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Best Cowboy Boot: Double-H Winston. Goodyear welt construction. Cushioned PU footbed and EVA insert. Oak I.C.E oil- and slip-resisting outsole. Steel shank. $189 USD. The Double-H Winston has a lot of features found in $300+ boots: a resolable Goodyear welt construction, steel shank, and a comfy EVA insert.

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