Rock star Dave Matthews’ winery has a show-stopping stage presence just like its owner. Designed by Matthews, the tasting room features glass-paneled floors that look down into the wine production facility. Constructed with reclaimed wood and fitted with southern-facing windows and skylights, the room needs no electricity for lighting during the summer months and uses passive solar energy in the winter as well. The vineyards produce two Chardonnays and five reds, with a Petit Verdot in the starring role. The tasting room is open daily ($7) and well-behaved, leashed dogs are welcome. The historic property originally belonged to John Carter, Secretary of the Colony of Virginia, whose son Edward constructed the Blenheim House in 1799. And although the house burned down in the mid-19th century, the land is a designated Virginia Landmark and on the National Register of Historic Places.