Men’s Chelsea boots are arguably one of the most comfortable, fashionable, and versatile footwear to ever grace the feet of stylish gents. They are simple yet sophisticated pairs of footwear that have become a wardrobe staple for men of all ages, classes, and styles. Men’s Chelsea boots come in different styles, classic leather looks, and cool and relaxed suede options.
These shoes make an excellent choice whether you are putting together an outfit for a casual weekend get-together or a semi-formal outing. Knowing which pair to choose and which outfit will go with them is essential to nail your appearance in Chelsea boots, hence the need for this article.
Below you will find the 10 best men’s Chelsea boots and how you can rock them in style.
10 Best Men’s Chelsea Boots (Plus How to Rock Them)
Dr. Martens 2976 (Smooth Clash Boot)
Although putting on a gigantic pair of thick street stompers is one way to appear solid, sometimes, you just want to try out something different – something with a blast of contrast. Dr. Marten’s eye-popping Clash boots fit the description. They are the perfect pair of boots for striking a proper, punchy urban pose as they come in black and industrial grey colors and are made from smooth leather. The gold-plated stitches at the top of the sole scream elegance!
Heading out for a rock concert? These heavyweights are the best fit for the mosh pit.
These Chelsea boots are stiff and solid, to begin with. However, the smooth leather they are made of will relax your feet even though they are superbly tough.
The classic Dr. Martens Clash boots and their famous bouncing soles can be relied on for comfort and durability. Given these boots’ qualities, the cost of acquiring a pair is surprisingly affordable. It is averagely priced at $167.
The Barbour Farsley Boot
Being the best brand in North Shields sure comes with its perks. Prince Charles certainly owns a pair of the Barbour Farsley boots and often wears them while wheeling through his very large estate. Although people tend to have a certain image of these boots, it is originally made with horsey rural types in mind.
However, more and more city folks have grown to love and embrace this veteran best of British brand over the years. Once again, Barbour Farsley has collaborated with the designer’s brand Alexa Chung to produce a line of winter outwear, bringing more attention to the Barbour Farsley boots.
The cost of the Barbour Farsley boots is quite affordable, and as such, it is loved by many. Averagely priced at $138, it is a contemporary revised edition of the classic Barbour style that’s common in both Clapton and Costwolds. On the rubber sole, you will find the brand’s iconic pattern (walking man). Many stylish gents prefer its rustic-urban crossover look.
The Russell and Bromley Beechwood Boot
This is an elegant, urban-styled, classic Chelsea boot. Consider the Russell & Bromley Beechwood boots as the finishing touch that’s needed after being decked in your finest outfit for, let’s say, an ambassador’s reception or a wedding ceremony in which you are a guest of honor.
The R&B Beechwood boot is a slick and slimline masterpiece that is originally made in Italy from the finest calf leather. It boasts an attractive mahogany toned upper and a traditionalist leather sole, coupled with an overlay of rubber responsible for its grip and extra durability.
These boots are comfortable to move around in and gentle on the feet. They come in several colors, the most common being black and brown. The Beechwood is averagely priced at $308.
Grenson Sneaker (52 Boot)
These boots belong to Grenson, a reliable footwear brand from Northampton which has been in the business for over 156 years. The Grenson Sneaker is three-in-one. Yes, you read that correctly. It is a non-traditional duck/sneaker/Chelsea hybrid. However, its simplicity is brilliant and at its best.
This hybrid boot is made from rubber-coated calf leather. They have contrasting soft suede ankle covers and fashionable duck-style stitches on their toes.
Aside from being extraordinary, it is a lightweight pair of boots, fully waterproof, and has a wide, deep sole – according to some, it feels like a mini-mattress. Wearing these will result in not wanting to take them off, not when your feet are getting pampered with an all-day cuddle. It is averagely priced at $308.
Church’s Strap Sigar Boot (Bletsoe Suede)
Church’s Strap Sigar boots have been around for centuries, consistently maintaining their spot as one of the best high-quality British shoes. The brand has now become a part of the Prada group due to how much the Italians love them.
The Bletsoe Suede is a wonderfully crafted footwear. Despite being a part of the English heritage, we are often enchanted by this pair of boots as they have a touch of the modern twist – the ankle strap. Even without the strap, it remains a classic boot with a leather heel and a diamond rubber sole that boasts a Goodyear construction, providing an extra grip.
These boots are the classics revamped with a little touch of a modern-day twist. They are of high value and, as such, are averagely priced at $1030.
Tricker’s Henry Dealer Boot
In Northampton, you will find Tricker’s – the country’s oldest shoemaker with a reputation for producing stone-cold classic boots. They are often considered the Lennon & McCartney of boots. The Tricker’s Henry Dealer boots are mightily solid and come in a beefy brogue style, coupled together with tough soles that aren’t just Goodyear constructed but storm welted. They contain rich coffee beans or chocolate colored leather which is quite attractive. These boots seamlessly mold to the feet and ankles.
