Wine, food and music are heavenly match in Hermann.
More than 100 buildings are on the National Register of Historic Places. Hermann, which styles itself ‘The B&B Capital of Missouri,’ has more than 60 inns, some small bed-and-breakfasts, others extraordinarily elegant, such as Hermann Hill Vineyard and Inn, where eight exquisitely appointed rooms have whirlpool tubs for two, fireplaces and spectacular views from private balcony or patio. A recent addition is a grouping of satellite cottages.

If you go

Information: Stone Hill Winery, (800) 909-9463, www.stonehillwinery.com; Hermann Area Chamber of Commerce, (800) 932.8687, Hermannmo.info; Hermann Wine Trail, (800) 932-8687, www.hermannwinetrail.com; Missouri Division of Tourism, (800) 877-1234, www.VisitMO.com

Mileage: Hermann is 365 miles southwest of Chicago. For fly-drive travelers, it is 75 miles west of St.