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5.0. (1) $179.99 $269.99. Load More | Showing 60 / 128 Products. From the iconic 6-inch boot to the authentic 2-eye boat shoe, our collection of Timberland men's footwear has a style fit for any occasion and season. Our range of waterproof boots will keep you warm in the winter while our comfortable, leather shoes and sneakers are here to keep.