The 20 Best Men’s Boots in 2022, Vetted by Fashion Experts

best boots for men

Courtesy of Retailer

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, copping a fresh pair might just be what gives you that much-needed boost to conquer even the most wretched of days.

And even though we’re already in the midst of winter, 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 not too late to pick up a pair or two.

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.

The Best Boots for Men

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Best Chelsea Boots

Men’s Classic #587 Chelsea Boots

The Australian footwear brand upgrades its Original #500 design to make it even more all-weather worthy. The souped-up Blunnies in premium water-resistant leather include a lined interior, comfy shock-absorbing footbed and a sturdy, grip-tastic outsole.

Read more: Best Chelsea Boots for Men

Wyatt Chelsea Boots

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.

Robert Polished-Leather Chelsea Boots

The king of American glam adds a glossy touch to this pair of brown Chelsea boots crafted from calfskin leather. On top of the characteristic pull tabs and elastic-sided construction, these Robert boots boast lightweight rubber soles for next-level comfort.

Read more: Best Luxury Gifts for Men

Best Desert/Chukka Boots

Suede Desert Boots

These ankle-high desert boots in suede are constructed in Italy and feature the New York-based brand’s identifiable serial numbers stamped in gold. But they’re not just a pretty pair—the rubber-crepe soles keep your feet comfy for all-day wear.

Greenflex Chukka Boots

Astorflex, an Italian family-run business since the 19th century, produces eco-friendly footwear. These chukka boots are handcrafted from premium leather that’s been aged for 30 days in a combo of water, oak bark, and powdered mimosa. How fancy.

4.ZERØGRAND City Chukka Boots

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 Waterproof Shoes for Men

Best Work Boots

Men’s 6-inch Premium Waterproof Boots

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

Iron Ranger Leather Boots

An all-American boots brand if ever there was one, Red Wing Shoes has supplied footwear for everyone including soldiers and miners. This round toe-cap shaped pair in leather incorporates brass speed hooks for super-quick lacing.

Icon 7B10 Leather Steel-Toe Work Boots

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.

Best Moc Toe Boots

Men’s Diplomat Moc Toe Leather Boots

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

Best Combat Boots

Men’s Brutus Nubuck Lace-Up Combat Boots

Chunky combat boots will elevate any fit, so rock them with your favorite casual items, like jeans, T-shirts and a leather jacket. Camper’s nubuck leather combat boots with a stacked heel look extra cool in a military-inspired green.

Best Rain Boots

Men’s Original Tall Rain Boots

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

Best Snow Boots

Men’s 8″ Thinsulate Bean Boots

Crafted in Maine with New England weather in mind—and designed by Mr. L.L. Bean himself—these rubber-bottom Bean Boots keep any water at bay and feature Thinsulate Insulation that’s built to beat the winter chill.

Read more: Best Snow Boots

Best Hiking Boots

Quest 4 GTX Backpacking Men’s Boots

Outdoor equipment company Salomon was founded in the alpine city of Annecy, placing it right at the center of the French Alps. With practical design advancements, like a shock-absorbing EnergyCell midsole and Contragrip rubber soles, you’re guaranteed triumphant treks in the most brutal weather conditions.

Read more: Best Hiking Boots

Best Dress Boots

Desmond Leather Boots

Black leather lace-up 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. This pair by legendary British shoemakers Grenson is a worthwhile investment.

Read more: Best Dress Boots for Men

Lace-Up Leather Boots

The Spanish clothing retailer’s take on the traditional leather lace-ups in brown include a rounded toe and steady rubber soles. The zip fastening on the sides make slipping in and out of the pair an easy feat, while it also adds a contemporary touch.

Dalton Wingtip Dress Boots

The small perforations on brogues, like these, were originally designed to speed up drying of the shoe’s upper in wet climes. Though they were once considered appropriate only for the outdoors, today they’re an ideal smart casual companion, with Allen Edmonds making a wonderful wingtip number.

Best Western Boots

Western Ankle Boots

If genuine cowboy boots are a little too daring for your taste—if they don’t intimidate you at all, we applaud you—then Italian luxury goods manufacturer Tod’s has a perfect interpretation of the iconic silhouette that should give you the confidence to strut your stuff.

Read more: Best Fall Boots for Men

Best Budget Boots

Protective Footwear Chesapeake Steel-Toe Boots

There may not be much substance to take away from Kanye West these days, except perhaps a style tip or two when it comes to the way he tackles footwear—the rapper has donned really affordable yet equally stylish boots. And yes, the tire brand makes some durable footgear.

Best Anything-Goes Boots

Men’s Classic Mini Boots

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.

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