Casual Boots: Page 2
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Timberland
Hudson Road Gore-Tex Chukka
This mid-lace-up style chukka boot features an upper made with waterproof Premium Timberland® Leather. It has a Gore-Tex® bootie construction, a rubber outsole, and an OrthoLite® footbed designed for comfort. Timberland supports responsible manufacturing of leather via the Leather Working Group.
Timberland
6-Inch Premium Boot Waterproof Mens
HERITAGE MEETS INNOVATIONRugged heritage style meets mind-blowing comfort - after 40 years the iconic Timberland® 6-inch boot remains an enduring classic that stands for true craftsmanship.THE STORYIn 1973, the small town of Newmarket in New Hampshire played host to the birth of an American legend. Created by Sidney Swartz with the “working man” in mind, the iconic Timberland® 6-inch...
Timberland
6-Inch Premium Boot Waterproof Mens
HERITAGE MEETS INNOVATION Rugged heritage style meets mind-blowing comfort - after 40 years rhe iconic Timberland® 6-inch boot remains an enduring classic that stands for true craftsmanship. THE STORY In 1973, the small town of Newmarket in New Hampshire played host to the birth of an American legend. Created by Sidney Swartz with the “working man” in mind, the iconic Timberland®...
Timberland
6-Inch Premium Boot Waterproof Mens
Waterproof, insulated, and featuring our finest, treated premium leathers, the Premium 6-Inch is one of our most finely crafted boots.
Timberland
6-Inch Premium Boot Waterproof Mens
Inspired by our original waterproof boot, this all-season style gives you tireless waterproof performance and instantly recognizable work-boot styling. Other essential features include 400 grams of warm, down-free PrimaLoft® insulation, a padded collar for a comfortable fit around the ankle, and a rubber lug outsole designed for traction. They also feature a ReBOTL™ fabric lining containing...
Anatomic & Co
Colorado
Bolster your wardrobe with our favourite weekend go-to, our Colorado men's leather chukka boots, now in Vintage Navy leather.
Ideal for the fashion-forward man, the chukka boot has now become something of a wardrobe essential these days. Wear yours with neatly tailored shorts in the summer or denim jeans on chillier evenings.
Anatomic & Co
Colorado
Colorado men's leather chukka boots.
Natural grained leather upper
Genuine sheepskin lining
Natural rubber gel sole
Non-slip rubber tread
Lightweight & flexible
Anatomic Gel Technology®
Timberland
Winsor Park Waterproof
This men's chukka has the benefits for a waterproof boot, but with trainer-like versatility. The built-in Gore-Tex® membrane helps to keep your feet dry while still being comfortable and breathable for wearing for longer periods. The comfortable GreenStride™ sole foam is also made using an EVA blend including 65% biobased materials derived from sugar cane and responsibly grown rubber.
Skechers
Cambert - Bruin
This ankle boot from Skechers is flexible, comfortable, water-resistant and perfect for everyday wear.
Timberland
Larchmont II Chukka
This men’s lace-up chukka features Gripstick™ rubber and our exclusive multi-directional Traction Lug technology for superior traction on the move. This chukka is responsibly made using eco-conscious LITE Leather, which has particularly low energy and water usage during production, and ReBOTL™ fabric lining containing at least 50% recycled plastic.
Timberland
Larchmont II Chukka
This men’s lace-up chukka features Gripstick™ rubber and our exclusive multi-directional Traction Lug technology for superior traction on the move. This chukka is responsibly made using eco-conscious LITE Leather, which has particularly low energy and water usage during production, and ReBOTL™ fabric lining containing at least 50% recycled plastic.
Orca Bay
Brecon
Orca Bay's chelsea style slip on boot.
Premium Waxed Leather Uppers
High Density Rubber Soles With Tread
Sole: Gum Rubber
Heel Height: 1 centimetres
Strong Elastic Sides
Loake
Roehampton
Premium Derby Boot, featuring a Goodyear Welted ‘Victory’ rubber sole for greater longevity and grip. Roehampton is fully leather lined with a leather insole for added comfort. Roehampton is handcrafted to a ‘F’ fit on our ‘Capital’ last.
Rieker
33180
A CLASSIC! This sleek chelsea boot from Rieker is one of the versatile greats that blends in with formalwear or something more on the casual side. Built for comfort with quality, this style is a MUST!
