30 trainers, boots and smart shoes you need to own this winter

Posted by
Jamie Carson
  • Share
  • Tweet

Summer footwear is awful. Flip flops? No thanks, put your cheesy toes away you heathen.

Winter footwear is where it's at with its massive array of fur lined boots, decadent colours, luxury party shoes.

So with the last nail finally hammered into the coffin containing the hazy days of summer, we've rounded up our favourite men's winter boots, trainers and smart shoes to get you geared up for the new season.

  • Vans Sk8-Hi MTEs

    This is what lumberjacks would wear if they left the forests for East London. They don't just look good either, they're made to survive winter with Scothguard treated leather and suede uppers, as well as a warm fleece lining and a heat retention layer between the sockliner and outsole.


  • Reebok X Faces & Laces Club C 85

    The footwear choice of the painter/decorator is back with a bang with loads of modern looks and killer collaborations, like this tarmac black pair with neppy soles made in association with Moscow's Faces & Laces club.


  • Red Wing 875 boots

    These boots feature a lightweight crepe sole with minimal tread that reduces the cling of mud without skipping out on the comfort and durability of other Red Wing boots.


  • Converse Chuck II Shield Canvas

    Thought Converse hi-tops were reserved for spring and summer with their thin fabric? Think again, because the brand has updated their iconic shape with water-repellent canvas for the rainy months ahead.


  • Nike X Pendleton Air Max 1

    Nike has teamed up with American workwear specialists Pendleton for a pair of multicoloured striped wool hi-tops. The best thing about them? They're only available through niche sneakerhead sites like atmos, so you won't have to worry about bumping into anyone wearing the same pair (well, as long as you stay away from Tokyo).

    税込 23,760 円

  • Grenson Brady leather boots

    Have the look of a mountaineer without all that pointless physical activity with these chunky soled, silver hook eyelet boots from Grenson.


  • Filling Pieces velcro low top

    Who wants to fasten up damp laces on cold, rainy mornings? Not us, we're going back primary school with these luxury nude velcro trainers.


  • New Balance M1500TN

    These England made trainers are so autumnal you can practically smell the pumpkin spice coming off the tanned orange leather (please note that shoes do not actually smell of the iconic Starbucks seasonal latte).


  • Ugg Larus boots

    Uggs aren't all floppy boots worn by upper class university students, they also do military inspired boots lined with Twinface sheepskin and dual density foam insole. Like strapping pillows to your feet, but without the strange public glances.


  • Dr Marten Lite

    The Newton boot has been reinvented by the brand for a new generation with lighter materials that loses a third of its original weight. But don't worry, it's still sturdy and water-resistant with its use of wicking SoftWair Technology insole.


  • Hush Puppies Davenport High

    Depressing weather calls for a decadent boot, and with a cushioned foam insock and premium suede, this absolute classic does the trick (just make sure you use a suede protector, because wet suede is the worst). 


  • Nike Air Zoom Spiridon

    If you're not into dressing smart for the party season but still want to get into festivities, then this pair of metallic gold and silver Nike trainers are definitely the alternative solution you're looking for.


  • Nike Air Max 1

    The classic Nike silhouette gets a premium refresh for winter with a bright Sherpa-fleece lining. Just look at them. You could hibernate in these bad boys.

    Coming soon

  • Golden Goose hi-tops

    You don't have to worry about getting your white trainers dirty in bad weather conditions, because these hi-tops from Golden Goose are already mucky (on purpose), fitting into the trend for all things distressed.


  • Jack & Jones leather workwear boots

    Every man needs a decent pair of timeless work boots, even if he just sits at his desk blinded by Excel sheets all day with no manual labor involved whatsoever.


  • Jeffery West Corleone brogues

    The enigmatic British rock 'n' roll brand has created a brogue that doesn't look like it belongs on the feet of Victorian gentleman with it's shiny leather and lightening-esque design.


  • Nike SFB canvas boot

    Nike combines the world of performance footwear with heavy-duty utilitarian boots, creating a hybrid that boasts the durability and traction of a boot with the comfort and funcionality of a trainer.


  • Selected Homme Chelsea boots

    Is there such thing as a bad Scandinavian brand? If there is, we haven't seen it yet. The Denmark label has created a sleek pair of brown boots here that can be worn with work and weekend attire.


  • Hudson London Wyman boots

    At some point we all wanted to be a cowboy (f you didn't, what' wrong with you?). Although we might get some funny looks wandering around in leather chaps, you'll only jealous glances wearing these buckled leather boots.


  • Nike Air Max 90 trainers

    It's like Nike turned a bonfire into a shoe. We bet you could roast marshmallows on these autumnal kicks. But don't try to, that'd be a nightmare to get off.


  • Balenciaga silver high-tops

    On those dark nights walking back to your flat in a drunken stupor, you have to make sure you're noticed by traffic. No one ever looked good in a high-visibility vest, so swap the safety gear for a pair of futuristic lookin shiny silver trainers instead.


  • Nike Air Max 90 Mid Winter

    These blacked out kicks are winter appropriate with its use of weather-resistant uppers, warm neoprene lining and are higher cut at ankle to keep away the cold.


  • Gucci loafers

    The classiest shoe of all time? Arguable, and if the past few winters are anything to go by, the loafer is only going to get bigger and better this year, becoming the footwear of choice to wear with your party suit.


  • Moncler Peak ankle boots

    The footwear choice for guys who climb mountains during the day then go out to an exclusive club at night, these stylish hiking boots in chocolate brown suede will keep you warm and comfortable on any terrain.


  • Weberhodelfeder double monk straps

    Try saying that name after a couple of pints. Combining monkstrap fastening with premium Bordeaux leather, these streetwear inspired shoes will go with both casual jeans and smart trousers.


  • Saint Laurent Court Classic velvet trainers

    If you always wanted to wear an animal print but were too scared you'd end up looking like this, then this is stylish gateway into the look whose subtle monochrome design will liven up the plainest of looks.


  • Loake tan suede desert boots

    Desert boots with suede so soft you could cuddle it as you drift off to sleep (it's not weird, that's a thing).


  • ASOS zip borgues

    The classic brogue gets a contemporary update with a chunky sole and zip detailing instead of traditional laces.


  • All Saints Otis camo boot

    Fusing the post-punk details of the creeper with the classic shape of a work boot, All Saints' stylish mutant camo boot shouldn't really work, but it really, really does.


  • Timberland 6" red boots

    Practical tech joins forces with high fashion with this all-red Timberland boot, featuring a waterproof barrier 400g of PrimaLoft insulation, which is also environment friendly, as it's created utilising a range of recycled materials.



Share this article


Jamie Carson

Jamie Carson

When he’s not pretending to be on the front of an album cover, Online Style Writer Jamie Carson can probably be found criticising your fashion credentials. Follow Jamie on Twitter @_jamie89

Other people read

More from Shoes

More from Jamie Carson