When you’re getting ready for an all-day trek, you want to be sure you’re wearing the sturdiest men's hiking boots to keep you comfortable all day long. Crafted from quality leather and durable fabrics, our latest season hiking boots for men provide long-lasting protection in a range of conditions. If you're looking for durable rain boots or snow boots, our waterproof hiking boots are the ideal all-terrain footwear. Choose from a range of stylish new colors in nubuck or full-grain leather men's trekking boots and walking boots to suit any outdoor adventure.

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Euro Sprint Hiker Boot For Men
Regular price R 3,799.00
Timberland Euro Sprint Hiker Boot For Men In Wheat/Black
Euro Sprint Hiker Boot For Men
Regular price R 3,799.00
Black Timberland Sprint Trekker Men's Hiker. Mid-height black hiking boot with mixed-media upper for durability and eco-consciousness. Lightweight design for comfort. Cushioned footbed, supportive midsole, lace-up closure for fit. Durable outsole for traction on trails.
Sprint Trekker Hiker For Men
Regular price R 3,499.00
Timberland Winsor Park Chukka For Men In Wheat
Winsor Park Chukka For Men
Regular price R 3,599.00
Sale
TIMBERLAND WATERPROOF MOUNT LINCOLN MID HIKER BOOT FOR MEN IN BLACK
Waterproof Mount Lincoln Mid Hiker Boot For Men
Sale price R 3,079.00
Regular price R 4,399.00
-30%
Timberland® PRO Splitrock XT Composite Toe Work Boot for Men. Brown work boot featuring a composite safety toe for protection, puncture-resistant outsole for added safety, slip-resistant tread for traction, and anti-fatigue technology for long-lasting comfort. Ideal for demanding work environments.
Timberland PRO Splitrock XT Comp-Toe Work Boot For Men
Regular price R 4,999.00
Timberland® PRO Splitrock XT Composite Safety-Toe Work Boot for Men. Brown work boot featuring a composite safety toe for protection, puncture-resistant outsole for added safety, slip-resistant tread for traction, and anti-fatigue technology for all-day comfort. Perfect for demanding work environments.
Timberland PRO Splitrock XT Safety-Toe Work Boot For Men
Regular price R 4,999.00
Timberland Euro Sprint Mid Lace Up Boot for Men in Deep Rust Nubuck. Mid-ankle boot featuring deep rust colored nubuck upper, supportive design, lightweight construction, and lace-up closure for a secure fit. Perfect for hiking and outdoor adventures.
Euro Sprint Mid Lace Up Boot For Men
Regular price R 3,599.00
Timberland¡ Motion Scramble Waterproof Hiker for Men. Black hiking shoe featuring waterproof leather and fabric upper, lace-up closure for a secure fit, TimberDrywaterproof membrane for dry feet, TimberCushcomfort system for support, and GreenStridesoles made with recycled materials for eco-conscious traction.
Motion Scramble Waterproof Hiker For Men
Regular price R 3,799.00
Euro Sprint Mid Lace Up Boot For Men
Regular price R 3,799.00
Green Timberland¡ Sprint Trekker Mid Lace Up Waterproof Sneaker for Men. Green mid-cut sneaker featuring a lace-up closure for a secure fit. Crafted with a combination of premium nubuck leather and ReBOTLfabric containing at least 50% recycled plastic for eco-conscious style. Features a waterproof membrane to keep feet dry, and a lightweight OrthoLite¡ footbed for cushioning and comfort. Rubber lug outsole provides reliable traction on various terrains.
