The best boots for style-conscious men in 2021

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There is a place and a time for every form of shoe. For those times when your outfit calls for a little higher styling (or you just need more ankle support), make sure your list is filled with the best boots for men. Because like any pair of shoes, the men’s boots you wear will play an important role in showcasing your personal style. And besides, it can’t be all sneakers all the time, can it? No.

However, it can be difficult to know where to start when looking for the best men’s boots. The truth is, there is no definite entry point. If you consider the diversity of the terrain – the heirloom leather laces and modern, clean Chelseas, the relaxed suede chukkas and the functional rubber rain boots, not to mention the standout pairs of cowboy boots – you will quickly see it. Note that there is no single definition of stylish men’s boots.

Our rule of thumb: Get a sample of great options for various occasions. The variety will surely serve you well when the time comes. To give you some inspiration, here we’ve rounded up our selection of the best men’s boots for fall, from those inspired by workwear to those ready to complement any suit and tie, and all the shades in between. the two.

Best Heritage Boots: Red Wing Iron Ranger 6 “Vibram Boot

A 6 inch black Red Wing Iron Ranger Vibram boot.

For over a hundred years, Red Wing has been making some of the best leather boots at SB Foot tannery in Minnesota. These boots are their flagship style for a reason – they’re tough enough to take on anything and pair perfectly with jeans, chinos, whatever.

Best Affordable Suede Boots: Jack Erwin Barclay Cap-Toe Lace-Up Boot

A person wearing dress pants and a pair of Jack Erwin Barclay lace-up ankle boots.

On the border between stylish and affordable, Jack Erwin makes a sturdy pair of shoes at a reasonable price, including these lace-up boots. Crafted from supple suede and finished with a leather sole, wear them with a business suit or more casual at the weekend. Choice of dealer.

Read more: Best dress boots

Best All-Season Boots: Timberland Men’s Premium Waterproof Boots

A black Timberland Premium waterproof boot for men.

We’ve all seen the memes: New Yorkers will swear by a Timberland boot. This all-black take on the classic adds a modern twist to the OG style, while keeping the boots just as weather-resistant as ever.

Read more: Best waterproof boots

Best work boots: Wolverine 1000 Mile Evans Boot

A Wolverine 1000 Mile Evans boot.

As the name suggests, Wolverine’s 1000 mile boots can last over a thousand miles and looks pretty darn good doing it. The rough leather on this model adds a rugged touch to the ensemble and will build up a patina as you wear these work boots.

Best Suede Chelsea Boots: Sand Suede Chelsea Boots by Common Projects

A sand suede Chelsea boot from Common Projects.

A stunning pair of suede Chelsea boots is a staple in any man’s wardrobe, and Common Projects’ version is the platonic ideal. The crepe sole keeps them comfortable and also means you can dress them up or down with relative ease.

Best high-end boots: Saint Laurent Lukas 40 leather Chelsea boot

A black Saint Laurent Lukas 40 leather chelsea boot.

For a boot with a little more flair, check out these Saint Laurent black leather zip-up chelsea boots. The Cuban heel gives them a more Eurocentric style than many other boots, as does the dramatic pointy toe. And like everything else about Saint Laurent, each pair is made only from the finest leather.

Best Affordable Chelsea Boots: Men’s Chelsea Boots from Bloomingdale

A Bloomingdales men's leather Chelsea boot.

Style doesn’t have to be expensive. This Chelsea boot from Bloomingdale’s men’s boutique proves it. Soft and smooth leather uppers, piped leather soles and contoured bodies, all for under $ 200? You can’t beat that.

Best Jodhpur Boots: Frye Grady Jodhpur Boot

A Frye Grady Jodhpur leather boot.

Jodhpur boots were originally a style of riding that has moved away from race tracks over the years. And this pair of Frye from Australia brings all that sporty style to your shoe collection.

Best Classic Chukka Boots: Clarks Desert 2 Chukka Boot

A Clarks Desert 2 Chukka boot in a Sand Suede variant.

When it comes to chukka boots, no other style can match the classic Clarks Desert Boot. They’re each made from soft suede with an unstructured upper that’s as relaxed as you’ll feel when you feel the rubber sole underfoot.

Best Casual Chukka Boots: Seavees Maslon Desert Boot

A pair of Seavees Maslon Desert Boot in Elmwood variant.

California cool is the name of the game with Seavees. Just look at their version of the desert boot: the sole would fit any sneaker just as well, while the upper retains that classic chukka silhouette.

Best Formal Chukka Boots: Allen Edmonds Williamsburg Chukka Boot

An Allen Edmonds Williamsburg Chukka boot.

Chukka boots don’t have to be casual. Find the right pair, like this polished leather pair from Allen Edmonds’ master shoemakers, and they will go great with even your finest suit.

Best Modern Chukka Boots: Camper Walden Boot

A black Camper Walden boot.

Let’s call it the punk rock chukka. Camper built it with a nice thick sole, so it will look at home both on the street on the way to work and in the most divided bar or club, and a black leather body to keep things always cool.

Best all-round hiking boots: ultralight hiking boot of season three

A gray Season Three ultralight hiking shoe on a blue rope.

The best hiking shoes don’t just show up on the trail, but wherever you decide to wear them. The Season 3 ultralight hiking boot is a testament to versatile function – they’re tough enough to tackle the trails, yet light enough to go pretty much anywhere else, too.

Best Heritage Hiking Boots: Danner Mountain Light Boot

A brown Danner Mountain Light boot.

People have always had to explore – and they have always needed boots to do so. Danner has been making these boots for almost a century. The Mountain Light boot, with its classic alpine boot style and contrasting retro laces, is the best it has to offer.

Best Tech Hiking Boots: Columbia Big Ridge Boot

A black Columbia Big Ridge boot.

Do you have a particularly difficult hike ahead? Columbia’s Big Ridge Boot brings all of the best tech features to the table, including enhanced ankle support, a custom molded EVA sockliner, and Vibram sole, without sacrificing style.

Best Classic Winter Boots: LL Bean Men’s Bean Boots, 8 ″ Thinsulate

A Brown LL Bean Men's Bean Boots, 8 Thinsulate.

Go anywhere in the Northeast between October and April and you’ll see LL Bean’s signature boot. And for good reason: they have been proven to stay warm, resistant and protect from the elements throughout the season.

Best Chelsea Rain Boots: Stutterheim Chelsea Rainwalker Boot

A black / white Stutterheim Chelsea Rainwalker boot.

Initially a brand of jackets, Stutterheim is proud of its rainwear. And now the brand has moved into footwear, bringing its graphic Scandinavian flair to one hell of a nice pair of rain boots.

Best high-end rain boots: Hunter Original Tall Rain Boots

A pair of dark olive Hunter Original Tall rain boots.

There is only one way to be absolutely sure that no drop of water reaches your toes, and that is by wrapping your entire calf in rubber. Hunter has been making these boots to do just that for decades, and they really get the job done.

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