Shop the extensive range of Timberland men's sneakers, perfect for those that need support and comfort whilst out and about. Our diverse collection brings you a selection of cushioned trainers, designed for long-lasting wearability. From high-performance men's lightweight sneakers to to stylish high top trainers, we have something for everyone in our collection. Browse the latest arrivals in men's suede sneakers, leather sneakers, and more.

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Timberland Maple Grove Sport Sneaker For Men In Black
Maple Grove Sport Sneaker For Men
Sale price R 2,309.00
Regular price R 3,299.00
-30%
Grey Timberland¡ GreenStrideMotion 6 Waterproof Boot. Upper with recycled materials for eco-conscious design. TimberDrymembrane for waterproof protection. GreenStridecomfort soles for cushioning and sustainability. Durable rubber outsole with lugs for traction. Supportive mid-cut design for stability. Grey color for versatile style.
GreenStride Motion 6 Waterproof Hiking Boot For Men
Regular price R 3,599.00
Sale
Timberland GreenstrideMotion 6 Hiker For Men In Green
GreenStride Motion 6 Hiker For Men
Sale price R 2,309.00
Regular price R 3,299.00
-30%
Timberland GreenStride Motion 6 Sneaker Boot for Men in Black. Black sneaker boot for all-day comfort and style. GreenStride midsole for eco-conscious cushioning. ReBOTL recycled lining. Supportive design with lace-up closure. Rubber outsole for everyday traction. Versatile for everyday wear, light hikes, or city adventures.
Greenstride Motion 6 Sneaker For Men
Regular price R 3,599.00
Sale
GreenStride Motion 6 Mid Lace-Up Hiking Boot for Men
Sale price R 2,619.00
Regular price R 3,499.00
-25%
Sale
GreenStride Motion 6 Mid Lace-Up Hiking Boot for Men
Sale price R 2,619.00
Regular price R 3,499.00
-25%
Sale
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
Sale price R 1,819.00
Regular price R 2,599.00
-30%
Sale
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
Sale price R 2,169.00
Regular price R 3,099.00
-30%
Sold outSale
White Timberland¡ Maple Grove Low Sneaker for Men. Crafted from premium white full grain leather for a luxurious look. ReBOTLlining for eco-consciousness. OrthoLite¡ comfort footbed and SensorFlextechnology for cushioning and flexibility. Durable rubber outsole for traction
Maple Grove Low Sneaker For Men
Sale price R 1,819.00
Regular price R 2,599.00
-30%
Sale
Timberland Maple Grove Sport Sneaker For Men In Wheat
Maple Grove Sport Sneaker For Men
Sale price R 2,099.00
Regular price R 3,499.00
-40%
Sale
Seneca Bay Low Lace-Up Sneaker for Men
Sale price R 2,079.00
Regular price R 2,599.00
-20%
Sale
Black Timberland¡ Allston Mid Sneaker for Men. Leather upper for durability. Recycled lining for sustainability. Lace-up closure. Comfortable midsole. Wheat color. Versatile style.
Allston Mid Sneaker For Men
Sale price R 1,959.00
Regular price R 2,799.00
-30%
TIMBERLAND MAPLE GROVE SNEAKER FOR MEN IN DARK BLUE
Maple Grove Sneaker For Men
Regular price R 2,599.00
Sale
Wheat Timberland¡ Allston Mid Sneaker for Men. Leather upper for durability. Recycled lining for sustainability. Lace-up closure. Comfortable midsole. Wheat color. Versatile style.
Allston Mid Sneaker For Men
Sale price R 1,959.00
Regular price R 2,799.00
-30%
Sold outSale
Timberland Euro Trekker Low Hiker For Men In Wheat
Euro Trekker Low Hiker For Men
Sale price R 1,799.00
Regular price R 2,999.00
-40%
Sold outSale
Timberland Maple Grove Leather Chukka For Men In Black
Maple Grove Leather Chukka For Men
Sale price R 2,279.00
Regular price R 3,799.00
-40%
Sale
Timberland Field Trekker Mid Lace-Up Trainer for Men in Brown. Brown leather trainer with ReBOTL lining and OrthoLite footbed. Mid-cut design for added support.