Although they may seem pricey, they are certainly one of the best high-value men’s Chelsea boots on this list. Compared to a standard boot, they might cost four times as much but will last you four years longer. You can even take them to Tricker’s Henry for a makeover when it begins to wear off. The Tricker’s Henry boot is averagely priced at $555.
Loake Huxley & McCauley Boots
Are you searching for a pair of high-quality men’s Chelsea boots without a faint-inducing price tag? One steeped in centuries of heritage excellence? Look no further than Loake & McCauley.
This is the product of a family business that has been around for over 142 years. They produce wonderful footwear at a fair price. Both Loake and McCauley are exceptional in the art of boots making, which has made it difficult to choose, even from the contemporary design collection of both brands. Each of them features Goodyear-constructed soles that provide extreme comfort.
The texture and hand-painted leather of the Huxley are quite remarkable, as well as McCauley’s tan nubuck upper. Both of these men’s Chelsea boots are of high quality and affordable, with the Huxley averagely priced at $223 and the McCauley for $235.
The Dune London Chai Boot
Putting on these is one way to appear classy on a budget. If you can’t afford to stomp around in swanky boots, the Dune London Chai men’s Chelsea boots will be your best pal. Irrespective of their low price tag, they possess the qualities of a good Chelsea boot. Their pale rubber sole and a navy suede upper make them even more stylish.
Settling for this is like hitting two birds with one stone because you can rock them with a suit even though they are casual pairs of boots. The Dune London Chai boot is averagely priced at $101.
Blundstone & Finisterre Boot
Unless you’ve been living under the rocks, there’s no way you wouldn’t have come across a Blundstone yet. Even folks living under the rocks sometimes get guests visiting them in a Blundstone boot.
Meaning that no matter where you live, you ought to have seen at least one. These boots can be worn by anyone anywhere.
A collaboration with these two brands, Finisterre and Cornish, led to the production of these boots. They look and feel just as good as the old and well-respected Blundstones, and as such, one should expect plenty of knockabout resilience and an easygoing comfort they bring to the table. The pop of yellow and green stitches on this version only makes it more fashionable.
Blundstone & Finisterre boots are unique in every sense as they are 100% vegan. Yes, you read that correctly. Leather isn’t the material used in the production of these boots. However, they are durable and water-repellant.
The Jeffery-West Boots
Music and villains are the inspirations behind the production of these boots, and that is why it has the name of TV serial killer/blood-spatter analyst. You will also find a sax-blowing skeleton engraved on the sole of these boots. More of these flamboyant men’s Chelsea boots can be seen on their official website.
The brand behind the production of these boots was first established in 1987, and ever since then, it has built quite the reputation of being one of the best shoemakers for producing full-on rock’n’roll Chelsea boots from Northampton, England. These boots are averagely priced at $320.
How to Rock Chelsea Boots
They are two main styles you can choose from when it comes to rocking men’s Chelsea boots. The first is the Suede Chelsea boot, and the second is the traditional leather Chelsea boots.
The former appears to be more casual than the latter due to its texture and can add aesthetics to a person’s outfit. Because of this, pairing suede Chelsea boots with formal outfits may make you appear underdressed, and that is why they are best worn with casual outfits.
The majority of suede men’s classic boots come in shades of brown and classic black. Before settling for a particular color, always have it at the back of your mind that brown colors often offer a more relaxed country look, while black colors are best worn with urban outfits.
Furthermore, suede men’s Chelsea boots can easily get ruined when they frequently come into contact with water, and that is why it is important to coat them with suede protectors (always get the water-resistant type).
The traditional leather men’s Chelsea boots are smart-looking and can be worn with a variety of polished outfits as dress shoes, which is because of their smooth aesthetics and their sleek nature. For more formal occasions, you can even put on leather Chelsea boots and still look sharp. For such occasions, you’d want to go with black colored leather Chelsea boots. For an extra touch of sophistication, you can also go for a patent or polished style. On the contrary, brown leather Chelsea boots also make a good fit for such occasions. However, they are best worn with business casual, smart casual, and semi-formal looks.
Men’s Chelsea Boots Outfits
One of the top qualities men’s Chelsea boots have is that they are flexible in the sense that they can be worn with both formal and casual styles. They can complement a variety of outfits without appearing uncoordinated or clashing due to their clean and straightforward designs.
Whether you pair them with a suit or jeans, they’ll always be a great fit. However, putting together an appealing and sharp Chelsea boot outfit begins with the occasion you’re preparing for and the outfit you intend to wear. Your intended appearance will always affect your choice of men’s Chelsea boots, be it a semi-formal, business casual, smart casual, or casual look.
How to Wear Men’s Chelsea Boots
- For a casual look, always go for suede Chelsea boots and leather Chelsea boots for a smart or business casual look.
- Make sure at the top of your Chelsea boot is where the leg of your trouser sits.
- Always make use of a water-resistant spray to coat your suede Chelsea boots to keep them sharp and spotless.
- Depending on what outfit you have planned out, always choose between black and brown Chelsea boots.
- The majority of Chelsea boots are best paired with a suit or jeans and a T-shirt.