Andrew Rizzo When Supreme and Timberland link up, there’s historically been a very small window to get a pair before they disappear for good. The New York skate brand and the iconic boot maker have one of footwear’s most natural partnerships, with their collaborations routinely selling through immediately and commanding outsized prices on the aftermarket. Or at least that was the case for a long time.
For Fall/Winter 2026, Supreme and Timberland are rewriting that script with the first-ever reissue of a past collaboration, bringing back the duo’s “Diamond Plate” Timberland 6″ Premium Waterproof Boot in two colorways. The original arrived in December 2023 across Black, Wheat, and Pink, giving Timberland’s unmistakable work boot silhouette a distinct NY edge with an embossed diamond pattern across the leather, a nod to the metal grates and industrial surfaces that are as much a part of the city’s streetscape as anything else.
Black and Wheat return to the lineup for Fall/Winter 2026, leaving Pink behind for now. All three original pairs have gone on to command serious money on the aftermarket, with some sales pushing into four-figure territory. The boots will almost certainly sell quickly again, and there’s a good chance resale stays high even after the restock.
The Supreme x Timberland 6″ Premium Waterproof Boot “Diamond Plate” collection releases Thursday, September 17th exclusively via Supreme (in-store and online). Check out detailed images below if you’re planning to make a run at a pair. You certainly won’t be alone.
In other boot news, check out the Taller De Rafa x Nike Air Goadome Low.
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