What to Do
Most of Thomas Jefferson's extraordinary home is open only for tours, but you can linger in his 1,000-foot-long terraced vegetable garden, eight acres of fruit orchards and vineyards. Sangiovese wine made from Monticello grapes is occasionally available in the gift shop (931 Jefferson Pkwy.; 434-984-9822 or monticello.org).
University of Virginia Tours
The University Guide Service offers tours of the stunning Jefferson-designed Lawn and Rotunda (Pavilion VIII; 434-924-3239). Afterward, stop for a beer and a burger at the 80-year-old Virginian (1521 University Ave.; 434-984-4667).
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Winemaker Luca Paschina makes exceptional wines from Italian grape varieties. Go for a tour and tasting, and stay for a meal at the winery's northern Italian Palladio Restaurant (17655 Winery Rd., Barboursville; 540-832-3824).