Situated on the picturesque western shore of Lake Michigan, is a city of contrasts and conundrums. It is a modern city facing all the challenges of today’s world, ready and willing to transition into the future. But, at the same time it is a city comfortable with long-established customs struggling to keep the time-honored traditions which have made it a great place to live. It is a place where people stay on the same bowling teams for decades, where churches are always full and focused on the community and where everybody knows everybody else in the local taverns. Chapters included in this book include: Blazing Trails; The First Fifty Years; Saloons and Public Houses; Railroads Bring Prosperity; Riding the Trolley; Eighth Street- The Heart of Sheboygan; and Parades, Festivals and Events.