10 best men’s boots

With the swapping of salads for soups and beer gardens for roaring fires, comes the moment you have to swap your shoes for something a little more substantial. Enter the boot. But with so many styles to choose from, knowing which to invest in can be a bewildering decision. To help, we’ve complied our top ten favourites so you can fill your boots (quite literally). 


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1. Chelsea

KG Harrogate Slip On Chelsea Boots


Oh, the Chelsea boot. A style icon for decades – think 60s mods – it’s still a firm favourite in our eyes. These suede beauties have smart-casual written all over them.

KG, Harrogate Slip On Chelsea Boots, £89


2. Hiking

Tommy Hilfiger Hiking Boots


Along with all the outdoorsy brands turned uber-cool streetwear, hiking boots have had a resurgence as the boots that’ll look equally good in the urban jungle as they would the actual jungle. Plus, that trek to the Tube will be all the easier.

Tommy Hilfiger, Hiking Boots, £155


3. Desert

KG Porter Desert Boots


Inspired by the boots WWII soldiers wore in Egypt, today’s desert boots are ideal for colder climes. Minimal and sleek, play with colour and choose a navy version for office or off-duty dressing.

KG, Porter Desert Boots, £69


4. Chukka

Barbour Redhead Plain Toe Chukka Boots


We feel a lot of affection for the chukka. The thin laces and simple, sleek style is minimal on fuss, max on versatility. Not got these in your repertoire? Get them in there pronto.

Barbour, Redhead Plain Toe Chukka Boots, £125


5. Formal

H By Hudson Atherstone Boots


Yes, boots can be smart. Pair polished Chelsea boots with slim black trousers and a pea coat for dinner, or with a suit – keep the leg slim and cut to show off the shoe’s shape – for fancier affairs.

H By Hudson, Atherstone Boots, £65


6. Brogue

Barbour Belsay Wingtip Brogue Boots


Brogue boots occupy that happy middle ground, being both rugged and gentleman-esque at the same time. They’re as good with jeans as they are a suit.

Barbour, Belsay Wingtip Brogue Boots, £135


7. Biker

Dune Cranes Borg Collar Lace Up Boots


Sometimes feel the need to channel a bit of Beckham in Belstaff? Us too. Put on some biker boots and you’ll be prepped for anything winter throws at you.

Dune, Cranes Borg Collar Lace Up Boots, £120


8. 6 inch

Timberland A139u Classic 6 Inch Chukka Boots


Timberland’s 6-inch chukka boots are something of an icon. Eternally cool, we’ll be pairing ours with a flannel shirt, denim and a bomber jacket. There’s no room for error with that get-up.

Timberland, A139u Classic 6 Inch Chukka Boots, £175


9. Cuban heel 

Dune Mudslide Buckle Strap Casual Boots


The Western mood has galloped into fashion in recent seasons and with it, the Cuban heel. A heel may make you worry you’ve popped on your partner’s boots but fear not. A subtle, elevated heel has a modern, edgy feel. The fashion houses are on board, celebs are on board (Harry Styles for one), and so, naturally, we are on board too.

Dune, Mudslide Buckle Strap Casual Boots, £120


10. Workwear

Caterpillar Colorado Boots


Where once being seen in your welding get-up at dinner, for example, was frowned upon, the utility trend has so taken over menswear of late that chore jackets, workmen’s boots and boiler suits are now very much de rigueur. Dip your toes into the trend with these robust soles.

Caterpillar, Colorado Boots, £120