The Top 10 Best Boots for Men this Season
March 18, 2025
It's time to say goodbye to summer and get ready for the coming colder months. With boot season just around the corner, you'll want to pick the perfect pair to tackle the unpredictable weather and keep your feet comfortable.
Ready for sleet, snow, and everything glorious British weather has to throw at you? We've put together our guide for the top 10 best boots to take you anywhere, from work to casual walks and evenings out.
Before we get started, let's take a look at some of the best go-to styles of boots for men for this autumn/winter:
- Ankle boots - so versatile, you can wear them with almost anything. Ankle boots pair well with most styles of jeans and are great for everyday wear.
- Chelsea boots - trade in your summer trainers as the days start getting colder. Pair some Chelsea boots with a trench coat for a classic autumnal outfit.
- Desert boots - just what you need for a smart-casual look. They always work well with chinos and polo shirts, or even to dress down a suit.
- Leather boots - waterproof and stylish, these statement shoes are perfect for special events. A good pair of leather boots are a staple for every well-prepared wardrobe.
- Lace up boots - ever versatile, sturdy, and reliable, lace ups go well with both casual and formal outfits.
- Pull on boots - practical, easy to put on, and ideal to wear with seasonal sweaters and comfortable jeans.
What's on this page:
What should you look for to find the best boots?
There are some things to consider when looking for a good pair of boots that'll see you through rain, snow, and carpets of mushy brown leaves. For example:
- Comfort - you want to choose a stylish pair that you can also wear for long periods of time without getting sore feet. Make sure you find the perfect fit - and that they'll feel snug with a good pair of winter socks.
- Style - aside from functionality, boots are a great addition to any outfit to keep you on-trend. Think about any events you might be attending or what 'vibe' you're going for this season.
- Weatherproof - you'll need boots that are ready to take you through rain and mud while keeping your feet warm and dry. Look for a thick sole and even a padded inner for extra warmth.
- Affordability - when it comes to finding a good pair of boots. Good value for money is an important factor to bear in mind. Luckily, at shoezone, we've a large collection of affordable branded boots to suit everyone.
Which is the best boots brand for men?
We understand the struggle when it comes to finding a boots brand that not only makes good-looking shoes, but also doesn't put you out of pocket. Luckily for you, we partner with a number of popular brands that produce some of the best boots for men out there.
Whatever the occasion, we've got you covered. For example:
- If you're looking for versatile leather boots ready to take on the elements, we recommend Hush Puppies.
- When it comes to hiking, Skechers and Osaga are some of the best choices, with their famously durable and comfortable fits.
- Urban Territory produces some great lace up boots, perfect for both autumnal walks and weddings.
- Cotswold are known for their classic styles. Their black and brown leather Chelsea boots and ankle boots are seasonal staples.
Read on for our run-down of the top 10 best boots for men to wear this autumn and winter.
The best ankle boots for men
Every man's autumn/winter wardrobe must have a pair of ankle boots. With so many styles, materials, and colours to choose from, there's a pair for every occasion. From practical workwear to fashionable everyday wear, these boots will suit most outfits, while keeping you warm and trendy.
Here are our top picks for this season's best ankle boots:
1. Stone Creek Drakensburg Mens Brown Ankle Boot
Get ready to step into style with these Stone Creek brown ankle boots. The contrast stitch detailing adds flair, while the lace-up fastening and the side zip provide quick fitting. Whether you're traversing woodland or rainy pavements, these are the perfect all-rounders.
2. Relife Jonty Mens Tan Boot
From Relife, these tan boots are great for walking. They are designed with a soft lining and a soft natural massaging insole for both warmth and comfort. On or off the beaten path, these boots pair well with some stylish dungarees or cargo trousers. Plus, these boots are vegan.
The best timeless Chelsea boots for men
Chelsea boots were introduced in the 1850s and, to this day, they remain a fashion staple. They're well-suited to autumn-inspired outfits (not to mention the weather), and are known for their elastic side panels that fit perfectly around the ankles. Our range of Chelsea boots are available in both suede and leather and are perfect for crunchy orange walks and evenings out.
