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
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
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%
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%
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%
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%
TIMBERLAND EURO TREKKER TRAINER FOR MEN IN GREEN
Euro Trekker Sneaker For Men
Regular price R 2,999.00
Timberland Euro Trekker Hiker For Men In Wheat
Euro Trekker Hiker For Men
Regular price R 3,299.00
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%
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%
Timberland Sprint Trekker Hiking Boot For Men In Dark Khaki
Sprint Trekker Hiking Boot For Men
Regular price R 3,499.00
Euro Sprint Hiker Boot For Men
Sale price R 2,869.00
Regular price R 4,099.00
-30%
TIMBERLAND SPRINT TREKKER CHUKKA FOR MEN IN DARK GREEN
Sprint Trekker Chukka For Men
Regular price R 3,599.00
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%
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%
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%
Timberland Euro Trekker Hiker For Men In Jet Black
Euro Trekker Hiker For Men
Regular price R 3,299.00
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