Explore designs with a focus on stability, incorporating supportive midsoles and structured heels, ankle wedge boots.

Pamper your feet with the Adventure 2.0 Cupsole chukka boots from Timberland. These ankle boots are crafted from premium nubuck upper with a comfortable padded suede collar that supports the ankle for a comfortable fit. In order to maintain a healthy in-shoe environment these boots have been lined with breathable and eco-friendly 50% recycled PET mesh. The foam insole is textile lined and it can be replaced with your own if you prefer. Medium fitting, these lace-up boots sit on a durable, hardwearing, 34% recycled rubber sole that provides excellent grip on any terrain.

A gusseted tongue design prevents lateral shifting, ensuring the arch support system functions as intended with every step, long toe boots.