Charlottesville Historic Downtown Mall 108 5th St. NE Charlottesville, Virginia 22902 Shop, Eat, Drink & Free Trolley Tour Jefferson's Monticello 913 Thomas Jefferson Parkway, Charlottesville 434-984-9800 Visit Jefferson's home and take a tour of the breathtaking grounds. Explore the darling gift shop and scoop up a momento or two from your visit. Saunders-Monticello Trail Parking Lot available on Route 53 and Route 20; follow parking signs This is an easy 4.3 mile heavily trafficked out and back trail located in town that features a great forest setting and good for all skill levels. University of Virginia Rotunda Address: 1826 University Avenue, Charlottesville Grab a coffee to go from one of the many local spots and enjoy an hour walking around the Grounds of the beautiful University founded in 1819 by Thomas Jefferson.
The Fitzroy, 120 E Main Street, Charlottesville 434-295-1223 Classic, cozy, American fare with floor-to-ceiling windows and outdoor seating. Right on the historic Downtown Mall and perfect for people-watching during an afternoon lunch or dinner. Tavola, 826 Hinton Avenue, Charlottesville 434-972-9463 Simple and stylish, Tavola is your go-to for rustic Italian eats. Ten, 120 E Main Street, Charlottesville 434-295-6691 If you're in the mood for sushi andposh cocktails in a loft, this place has it all. Also located on the historic Downtown Mall. Tavern & Grocery 333 W Main Street, Charlottesville 434-293-7403 Named among the best brunch places in the state, this place is quintessential Charlottesville - local, unique, and charming. Chap's Ice Cream 223 E Main Street, Charlottesville 434-977-4139 Beat the heat and enjoy one of the many delicious flavors Chap's has to offer. Located on the historic Downtown Mall.
Alley Light 108 2nd Street SW, Charlottesville 434-296-5003 Rucked away on a side street off the historic Downtown Mall, you'll find the best French small plates and craft cocktails in this quaint hole-in-the-wall spot! Veritas Vineyards 151 Veritas Lane, Afton 540-456-8000 This picturesque, family-owned vineyard offers wine tasting and an elegant restaurant. The idyllic setting is easy to find but hard to leave, located just 30-minutes from central Charlottesville. Three Notch'd Brewing 520 2nd Street SE, Charlottesville 434-956-3141 Are you a beer-drinker attending a wedding in Virginia Wine Country? Lucky for you, Charlottesville has a booming brewery scene and Three Notch'd is a popular favorite! King Family Vineyard 6550 Roseland Farm, Crozet 434-823-7800 Second to Pippin Hill where the wedding will take place, King Family has the most beautiful views of the Blue Ridge Mountains. Enjoy a glass of rose and soak up the sun!