In 2020, Timberland collaborated with Supreme on a boot.
The collaboration was part of Supreme’s Fall/Winter 2020 collection and reworked Timberland’s classic six-inch Premium Waterproof Boot. The release kept the familiar boot silhouette but added unmistakable Supreme branding, including a large logo treatment, co-branded details, and a debossed Timberland mark at the heel.
The boots were offered in multiple colorways and used waterproof premium nubuck, a padded collar, and rubber outsoles. Their design connected Timberland’s established workwear identity with Supreme’s limited-release streetwear model, making the pair a fashion collectible as well as practical footwear.
Supreme had already built a reputation through frequent collaborations with major sportswear and fashion companies, while Timberland had long been central to New York street style. That shared connection helps explain why the partnership felt natural. Stüssy, Off-White, and Bape have also collaborated with major footwear brands, but they are not the answer to this specific 2020 Timberland boot question.