Charlottesville is still Jefferson's city, focused on Monticello and the University of Virginia. The downtown pedestrian mall, a brick-paved street of restored buildings that stretches along six blocks of Main Street, is the central hub for humans and canines alike. Outdoor restaurants and cafés, concerts, street vendors, and impromptu theatrical events keep things lively.
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Things You Can't Miss
Get the full measure of Thomas Jefferson at Monticello. Tour Jefferson's mountaintop mansion and gardens, and visit his final resting place.
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The third U.S. president conceived the University of Virginia and oversaw its construction. Start your campus tour at the Rotunda, which he designed.
From Monticello, visit James Monroe's Ash Lawn-Highland farmhouse and James Madison's grander Montpelier. Dolley's hostess talents are on display.
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Charlottesville's pedestrian mall is a pleasure to visit any evening. Slip into a seat at the Paramount Theater, which features movies and live shows.
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More than 30 wineries stretch across the hills from Barboursville to Afton, and most - even Donald Trump's - offer tastings and tours.
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Must Reads Before You Go
Consider yourself a foodie? Try visiting the John C. Campbell Folk School and other places to learn how to cook like a local.