Rieker
33180
A CLASSIC! This sleek chelsea boot from Rieker is one of the versatile greats that blends in with formalwear or something more on the casual side. Built for comfort with quality, this style is a MUST!
Barbour
Laurelle
Embrace the countryside in whatever the weather with the Barbour Laurelle Lace-Up Boots. Crafted from leather and lined with a waterproof membrane for optimal protection from the elements, this style features a chunky sole inspired by our best-selling wellingtons and are complete with an Ortholite footbed for unbeatable comfort.
Barbour
Harrison
Inspired by traditional commando boots, the Barbour Harrison Boots are the perfect choice for everyday wear. Crafted from a unique hyrdophobic leather and lined with a waterproof membrane, they offer unwavering style and practicality with every wear.
Barbour
Patton
Chelsea Boots are undoubtedly a staple style in your footwear collection and this season, the Barbour Patton Leather Chelsea Boots provide a modern upgrade. This leather style is sat atop a chunky commando sole for a robust and durable design.
Loake
Davy
‘Davy’ is a premium Calf Leather boot, featuring Goodyear welted rubber soles for greater longevity and grip. Davy uses the ‘strobe’ last shape, and is available in a ‘f’ fitting.
Timberland
Euro Sprint Fabric Waterproof
Timberland waterproof hiking boot, perfect for street wear and rough terrain.
Timberland
Euro Sprint Fabric Waterproof
Barbour
Hale
Designed with unwavering quality and tradition in mind, the Barbour Hale Chelsea Boots are perfect for a wardrobe that values craftsmanship and timeless design. Crafted from a supple waxed leather, this chelsea boot features our new flexcore sole with branded detailing that allows the sole to move and bend without restriction with the natural movement of your foot.
Barbour
Hale
Designed with unwavering quality and tradition in mind, the Barbour Hale Chelsea Boots are perfect for a wardrobe that values craftsmanship and timeless design. Crafted from a supple waxed leather, this chelsea boot features our new flexcore sole with branded detailing that allows the sole to move and bend without restriction with the natural movement of your foot.
Barbour
Meays
Designed with unwavering quality and tradition in mind, the Barbour Meays Chukka Boots are perfect for a wardrobe that values craftsmanship and timeless design. Crafted from a supple waxed leather, this chukka boot features our new flexcore sole with branded detailing that allows the sole to move and bend without restriction with the natural movement of your foot.
Loake
Ducksworth
Loake's ‘Ducksworth’ is a premium waterproof waxy leather Chelsea Boot, featuring cemented rubber soles which are crafted with precision to endure the elements and perfect for navigating unpredictable weather.
Ducksworth combines classic Loake DNA with Wiltex’s waterproof technology, which offers fully waterproof uppers with water-resistant and breathable membrane. These boots...
Loake
Ducksworth
Loake's ‘Ducksworth’ is a premium waterproof waxy leather Chelsea Boot, featuring cemented rubber soles which are crafted with precision to endure the elements and perfect for navigating unpredictable weather.
Ducksworth combines classic Loake DNA with Wiltex’s waterproof technology, which offers fully waterproof uppers with water-resistant and breathable membrane. These boots...
Loake
Ducksworth
Loake's ‘Ducksworth’ is a premium waterproof waxy leather Chelsea Boot, featuring cemented rubber soles which are crafted with precision to endure the elements and perfect for navigating unpredictable weather.
Ducksworth combines classic Loake DNA with Wiltex’s waterproof technology, which offers fully waterproof uppers with water-resistant and breathable membrane. These boots...
Timberland
Bradstreet Chukka
With a padded collar to support the ankle as you move and a good-looking contrast sole, the Timberland® Bradstreet Chukka boot is an ankle boot just made for off-duty days.
Premium full-grain and nubuck leathers from an LWG Silver-rated tannery
Padded collar
100% organic cotton laces
Extra soft 100% recycled PET lining and footbed cover
OrthoLite® PU footbed made from...
Catesby
CX01A
Look sharp with this strong, quality chelsea boot from Catesby! Made expertly with care, this style provides comfort, quality and support for the wearer.
Catesby
CX01A
Look sharp with this strong, quality chelsea boot from Catesby! Made expertly with care, this style provides comfort, quality and support for the wearer.
