Winsor Trail Outdoor Hiker For Men

Winsor Trail Outdoor Hiker For Men

Sale price R 2,240.00
Regular price R 3,199.00
Tax included. Shipping calculated at checkout.
Size (UK/SA)
In stock - Ready to Ship
This men's hiker is designed for getting you outside and getting you moving. This outdoor-inspired casual hiker features enhanced grip on the outsole combined with the comfort of our GreenStride technology. The GreenStride sole foam is made using an EVA blend including 75% biobased materials derived from sugar cane and responsibly grown rubber. The boot is designed to be comfortable and supportive on any terrain. Timberland also supports responsible manufacturing of leather via the Leather Working Group.

Men's Footwear Size Chart

Not sure what size to choose? Find your perfect fit with our size guide.

6 6.5 39.5 24.5 
6.5 7 40 25
7 7.5 41 25.5
7.5 8 41.5 26
8 8.5 42 26.5
8.5 9 43 27
9 9.5 43.5 27.5
9.5 10 44 28
10 10.5 45 28.5
10.5 11 45.5 29.5
11 11.5 46 30
11.5 12 47.5 31
12.5 13 49 32


At, our goal is simple: We want you to feel as confident in your order as we do in our product. And you can, because we stand behind each product we make. If you require further assistance, reach out to us at

Upper in premium nubuck leatherTimberland supports responsible leather manufacturing through the Leather Working GroupUpper detailing and lining in durable ReBOTL™ fabric, containing at least 50% recycled plasticGreenStride™ sole foam made using an EVA blend including 75% biobased materials derived from sugar cane and responsibly grown rubberLightweight and breathable OrthoLite® footbedProtective rubber randRubber lug outsole for gip

CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™ All Purpose ProtectorSneaker Care Kit

We offer free shipping on all orders, and our standard delivery time is 5-7 working days.

Please note that deliveries are only made Monday to Friday, excluding weekends and public holidays.

Please be aware that delivery times may vary depending on your location and any unforeseen circumstances outside of our control that may occur. If you have any concerns or questions about your shipment, our customer service team is available to help Monday to Friday between 10am and 5pm.





Wear it your way