The flagship of Missouri wineries, and the first to pick up momentum after the repeal of Prohibition, is Stone Hill Winery in Hermann. It's the real thing, founded way back in 1847, and the grounds are awash in Old World (German) sensibilities. Stop in at the restaurant and take a tour of the vineyard or the mansion. There's even more beneath the surface: The winery boasts the largest series of underground wine cellars in the U.S.
Indulge yourself in Stone Hill's Blanc de Blancs, crafted with Vidal grapes in the French tradition, by fermenting the juice in the bottle itself; or the prized Norton, aged in small oak barrels. And you can't go wrong with the vintage-style port.