Winter Boot Guide 2021

Winter boots are probably not at the top of your priority list, but they are still a necessity for life and your wardrobe – even if it is just to walk the dog. I know it’s hard to believe, but the lockdown will end, and life will return to normal making you wish you had thought about the perfect pair of puddle-destroying winter boots beforehand. There is nothing better than a pair that fit like the cobbler is still sewing in the sole. Stylish, comfy and hard-wearing; the dream combo. But to achieve this, you need to know what you’re getting yourself into because you can’t just pick any old boot and expect it to be dreamy. Here we’ve put together a short listof our favourite styles and brands to keep your feet warm, dry and most of all, stylish this winter.

Hunter Boots Original Chelsea Boot

The Hunter Original Chelsea Boot is an autumn/winter staple. This year it has been re-engineered for an improved fit and all-day comfort, with a wider ankle circumference and an increased curve in the heel and around the Achilles tendon delivering an even more comfortable fit. Ready for rain, snow and muddy autumnal walks, each boot is handcrafted from natural rubber and vulcanised for superior protection. Retaining the iconic features of a traditional Chelsea, it features elasticated gussets and has a nylon pull-tab to make stepping into the boot easy. In a classic black ice matte, these men’s waterproof Chelsea’s are wet weather essential. £95.00, Available

Timberland Greenstride Edge Boots

Adventure on with Timberland’s GreenStride soles that are one of the most eco-conscious and comfortable experiences Timberland has ever invented. And now they’ve bought them into their boots. Timberland used a 75% combination of renewable natural sugar cane and rubber from trees to make them naturally comfortable, so you’re ready for anything. The waterproof uppers are part Better Leather and part ReBOTL fabric made of at least 50% recycled plastic. £165.00, Available

On Cloudrock Waterproof

The On Cloudrock’s are traditionally a hiking boot, yes. However, because of the Swedish brands superb styling, you can easily get away with wearing these as your choice for a winter boot and we think you’ll agree. The durable membrane is wind- and waterproof and two types of mesh in the mid-and forefoot enhance stability and breathability. The high collar is made for movement and, like the tongue, is reinforced with padding. The rubberized mudguard is tough but light and flexible – the ideal blend of speed and shield. A 360° mudguard protects and the Speedboard provides propulsion and stability. Tongue straps secure laces and Zero-Gravity CloudTec ensures cushioned landings. £180.00, Available

Blundstone X Finisterre

Is there a better boot on the market? Well, we don’t believe so. The Australian boot brand has teamed up with Cornish B Corp adventure brand Finisterre. From the pull loop to the upper to the footbed to the sole, the companies have ensured that every material used is fully vegan verified. Of course a critical outcome for Finisterre whose legacy is founded on challenging fabric use and construction. The boots come in bespoke colours and the Finisterre logo is debossed onto each heel. Overall the teams have created a lightweight and breathable boot, with key features include a comfort-focused removable footbed, durable outsole and water-resistant microfibre upper with superior abrasion-proof qualities (that means they won’t mark as easily to me and you). Ready to roam over rock, road, sand and into the bush. Perfect for the impending winter. Release date: 2nd November. £160.00, Available Exclusively via

Vagabond JEFF Boots

Vagabond has elevated the traditional utility boot with a modern take on chunky footwear. Crafted in sand-coloured nubuck, the mid-rise style features lace-up fastening and a generous toe shape. The clean upper sits on 49mm solid, tonal outsoles create a monochrome look. Other features include pull-on tabs providing great wearability. £165.00, Available


GANT partners with Italian footwear brand Diemme for a second time to create a limited-edition unisex footwear and apparel collection-the latter being the first of its kind for Diemme. Converging the worlds of American sportswear with artisanal Italian mountaineering, the two heritage brands set off to seek new creative altitudes. This limited-edition collection will be available for purchase online and in select retailers on November 11th, 2021. £350.00, Available

Crockett & Jones Chiltern Snuff Suede Boots

Crockett & Jones are masters of the shoemaking industry and the Northhampton based shoemaker also has the royal seal of approval, presented by HRH The Prince Of Wales. The Crockett & Jones Chiltern then is a take of the classic chukka boot (or Desert boot) that is believed to have both a military and sporting heritage. These are made from the finest dark brown suede with Dainite rubber soles and is constructed using three pieces of outer material – Inside Quarter, Outside Quarter and Vamp with low cut leg (but above the ankle) and two to three eyelets. Truly a pair of shoes then fit for a prince, and if it’s good enough for royalty, they’ll more than make your friends jealous. £385.00, Available

Grenson Chukka Boot

The Clement is another iteration on the classic chukka boot on top with simple styling but Grenson made the boot in a Peat suede, a really rich deep brown shade, on their chunky but lightweight rubber sole which is extremely comfortable to wear. These are the perfect smart casual option and one can never get an outfit wrong paired with these. £305.00, Available

Danner Bull Run Moc Toe

Work boots were once what you wore on a building site or down a mine; now, they’re the footwear of choice for men who work in ad agencies. Which is strange, but good, because luxury brands have started to put their spin on the silhouette. Danner’s traditional Bull Run Moc Toe should be a staple in any mans wardrobe leading into the winter months. Built in the USA with a dedication to quality that goes back to 1932, the Bull Run is a utilitarian work boot with a timeless design that stays in style when you punch out. The full-grain leather upper is the perfect blend of strong and soft. Combine that with the sturdy Danner Wedge outsole and you get all-day comfort that lasts. £210.00, Available


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