Charlottesville has long been known for gorgeous scenery and rich history, and, thanks to Thomas Jefferson, it’s also the birthplace of American winemaking and home to the Monticello Wine Trail. Enjoy a wine-tasting at one of the dozens of wineries in the area, take in the lush scenery, and attend some of the many musical and cultural events held at these wineries each year.

Wine Toast at Early Mountain Vineyard Event

Early Mountain Vineyards

6109 Wolftown-Hood Rd, Madison, VA 22727

Sharing a wide assortment of wines by the glass, bottle or flight. Experience their elegantly designed tasting rooms

$$$ Luxury

Jefferson Vineyards

1353 Thomas Jefferson Pkwy, Charlottesville, VA 22902

Jefferson Vineyards is located in the heart of America’s most historic winemaking region, neighboring Monticello, President Thomas Jefferson’s

$$ Moderate

Region: Southeast

Veritas Winery

151 Veritas Ln, Afton, VA 22920

Producing a complex portfolio of wine ranging from sparkling to beautifully balanced red wines, Veritas wine quality starts

$$ Moderate

Region: Northwest

Beautiful Day at King Family Vineyards

King Family Vineyards

6550 Roseland Farm, Crozet, VA 22932

King Family Vineyards is a family-owned and operated winery. We’re known as one of the best wineries in

$$ Moderate

Region: Northwest

Afton Mountain Vineyard in the Fall

Afton Mountain Vineyards

234 Vineyard Ln, Afton, VA 22920

Elizabeth and Tony Smith created one of the first farm wineries with amazing views of Afton Mountain and

$$ Moderate

Region: Southwest

Pippin Hill Farm and Winery

5022 Plank Rd, North Garden, VA 22959

A vine to glass experience with an epic view of the Virginia countryside. Pippin Hill Farm is known

$$$ Luxury

Region: Northwest