The best Chelsea boots to wear this autumn are:
3. Beckett Buckley Men's Tan Chelsea Boot
Step into the countryside with a pair of tan Chelsea boots from Beckett, specially crafted for smart-casual events. The elasticated gussets and pull tab make them a breeze to slip on of course.
4. Beckett Briggs Mens Black Smart Chelsea Boot
The Beckett men's Chelsea boots are a great addition to any smart or causal look. With a classic round toe and ankle length design they can be paired with a wide variety of outfits, they're also extremely practical.
The best warm winter boots for men
When it's cold outside a pair of warm winter boots are an essential. Boots lined with materials such as fleece and faux fur offer an additional layer of insulation keeping feet warm in the winter months.
Let's take a look at our top warm boot picks:
5. Stone Creek Sierra Mens Brown Lace Up Boot
Boost your confidence with these statement Sierra boots by Stone Creek. Featuring a decorative buckle, a snug ankle collar and that classic stitch detailing, these make a stylish choice. You can’t go wrong with a cushioned insole, a cosy fleece lining and a padded ankle collar during the cold winter months.
6. Urban Territory Beaumont Mens Black Warm Boots
Step into comfort with this warm lined boot from Urban Territory. The faux fur lining and cushioned insole offer optimum comfort while the cleated outsole is perfect for keeping you stable on your feet.
The best leather boots for men to add style this season
Leather has been used in shoemaking for over 5000 years. Alongside being durable, breathable, and water resistant, this material is also effortlessly timeless. Leather boots are the ideal footwear for both casual and professional events, combining comfort with style. If you're looking for more substance than style, then you're in luck - the material also makes for the perfect outdoor boot too.
The best leather boots we recommend wearing this season are:
7. Hush Puppies Lerwick Mens Tan Leather Chukka Boot
Rely on a pair of leather Chukka boots by Hush Puppies to take you to all your formal and casual outings. Featuring stitch detailing, a lace-up fastening for a secure fit, and a pull tab that helps with fitting, these boots spell style and sophistication. Discover our full range of men's tan boots today.
The best lace up boots for men to rely on
Officially patented in March 1790, today, shoelaces are a taken-for-granted essential 'ingredient' to making reliable shoes. Lace up boots can be paired with a formal outfit, dressed down for a casual day out, and even worn as personal protective equipment (PPE).
We picked a pair of the best lace up boots you can trust this coming season:
8. EarthWorks Safety Hammer Mens Black Safety Boot
These lace up safety boots from EarthWorks feature a black collar trim and a steel toe cap to ensure maximum protection. They also feature oil resistant cleated outsoles and are compliant with specific safety regulations, so you can rest (and work) assured knowing your feet are taken care of.
9. Urban Territory Errol Mens Black Lace Up Boot
For all your outdoor adventures, these lace up boots from Urban Territory are an excellent choice. They feature a padded ankle collar and cushioned insole for comfort. Simply set the laces to fit how securely and use the zip up closure to put on and take off for ease. Lace ups are a classic.
The best pull on boots for men
Aside from comfort and style, it's always a bonus if your boots are practical. When you are in a rush or feeling lazy, a pair of pull ons are exactly the pair of autumn/winter shoes you need. We have a range of versatile and varied styles in our collection of pull-on boots to suit your style, whatever the occasion.
Let's take a look at one of the best choices for pull on boots for the coming season:
10. Stone Creek Atlas Mens Black Chelsea Boot
From Stone Creek, these pull on boots offer everything you need in a stylish boot. Enjoy double covered elastic gussets to easily slip them on, cushioned insoles for extra comfort, and a cleated outsole for stability. What more could you need this autumn?
Has the time come for some new work boots and you're not sure which ones to buy? Our guide to the top 10 safety shoes will help you pick the right pair. You can also check out the shoezone blog for more useful tips and tricks for the colder months.
Check out the shoezone blog for more style tips and footwear suggestions for every occasion.