Historic sites
- Monticello, home of Thomas Jefferson
- Ash-Lawn Highland, home of James Monroe
- Montpelier, home of James Madison, in Orange, VA
- Michie Tavern
- The Corner
- The Rotunda, The Lawn, and Edgar Allen Poe's Room
- Berlin Wall at UVa
- Downtown historic Charlottesville
Good eats
- Bodo's Bagels ($)
- Take - it - Away ($)
- Little John's Delicatessen($)
- The White Spot Diner ($)
- The Virginian ($$)
- The Ivy Inn ($$$)
Downtown: - Feast ($)
- Continental Divide ($$)
- Zocalo ($$$)
- Downtown Grill ($$$$)
- C&O Restaurant ($$$$)
South of downtown: - Beer Run ($$)
- The Local ($$$)
- Tavola ($$$)
- Mas Tapas Bar ($$$)
Fun activities
- Golf courses – Farmington Country Club, Birdwood, and Keswick Hall
- Monticello Wine Trail – King Family Vineyards, Veritas Vineyeards, Pippin Hill Farm, and Barboursville Vineyards
- Local breweries – Starr Hill Brewery and Blue Mountain Brewery
- Carter Mountain Orchard
- Shenandoah National Park and Skyline Drive
- Hot air balloon rides – Boar's Head Ballooning
- Downtown Pedestrian Mall-shops and restaurants