Best Cocktail Bars in Wisconsin

Milwaukee is home to every bar on this page, and its cocktail rooms run from mid-century lounges to a hotel rooftop. The best cocktail bars in Wisconsin include At Random, which has served specialty cocktails at the corner of Russell and Delaware in Bay View since 1964. Bryant's Cocktail Lounge plays its music through a vintage McIntosh audio system. On the sixth floor of Hotel Metro, PufferFish calls itself Milwaukee's only rooftop tropical bar, and the 2026 Spirited Awards named it a Regional Top 10 Honoree, Best U.S. Hotel Bar. Bryant's books tables only in its upstairs Velvet Lounge, on Thursday, Friday and Saturday nights. These are the bars we would start with.