• Top 10 Best Winter Boots for Men in the UK 2021 (Dr Martens, Timberland and More) 1
  • Top 10 Best Winter Boots for Men in the UK 2021 (Dr Martens, Timberland and More) 2
  • Top 10 Best Winter Boots for Men in the UK 2021 (Dr Martens, Timberland and More) 3
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Top 10 Best Winter Boots for Men in the UK 2021 (Dr Martens, Timberland and More)

If you value your comfort, then as the colder, wetter months arrive, you’ll want to stow away your trainers and pull out a pair of reliable boots. The winter boot is the original footwear of the trenches, the shipyard worker and the hiking trails, so you can rest assured that a good pair will see you through those treacherous 15 minutes at the bus stop on a chilly January morning.


In this article, we're here to help you select a practical and durable pair of mens boots to keep your feet dry and warm. We run down everything you need to know from weather proofing to rubber soles, before sharing our ranking list of the top 10 best in the UK. Whether you're after a leather work boot or a vegan pair to help you dodge the ice, read on to discover our favourites from Amazon, ASOS and John Lewis!

This Article's Contributors

mybest Editing Team
  • Last updated: 19-08-2022
Table of Contents

How to Choose Winter Boots for Men in the UK – Buying Guide

It’s fair to say there are a wide array of choices when it comes to finding the right winter boot! Although the aesthetic will play a big part, there are some other factors to consider too. In this section, we’ll be taking a closer look at these nuances. 

Choose a Style That Will Suit Your Needs

The first factor you’ll need to consider is the style of boot you want. Now, if we were to go through all the different styles of bloke’s boots, we would need a much bigger word count. So instead, we’ve grouped them into three easy categories – formal, casual and technical. 

Look for Formal Boots if You Want to Maintain a Sharp Look

If you're keen to maintain a sharp look throughout the colder months, but the extreme drop in temperature has taken the oxford shoes off the table, don’t fear! There are still many formal styles that you can turn to. 


The formal or dress boot, such as a classic Chelsea boot or brogue boot, adopts timeless characteristics and silhouettes from more traditional shoes. The difference is, they’ll reach higher up the ankle and have better-equipped soles. If you’re looking to keep it professional, stick to classic colours like browns and blacks.

Casual Boots Look Elegant and Are Still Easy to Wear

Casual Boots Look Elegant and Are Still Easy to Wear

A casual boot will be stylish, yet easy to wear, and look smart with practically anything. This style will usually have a lower height than either formal or technical boots with fewer eyelets for the laces.

 
Some of the most popular styles are the desert boot, chukka boots and the classic Timberlands. While this style works well in winter with thicker socks and other weather-appropriate attire, they’re really the only boot that can make the transition to summer months due to their lighter construction. 

Technical Boots Are Perfect for the Man Who Prioritises Function Over Aesthetic

Technical Boots Are Perfect for the Man Who Prioritises Function Over Aesthetic

Technical and hiking gear seem to be having a bit of a moment in fashion right now, and if we’re being honest, we love it! These types of garments are great for outdoors-y types as they have specific features that protect in trickier terrains and challenging climates


Technical boots will provide excellent weatherproofing, and total coverage, which in turn means more security and stability. However, due to their cumbersome nature, they could have limited flexibility and movement. 

The Material You Choose Can Affect the Price and Durability

The Material You Choose Can Affect the Price and Durability

Another important choice is what material they are made from. The most common, and obvious choice is leather. This is because leather is hard-wearing and durable, comfortably outlasting other materials in this arena. They’re also waterproof and offer natural support to your feet, though it’s worth remembering that leather often requires breaking-in. 


However, not everyone will want to wear products made from animal skins. In which case, you have two options; boots made from synthetic materials such as polyester, nylon or canvas will be lighter and can be worn straight from the box. They’re often cheaper too! They just won’t be as durable, or as weatherproof, unless they come with a lining (more on this later). 


You may instead want to try a pair of boots made from faux leather or faux suede. These materials are created using a plastic base which is then treated with wax, dye or PU (polyurethane) to get the same colour and texture as the material they’re imitating. The biggest selling point is that you can get a similar look and feel to the original, without the harm caused. 

Waterproofing Will Help You Avoid the Dreaded Soggy Socks

Waterproofing Will Help You Avoid the Dreaded Soggy Socks

The world seems more divided than ever at the moment, but here at MyBest, we are certain there is one thing that we can all agree on – no one likes having soggy socks!


Any winter boots worth their salt would be considered waterproof. However, some materials, such as suede, will require additional treatment. This is usually in the form of a spray that you will need to top up so the boots can maintain their water resistance. So, to avoid any unpleasant surprises, it's always a good idea to check before buying.

Look for a Lining for Added Comfort and Warmth

Look for a Lining for Added Comfort and Warmth

This is a surprisingly infrequent feature, so you're most likely only going to find a lining in casual styles that focus on comfort and some technical boots. A good lining will take away the need for thick winter socks and will usually be made from insulating synthetic materials or wool. You might prefer a waterproof lining, such as Gore-Tex, especially if the outer material isn’t already waterproof.