Anatomic & Co
Cardoso
Yes, these traditional-style Anatomic & Co Cardoso Chelsea boots may look polished and ready-for-anything on the outside but, inside, they're a homely treat.
From the minute you pull them on (an easy feat thanks to the tab and elastic inserts) and feel the comfort of their soft sheepskin lining to the minute you take these leather boots off (though, frankly, you may not want to), your feet will...
Barbour
Readhead
The Barbour Readhead Chukka Boot is a two-eyelet style featuring a cotton canvas heel counter, metal Barbour badge and Classic Tartan cotton lining. The durable rubber sole features Barbour's iconic 'Walking Man' motif.
Barbour
Readhead
The Barbour Readhead Chukka Boot is a two-eyelet style featuring a cotton canvas heel counter, metal Barbour badge and Classic Tartan cotton lining. The durable rubber sole features Barbour's iconic 'Walking Man' motif.
Rieker
F4544
For smart-casual wear, this ankle boot pairs perfectly with jeans. This Rieker design combines lace and zip fastening for improved ease.
Rieker
F4544
For smart-casual wear, this ankle boot pairs perfectly with jeans. This Rieker design combines lace and zip fastening for improved ease.
Catesby
Bracken 22767
This rugged style lace up boot from Catesby is crafted in leather, with a padded collar and iconic rounded toe, this style is the perfect boot for everyday wear.
Timberland
Rugged Waterproof 6 Inch
These men's waterproof leather boots are versatile, good-looking, and comfortable. Plus, they're made with quality materials, like Premium Timberland® Leather uppers and a ReBOTL™ fabric lining containing at least 50% recycled PET plastic.
Timberland
Euro Hiker Mid
Our Euro Hikers are made to tackle uneven terrain with a sole designed for traction and confidence and a rubber tip for enhanced grip when climbing. To make these lightweight hiking boots, we compliment the purposeful, rugged design with an EVA midsole and padded collar for comfort that never waivers.
Josef Seibel
Chance 55
JOSEF SEIBEL Chance 55 - the ultimate blend of style and practicality for the modern man on the go. Made with premium materials and expert craftsmanship, these casual boots feature a sleek design with dual zip fastening for easy slip-on comfort. But that's not all - a waterproof membrane ensures your feet stay dry and comfortable no matter what the weather throws at you.
Fly London
Muro 577 Fly
Introducing Muro 577 from Fly London! A lace up leather ankle boot with a stylish worn look. Quality construction meets real comfort.
Fly London
Muro 577 Fly
Introducing Muro 577 from Fly London! A lace up leather ankle boot with a stylish worn look. Quality construction meets real comfort.
Timberland
Greenstride Motion 6 Waterproof Mid
Strengthen your connection to nature in every stride. A TimberDry™ waterproof membrane helps keep water out, while an omni-direction triangular lug pattern ensures sure-footed traction. The high-cushion GreenStride™ midsole is made using 65% renewable natural materials derived from sugar cane and responsibly sourced rubber from trees, creating comfort that never stops. Plus, the climbing...
Rieker
33207
Men's lace up ankle boot, perfect for smart casual or work wear. Built for quality and comfort by Rieker.
Timberland
Euro Sprint Hiker
This men's hiking boot is made with premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL fabric, which contains at least 50% recycled plastic. Being a hiker model, this rugged boot features a protective rubber toe bumper and a durable rubber lug outsole for enhanced grip and traction on a range of surfaces.
Timberland
Euro Sprint Hiker
This men's hiking boot is made with premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL fabric, which contains at least 50% recycled plastic. Being a hiker model, this rugged boot features a protective rubber toe bumper and a durable rubber lug outsole for enhanced grip and traction on a range of surfaces.
Timberland
Euro Sprint Hiker
Our Euro Sprint Mid Lace-Up Boot is rugged, comfortable, and built for traction outdoors. A padded collar helps give it a soft feel, plus it's made with a ReBOTL™ fabric lining containing at least 50% recycled PET plastic.
Timberland
Euro Sprint Hiker
Our Euro Sprint Mid Lace-Up Boot is rugged, comfortable, and built for traction outdoors. A padded collar helps give it a soft feel, plus it's made with a ReBOTL™ fabric lining containing at least 50% recycled PET plastic.