Is Sheboygan a popular destination for winter sports like downhill skiing and snowboarding?Home / Sheboygan Q&A / Is Sheboygan a popular destination for winter sports like downhill skiing and snowboarding? Sheboygan Q&A ByBrian Bateman August 29, 2023 ShareWhile Sheboygan itself doesn’t offer downhill skiing and snowboarding, there are ski resorts and slopes within a reasonable drive for winter sports enthusiasts.