As a boot provides more coverage than your trainers or other shoes, they tend to offer more warmth anyway. So, while a big thick woolly lining may sound tempting initially, it’s important to think about where you’ll be wearing them. If you’re going to be spending more time on the tube than walking, then you could end up with very sweaty feet. 

Have They Got Sole?

Have They Got Sole?

Along with the colder weather, often comes rain. Wetter weather means slippery pavements, which is something that can be particularly hazardous. One way of giving yourself a better chance against these perilous situations is by picking up winter boots with a trusty sole


The best bet is a pair of boots with a rubber sole, which most companies prefer to use. This is because the material is durable, slip-resistant, waterproof and generally hard-wearing.


The other options available are PVC, which insulate heat well but aren’t the best when it comes to grip, or synthetics which are lighter, more flexible and good at absorbing impact. However, neither of these materials are anywhere near as reliable as rubber. 

Compare the Best Winter Boots for Men

Image
1
Clarks Originals Desert Boot 1

Clarks Originals

2
ASOS Design Chelsea Boots  1

ASOS Design

3
Timberland Classic 6-Inch Premium Waterproof Boots 1

Timberland

4
Red Wing 875 Moc Toe Boot 1

Red Wing

5
UGG Campout Chukka Classic 1

UGG

6
Dr Martens Vegan Chelsea Boot 1

Dr Martens

7
Aldo Chagan Leather Lace-up Boots 1

Aldo

8
Grenson Fred Brogue Boot 1

Grenson

9
Inov8 Roclite 345 Gore-TEX Trail Walking Boots 1

Inov8

10
ASOS Design Cuban Heel Western Chelsea Boots 1

ASOS Design

Name

Desert Boot

Chelsea Boots

Classic 6-Inch Premium Waterproof Boots

875 Moc Toe Boot

Campout Chukka Classic

Vegan Chelsea Boot

Chagan Leather Lace-up Boots

Fred Brogue Boot

Roclite 345 Gore-TEX Trail Walking Boots

Cuban Heel Western Chelsea Boots

Features

Possibly the Most Beloved Men's Boot Ever Made

Tremendous Value for Money

An Iconic Boot Known for Its Quality

From the 1950s With Love

Take Your Slippers for a Walk

Winter Boots That Are Truly for Everyone

Modern Boots With an Old School Feel

A Classy Pair of Winter Boots That Toe the Line Between Formal and Casual

The Ultimate Technical Choice

For Men Looking to Make a Statement

Price£80.00£55.00£180.00£269.00£116.70£144.98£78.00£295.00£139.49£24.50
Style Formal / casualFormal / casualCasual / technicalCasual / technical CasualFormal / casual CasualFormal / casualTechnical Formal / casual
MaterialLeatherLeatherLeatherLeatherSuedeFaux leatherLeatherLeatherSyntheticFaux suede
WaterproofYesYesYesYes-YesYesYesYes-
Lining----Wool-Faux shearling-Gore-Tex-
SoleCrepe (rubber)UnknownRubberRubberTreadlite (rubber)PVCRubberRubberRubberUnknown
Link

Top 10 Best Winter Boots for Men in the UK

So, without further ado, let’s take a look at our top 10 favourite winter boots for men. We have footwear for every occasion, so we’re sure there’ll be something for everyone in our ranking! 

10

ASOS DesignCuban Heel Western Chelsea Boots

£24.50

Style Formal / casual
MaterialFaux suede
Waterproof-
Lining-
SoleUnknown
9

Inov8Roclite 345 Gore-TEX Trail Walking Boots

£139.49

Style Technical
MaterialSynthetic
WaterproofYes
LiningGore-Tex
SoleRubber
8
Style Formal / casual
MaterialLeather
WaterproofYes
Lining-
SoleRubber
7

AldoChagan Leather Lace-up Boots

£78.00

Style Casual
MaterialLeather
WaterproofYes
LiningFaux shearling
SoleRubber
6

Dr MartensVegan Chelsea Boot

£144.98

Style Formal / casual
MaterialFaux leather
WaterproofYes
Lining-
SolePVC
5

UGGCampout Chukka Classic

£116.70

Style Casual
MaterialSuede
Waterproof-
LiningWool
SoleTreadlite (rubber)
4
Style Casual / technical
MaterialLeather
WaterproofYes
Lining-
SoleRubber
3

TimberlandClassic 6-Inch Premium Waterproof Boots

£180.00

Style Casual / technical
MaterialLeather
WaterproofYes
Lining-
SoleRubber
2

ASOS DesignChelsea Boots

£55.00

Style Formal / casual
MaterialLeather
WaterproofYes
Lining-
SoleUnknown
1
Style Formal / casual
MaterialLeather
WaterproofYes
Lining-
SoleCrepe (rubber)

Keep Warm This Winter

Keep Warm This Winter

Blink and before you know it, winter is well and truly upon us. This year, don't get caught out in the cold. Take a look at the links below for some of the best men's clothing and accessories to see you looking good and feeling toasty all throughout the season!

Summary

So there it is, our comprehensive guide to picking the perfect pair of winter boots. Whether you're searching for a smart pair for the office, or something you can slip on before you head out for a winter wander, we hope you've found this article useful. Who knows? You might even need a second pair with how long our winters seem to last! 

Author: Lewis Clark

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