Winsor Trail Sneaker For Men

Winsor Trail Sneaker For Men

Sale price R 2,100.00
Regular price R 2,999.00
Tax included. Shipping calculated at checkout.
Size (UK/SA)
In stock - Ready to Ship

Prepare yourself for the ultimate trail-blazing experience with Timberland's Winsor Trail Sneakers for men in sleek black! Engineered to marry style with rugged durability, these sneakers are your perfect companion for outdoor escapades. Boasting a comfortable fit and a design crafted for endurance, you'll effortlessly conquer every terrain that crosses your path

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

GreenStride™ sole foam made using an EVA blend including 75% bio-based materials derived from sugar cane and responsibly grown rubberUpper with premium nubuck leatherTimberland supports responsible manufacturing of leather via the Leather Working GroupDurable ReBOTL™ fabric lining made with at least 50% recycled plasticRubber outsole for grip100% PET laces

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