amazon

Wolverine Men's Floorhand Waterproof 10" Steel Toe Work Boot

For a heady duty steel toe boot with ankle protection and stabilization, this Wolverine pair is a fast-selling pair with more than 7,600 reviews singing their praises. A waterproof full-grain leather upper and slip-resistant rubber lug make them perfect for working in or traversing wet, snowy conditions.

Amazon

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Amazon

KEEN Utility Men's Lansing Mid Height Steel Toe Waterproof Work Boots

This pair of KEEN work boots is a top pick on Amazon thanks to more than 7,000 ratings and a 4.4-star average, with reviewers raving about their sturdy build, excellent toe box protection, lightweight construction and their ability to ward off wet feet even in standing water.

$246.20

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CAT Footwear

Men's Pelton Work Boot

Engineered for comfort in addition to their tough build, these CAT boots are a customer favorite with a proprietary foam midsole, a slip resistant sole and electrical hazard protection against open circuits up to 600 volts in dry conditions to keep you safe on the job.

$134.95

CAT Footwear

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Men's motorcycle boots

Harley-Davison

Men's Hustin Waterproof Leather Riding Boots

This classic pair of Harley Davidson moto boots are a bestseller for the brand, combining the timeless, effortlessly cool look of a biker boot with the waterproof performance you need to ride in inclement weather. They're equipped with abrasion-resistance on the body of the boot with an oil-resistant outsole, so invest now to look good for years to come.

$230

Harley-Davison

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Kohl's

Durango Men's Harness Boots

$175.50

Kohl's

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50% off

Harley-Davidson

Men's Widman Leather Riding Boots

Crafted from polishable, durable leather with rubber outsole for grip and water resistance, these moto boots are a staple in any rider's shoe collection and they're on sale.