Jordan Release Calendar

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In New York City, and then, as it typically goes, around the world, the Timberland Boot is an icon of winter cool. Originally made for construction sites and manual labor, the Big Apple turned the wheat 6-inch Boot into a fashion staple, tied loose and worn for work and chilling. Timberland has responded to the respect in kind, teaming up with brands like Supreme, Kith, and now, Snoopy.
The Peanuts x Timberland 6-Inch Boot is a tribute to Snoopy’s sunglasses-wearing alter ego, Joe Cool. Arriving in a slick coat of black nubuck like Joe Cool’s shades, the pair features red and white stitching like Snoopy’s fur and Joe Cool’s shirt. More white is added to the Timberland tree logo on the lateral heel and the eyelets, with two-tone black and white laces zig-zagging up the black tongue.
Two more sets of laces add red and black options, with Snoopy branding etched into the lateral side heel, and a three-pack of leather hang tags showing various Joe Cool vibes plus a Timberland logo with Woodstock fluttering overtop. More Joe Cool imagery is added to the insoles to complete the cool guy look.
The Peanuts x Timberland 6-Inch Boot Joe Cool will be released today, November 5, 2026, through Timberland in-store and online. Available in full-family sizing, the retail prices are set at $250 (men), $200 (women), $130 (GS), and $120 (PS). To keep up with all the latest Timberland collab news and drop info, download the Sole Retriever App.

Zach Harris is a writer based in Philadelphia. His work has appeared in Rolling Stone, Vice, Complex, High Times, and more. He is obsessed with skateboarding and bowling. He is still looking for his first 300. For tips, reviews, and anything in size 10.5 - zach.h@soleretriever.com