Shop our range of purpose-designed boots for men to suit any occasion this autumn and winter. From rugged leathers and chunky soles to refined suedes and high-grade fabrics, discover the collection of Timberland boots that has your workday or weekend covered, whatever the occasion. Looking for something more practical this winter? Shop our range of waterproof boots that ensure your feet stay dry and comfortable.

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Timberland® Premium 6-Inch Boot for Men. Jet black nubuck leather boot featuring waterproof construction for dry feet, padded collar for comfort, signature lug sole for traction, and lace-up closure for a secure fit. A versatile option for everyday wear and outdoor adventures.
Timberland Premium 6-Inch Boot For Men
Regular price R 4,999.00
HERITAGE 6-INCH WATERPROOF BOOT FOR MEN IN DEEP BLUE
Heritage 6-Inch Waterproof Boot For Men
Sale price R 4,160.00
Regular price R 5,199.00
-20%
Timberland Larchmonth II Waterproof Chukka Boot For Men In Light Brown'
Larchmonth II Waterproof Chukka Boot For Men
Sale price R 3,360.00
Regular price R 4,199.00
-20%
Medium brown Timberland® Heritage 6-Inch Waterproof Boot for Men. Premium full-grain leather upper for durability and style. Seam-sealed construction for waterproof protection. Padded leather collar for comfort, lace-up closure for fit. Durable rubber outsole for traction
Heritage 6-Inch Waterproof Boot For Men
Sale price R 4,160.00
Regular price R 5,199.00
-20%
Timberland Heritage 6-Inch Rubber Toe Boot For Men In Lichen Green
Timberland Heritage 6-Inch Rubber Toe Boot For Men
Sale price R 3,850.00
Regular price R 5,499.00
-30%
Timberland Originals 6-Inch Boot For Men In Dark Brown
Timberland Originals 6-Inch Boot For Men
Sale price R 3,360.00
Regular price R 4,799.00
-30%
Light green Timberland‚® Heritage 6-Inch Boot for Men. Unique light green leather boot featuring a classic 6-inch silhouette. Waterproof construction keeps feet dry. Padded collar for comfort, lace-up closure for secure fit. Durable outsole delivers traction
Heritage 6-Inch Lace Up Boot For Men
Sale price R 4,160.00
Regular price R 5,199.00
-20%
Timberland Heritage 6-Inch Rubber Toe Boot For Men
Sale price R 3,850.00
Regular price R 5,499.00
-30%
Larchmont Chukka For Men
Sale price R 3,360.00
Regular price R 4,199.00
-20%
Timberland Originals 6-Inch For Men In Black
Timberland Originals 6-Inch For Men
Sale price R 3,360.00
Regular price R 4,799.00
-30%
Stormbucks Chelsea Boot For Men
Sale price R 3,200.00
Regular price R 3,999.00
-20%
Wheat Timberland® Motion Scramble Waterproof Boot. Leather & CORDURA® upper for durability. Cushioned midsole & footbed. GreenStride soles for traction & eco-friendliness. TimberGrip outsole for grip. Mid-cut design. Lace-up closure. Wheat colour.
Motion Scramble Waterproof Boot For Men
Sale price R 3,000.00
Regular price R 3,999.00
-25%
Timberland Sprint Trekker Waterproof Mid Boot For Men In Black
Sprint Trekker Waterproof Mid Boot For Men
Sale price R 2,640.00
Regular price R 3,299.00
-20%
LARCHMONT CHELSEA BOOT FOR MEN IN LIGHT BROWN OR BROWN
Larchmonth Chelsea Boot For Men
Sale price R 2,400.00
Regular price R 3,999.00
-40%
Dark blue nubuck Timberland® Euro Hiker Boot for Men. Premium nubuck leather for durability and style. Seam-sealed construction for waterproof protection. Padded collar for comfort, lace-up closure for fit
Euro Hiker Boot For Men
Sale price R 3,000.00
Regular price R 3,999.00
-25%
Light taupe Timberland® Arbor Road 6-Inch Waterproof Boot for Men. Premium leather upper for durability and style. Seam-sealed construction for waterproof protection. Padded collar for comfort, lace-up closure for fit. Durable outsole for traction.
Arbor Road 6-Inch Waterproof Boot For Men
Sale price R 4,240.00
Regular price R 5,299.00
-20%
Timberland Radford 6-Inch Boot For Men In Wheat
Radford 6-Inch Boot For Men
Sale price R 3,525.00
Regular price R 4,699.00
-25%
Timberland Sprint Trekker Hiking Boot For Men In Beige/Black
Sprint Trekker Hiking Boot For Men
Sale price R 2,450.00
Regular price R 3,499.00
-30%
Timberland Sprint Trekker Hiking Boot For Men In Brown
Sprint Trekker Hiking Boot For Men
Sale price R 2,625.00
Regular price R 3,499.00
-25%
Timberland Premium Waterproof Boot For Men In Brown
Timberland Premium 6-inch Waterproof Boot For Men
Sale price R 3,780.00
Regular price R 5,399.00
-30%
Black Timberland® Motion Scramble Waterproof Boot. Leather & CORDURA® upper for durability in black. Cushioned midsole & footbed. GreenStride soles for traction & eco-friendliness. TimberGrip outsole for grip. Mid-cut design. Lace-up closure.
Motion Scramble Waterproof Boot For Men
Sale price R 3,000.00
Regular price R 3,999.00
-25%
Rugged 6-Inch Waterproof Boot For Men
Sale price R 3,290.00
Regular price R 4,699.00
-30%
Timberland® Premium 6-Inch Lace Up Waterproof Boot for Men
Regular price R 5,099.00
Timberland® Premium 6-Inch Lace Up Waterproof Boot for Men
Regular price R 5,099.00