Popularly known as the #1 small city in the South, Charlottesville is famous as the home of Thomas Jefferson, the third president of the United States, and the University of Virginia, which Jefferson founded and designed. Fewer people know that Jefferson and two of his friends—James Madison, America’s fourth president, and James Monroe, the nation’s fifth, who lived very nearby—actually governed the country for 25 consecutive years. An even better kept secret is that Charlottesville offers much more than history. The downtown pedestrian mall streetscape at the center of the historic district is alive with more than 120 shops and 30 restaurants, outdoor cafés, theaters, bookstores, and a skating rink. Charlottesville is also able to brag about its beautiful parks, top-notch museums, and award-winning wineries and an outstanding lineup of entertainment.

As you follow the silhouettes of the three presidents on your way to the area's historic attractions, including Monticello, Michie Tavern, Ash Lawn-Highland (Monroe's home), and Montpelier, you can enjoy the Art in Place program of constructed sculptures that pop up along the roadways. If the outdoors is your pleasure, you can meander through the area’s rolling hills on a myriad of scenic byways, hiking trails, and river paths; play golf on a mountaintop; or enjoy the Blue Ridge Parkway, considered by some to be America’s most beautiful drive.