Field Trekker Mid Lace Up Sneaker For Men
Sale price R 2,449.00
Regular price R 3,499.00
-30%
Sold outSale
TIMBERLAND MAPLE GROVE MID SNEAKER FOR MEN IN NAVY
Maple Grove Mid Sneaker For Men
Sale price R 2,099.00
Regular price R 2,999.00
-30%
Sale
TIMBERLAND GREENSTRIDE MOTION 6 LOW LACE-UP SNEAKER FOR MEN IN BLACK
GreenStride Motion 6 Low Lace-Up Sneaker For Men
Sale price R 2,309.00
Regular price R 3,299.00
-30%
Sale
Maple Grove Low Lace-Up Sneaker for Men
Sale price R 2,399.00
Regular price R 3,199.00
-25%
Timberland Sprint Trekker Hiker For Men In Wheat
Sprint Trekker Hiker For Men
Regular price R 3,499.00
TIMBERLAND SPRINT TREKKER MID LACE UP HIKER FOR MEN IN JET BLACK
Sprint Trekker Mid Lace-Up Hiker For Men
Regular price R 3,499.00
Sale
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
Sale price R 2,099.00
Regular price R 2,999.00
-30%
Sold outSale
Timberland Seneca Bay Oxford Sneaker For Men In Red
Seneca Bay Oxford Sneaker For Men
Sale price R 1,689.00
Regular price R 2,599.00
-35%
Sale
Timberland Field Trekker Sneaker for Men In Wheat
Field Trekker Sneaker For Men
Sale price R 2,169.00
Regular price R 3,099.00
-30%
TIMBERLAND WINSOR PARK TRAINER FOR MEN IN GREEN
Winsor Park Sneaker For Men
Regular price R 2,999.00
Sale
TIMBERLAND GREENSTRIDE MOTION 6 LOW LACE-UP SNEAKER FOR MEN IN WHEAT
GreenStride Motion 6 Low Lace-Up Sneaker For Men
Sale price R 2,309.00
Regular price R 3,299.00
-30%
Sale
Motion Access Low Lace-up Sneaker for Men
Sale price R 2,249.00
Regular price R 2,999.00
-25%
Sale
Winsor Trail Outdoor Hiker For Men
Sale price R 2,209.00
Regular price R 3,399.00
-35%
Sale
Seneca Bay Low Lace Up Sneaker for Men
Sale price R 2,079.00
Regular price R 2,599.00
-20%
Sale
Timberland¡ Seneca Bay Slip-On Sneaker for Men in Light Beige Nubuck. Light beige nubuck slip-on sneaker with OrthoLite¡ comfort insole and high-adhesion EVA midsole for superior comfort. Classic and versatile for casual wear.
Seneca Bay Slip On Sneaker For Men
Sale price R 1,679.00
Regular price R 2,399.00
-30%
Sale
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
Sale price R 2,449.00
Regular price R 3,499.00
-30%
Sale
Timberland GreenStride Motion 6 Hiking Boot For Men In White
GreenStride Motion 6 Hiker For Men
Sale price R 1,949.00
Regular price R 2,999.00
-35%
Sale
GreenStride Motion 6 Mid Lace-Up Hiking Boot for Men
Sale price R 2,999.00
Regular price R 3,999.00
-25%
Sale
Light Taupe Timberland Winsor Trail Leather Trainer for Men. Premium leather and ReBOTL fabric upper for durability and eco-consciousness. High-grip outsole for traction. GreenStride foam midsole made with bio-based materials for comfort. Escape the ordinary with this outdoor-inspired trainer.
Winsor Trail Leather Sneaker For Men
Sale price R 2,209.00
Regular price R 3,399.00
-35%
Sale
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
Sale price R 2,989.00
Regular price R 4,599.00
-35%
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¡ Maple Grove Low Lace Up Sneaker for Men. Light taupe colored full grain leather sneaker with lace-up closure, comfortable lining made with recycled materials, and rubber outsole for traction. Perfect for everyday wear.
Maple Grove Low Lace Up Sneaker For Men
Sale price R 1,949.00
Regular price R 2,999.00
-35%
Sale
Motion Access Low Lace-Up Sneaker for Men
Sale price R 2,099.00
Regular price R 2,999.00
-30%
Sale
TIMBERLAND EURO TREKKER LOW LACE UP HIKER FOR MEN IN DARK BLUE
Euro Trekker Low Lace Up Hiker For Men
Sale price R 1,949.00
Regular price R 2,999.00
-35%
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