There is a time and a place for everything, so it stands to reason that our wardrobes adapts and changes as the seasons shift. In an ideal world we would be able to transition from summer into autumn and winter with all our summer footwear in tow. Realistically though, those canvas trainers, sandals and flip flops just won’t cut it for the wet spells. So the best thing to do is update your footwear wardrobe to avoid any winter weather disasters.

Every man needs winter friendly shoes and these don’t just come in the form of rain appropriate heavy duty knee high wellington boots. There is a wide range of stylish footwear designed to shield you from wet weather and keep you dry, whether you are simply running errands or going to work, there is always a shoe to take you from point A to B in style.

To make things easier, we have put together some of the best weatherproof shoes to help guide you in the right direction.




SHOP: Barbour Dark Brown Bramley Derby Shoes


Leather Derby shoes are just the thing for staying dry in style. These Barbour shoes are a perfect blend of comfort and functionality and ideal for smartening up casual looks. Featuring a smooth chocolate toned leather body, these shoes come with textile panels, a contrasting beige lace up front, exposed stitching and a padded footbed for additional comfort.


  • Dark brown leather upper
  • Gold toned Barbour badge and eyelets
  • Grey striped loop tag on tongue
  • Beige rubber textured sole
  • Leather lining
  • Padded footbed
  • Style number: MFO0325BR





SHOP: Timberland Brown Bradstreet Chukka Boots

These brown chukka boots from Timberland are ideal for everyday wear. Comfortable, with a stylish edge, they feature a smooth brown leather upper and a textured white rubber sole. The boots also come with a front lace up fastening, contrasting stitch detailing across the body of the shoe, a padded collar and a cushioned insole that provides comfortable wear for long periods of time. A triple-layer suspension which flexes with every step, instantly adapts to uneven terrain and adds the perfect finishing touch.


  • Brown leather upper
  • Lace up front
  • Timberland label on tongue
  • White textured midsole
  • White and brown treaded outsole
  • Removable cushioned insole
  • Style number: A178V




SHOP: Paul Smith Brown Jarman Derby Boots

What better way to keep your feet dry and comfortable than these refined chocolate brown lace up boots by Paul Smith. They work brilliantly for both formal and informal occasions. Crafted from premium cut leather, the boots have a classic Derby shoe look to them, only with the height of an ankle boot. The shoes feature a short heel, pull tab on rear and padded footbed for comfortable wear.


  • Chocolate brown leather upper
  • Lace up front
  • Brown collar tag
  • Brown wood look mid-sole
  • Brown leather sole
  • Leather lining
  • Padded footbed
  • Style number: S159CVFD2





SHOP: Barbour Black Cullercoats Chelsea Boots

The great outdoors do not always have to compromise your style. Barbour’s stylish yet rugged Chelsea boots were built to be a functional yet rural design that works in the city too. The boots feature elasticated side panels, grey collar tags for easy wearing and a rubber sole with extra grip. For the finishing touches, the brand logo detailing can be spotted on the sole and metal button accent on each shoe. Combine the shoes with a waxed jacket for that estate look or try them with a casual jacket to nail that smart/casual style.


  • Black leather and cotton canvas upper
  • Black elasticated side panels
  • Grey collar tags
  • Wooden midsole
  • Rubber sole
  • Style number: MFO0287BK





SHOP: Timberland Olive Green Waterproof Premium Boot

Timberland is notorious for heavy duty durable footwear, designed to combat the elements. This new boot from the brand’s latest collection is a contemporary take on the classic 6 inch design, comprising of a durable structured suede upper and a chunky rubber midsole. It comes in a distinctive olive green colour, featuring lace up fastening with metal eyelets, a padded collar and anti-fatigue footbed cushions for additional warmth and comfort. The shoe is full seamed and has been specially treated to remain waterproof in wet conditions.


  • Olive green suede upper
  • Brown suede padded collar
  • Cream rubber mid-sole
  • Translucent brown plastic sole
  • Leather lining
  • Cushioned insole
  • Waterproof
  • Style number: A17XP





SHOP: G.H.Bass Black Quail Hunter Boot

Nothing says weatherproof quite like this durable Quail Hunter boot by G. H. Bass.  Designed to withstand all sorts of wear and tear, the shoe is perfect for the outdoorsy man. Comprising of a sleek black leather upper, the lace up boot is accented with contrasting white stitch detailing, a logo tag on the outside edge and a leather heel loop. A chic wood look midsole borders the chunky black rubber outsole, textured for efficient grip in wet conditions, while a cushioned insole provides comfort all day long.


  • Black leather upper
  • Suede tongue
  • White stitch detailing
  • Logo tag
  • Black rubber outsole with gripping
  • Removable cushioned insole
  • Suede lining
  • Style number: BA1605500





SHOP: UGG Black Seton Boots

These durable heavy duty leather boots by UGG will protect you from fluctuating weather.  Featuring a sturdy black leather upper, they boast a specially designed treadlite sole, that offers efficient traction and drainage, as well as a cushioned collar and an UGGpure wool liner that will keep your feet comfortable all day. Secured at the front with black laces, the design is finished with a leather logo badge on the heel. Ideal for casual wearing with jeans and t-shirt, complete with knitwear and a gilet for a strong look.


  • Black leather upper
  • Lace up fastening
  • Suede padded collar
  • Black treadlite outsole
  • UGGpure wool liner
  • Debossed branding on tongue
  • Waterproof construction
  • Style number: 1008146