Sprint Trekker Mid Lace Up Waterproof Sneaker For Men
Regular price R 3,299.00
Timberland Sprint Trekker Hiker For Men In Wheat
Sprint Trekker Hiker For Men
Regular price R 3,499.00
Sale
TIMBERLAND SPRINT TREKKER HIKING BOOT FOR MEN IN BEIGE
Sprint Trekker Hiking Boot For Men
Sale price R 2,519.00
Regular price R 4,199.00
-40%
Sale
Timberland Field Trekker Low For Men In Wheat
Field Trekker Low For Men
Sale price R 2,279.00
Regular price R 3,799.00
-40%
Sale
Timberland Field Trekker Low For Men In Beige
Field Trekker Low For Men
Sale price R 2,279.00
Regular price R 3,799.00
-40%
Sale
Timberland Field Trekker Low For Men In Green
Field Trekker Low For Men
Sale price R 2,279.00
Regular price R 3,799.00
-40%
Sale
TIMBERLAND EURO TREKKER TRAINER FOR MEN IN GREEN
Euro Trekker Sneaker For Men
Sale price R 2,099.00
Regular price R 2,999.00
-30%
Sale
Timberland Euro Trekker Hiker For Men In Wheat
Euro Trekker Hiker For Men
Sale price R 2,299.00
Regular price R 3,299.00
-30%
Sale
TIMBERLAND WINSOR PARK CHUKKA FOR MEN IN NAVY
Winsor Park Chukka For Men
Sale price R 2,449.00
Regular price R 3,499.00
-30%
Sale
TIMBERLAND WINSOR PARK CHUKKA FOR MEN IN DARK GREEN
Winsor Park Chukka For Men
Sale price R 2,449.00
Regular price R 3,499.00
-30%
Sale
Timberland Sprint Trekker Hiking Boot For Men In Dark Khaki
Sprint Trekker Hiking Boot For Men
Sale price R 2,449.00
Regular price R 3,499.00
-30%
Sale
TIMBERLAND SPRINT TREKKER CHUKKA FOR MEN IN DARK GREEN
Sprint Trekker Chukka For Men
Sale price R 2,499.00
Regular price R 3,599.00
-31%
Sale
Timberland Euro Hiker Leather Boot For Men In Dark Brown
Euro Hiker Leather Boot For Men
Sale price R 2,999.00
Regular price R 4,299.00
-30%
Sale
Timberland Euro Sprint Hiker Boot For Men In Brown
Euro Sprint Hiker Boot For Men
Sale price R 2,869.00
Regular price R 4,099.00
-30%
Sale
Timberland Euro Sprint Hiker Boot For Men In Dark Khaki
Euro Sprint Hiker Boot For Men
Sale price R 2,869.00
Regular price R 4,099.00
-30%
Sale
Timberland Euro Hiker Chukka For Men In Black
Euro Hiker Chukka For Men
Sale price R 2,939.00
Regular price R 4,199.00
-30%
Black Timberland¡ Field Trekker Low Hiker for Men. Black leather hiking shoe with water-resistant protection for light rain. Breathable mesh lining for comfort. OrthoLite¡ footbed for cushioning, EVA midsole for support. Durable outsole delivers traction on trails or streets. Versatile for both city and outdoor adventures.
Field Trekker Low Hiker For Men
Regular price R 3,099.00
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
Regular price R 3,999.00
Black Timberland¡ GreenStrideMotion 6 Low Gore-Tex Hiker for Men. Premium waterproof nubuck leather and ReBOTLfabric upper for durability and sustainability. GreenStridecomfort sole for eco-conscious cushioning. Gore-Tex membrane for waterproof protection. Durable rubber outsole for traction. Supportive low-cut design
GreenStride Motion 6 Low Gore-Tex Hiker For Men
Regular price R 4,599.00
Light taupe Timberland¡ Field Trekker Mid Hiker for Men. Upper crafted from a blend of premium Better Leather and ReBOTLfabric for durability and sustainability. Water-resistant construction for dry feet. OrthoLite¡ insoles for comfort and moisture management.
Field Trekker Mid Hiker For Men
Regular price R 3,099.00
Medium brown Timberland Sprint Trekker Boot. Lightweight upper with water-resistant leather & breathable mesh. Flexible support, cushioned comfort. Durable traction for various terrains. Classic look
Sprint Trekker Hiking Boot For Men
Regular price R 3,499.00
Olive green Timberland¡ GreenStrideMotion 6 Waterproof Boot. Upper with recycled materials for eco-conscious design. GreenStridecomfort soles for cushioning and sustainability. Durable rubber outsole with lugs for traction.
GreenStride Motion 6 Hiking Boot For Men
Regular price R 2,999.00
Timberland GreenStride Motion 6 Hiking Boot For Men In White
GreenStride Motion 6 Hiker For Men
Regular price R 2,999.00
Light taupe Timberland¡ Euro Trekker Lace-Up Trainer for Men. Upper with recycled materials for eco-conscious design. Breathable mesh lining for comfort. Lightweight OrthoLite¡ footbed for cushioning. Compression-molded EVA midsole for flexibility. Lace-up closure for secure fit.
Euro Trekker Lace-up Trainer For Men
Regular price R 2,599.00
Timberland Sprint Trekker Hiking Boot For Men In Brown
Sprint Trekker Hiking Boot For Men
Regular price R 3,499.00
Timberland Sprint Trekker Hiking Boot For Men In Beige/Black
Sprint Trekker Hiking Boot For Men
Regular price R 3,499.00
Grey Timberland Euro Trekker Lace-Up Trainer for Men. Upper with recycled materials for eco-conscious design. Breathable mesh lining for comfort. Lightweight OrthoLite footbed for cushioning. Compression-molded EVA midsole for flexibility. Lace-up closure for secure fit.
Euro Trekker Lace-up Trainer for Men
Regular price R 2,999.00
White Timberland Euro Trekker Lace-Up Low Trainer for Men. Upper made with ReBOTL fabric containing recycled plastic for sustainability and breathability. Lightweight OrthoLite footbed for cushioning. Cushioned midsole for shock absorption and energy return. Lace-up closure for secure fit. Clean white upper for versatile style. Durable rubber outsole for traction.
Euro Trekker Lace-Up Low Trainer For Men
Regular price R 2,599.00
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
Regular price R 3,999.00
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
Regular price R 3,999.00
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