Trainers

Athletic and sleek, this trainer-inspired chukka boot features a lightweight OrthoLite® foam footbed, SensorFlex™ technology for comfort and flexib...

Discover the outdoors with the Men's Seneca Bay Trainer featuring Premium Timberland® Leather upper and ReBOTL™ mesh upper lining containing at lea...

Timberland Sprint Trekker Mid Lace Up Sneaker

Athletic and sleek, this chukka-inspired trainer features an upper made with Premium Timberland® Leather, lightweight OrthoLite® foam footbed, Sens...

Timberland Bradstreet Chukka

Timberland Maple Grove Low Lace Sneaker

Timberland Bradstreet Ultra Sock Fit Oxford Trainer