We're Wine Enthusiast’s 2023 Wine Region of the Year!

Huge news for wine lovers everywhere! The Charlottesville area and the Monticello American Viticultural Area (AVA) have won Wine Region of the Year in Wine Enthusiast’s 2023 Wine Star Awards!


The Charlottesville area was just one of five wine regions nominated around the world for this prestigious award and was the only nominee located in North America. The Wine Star Awards celebrate the innovation of people and organizations that have significantly contributed to the success of the wine and craft beverage world.

In 40 years, the Monticello Wine Trail has grown from just a few wineries to more than 40.


Our region’s history with wine dates to the days of Thomas Jefferson, who believed Charlottesville and Albemarle County’s terroir to be ideal for growing grapevines. After several failed grape-growing experiments at Jefferson’s mountaintop home of Monticello, the region did not see successful vineyard ventures until the mid-1970s, when winemakers began experimenting with grapes better suited for the land.

Since that time, the Monticello Wine Trail was created and has flourished. Now, there are more than 40 vineyards within a 25-mile radius of Charlottesville. The Monticello Wine Trail regularly receives major accolades in the annual Virginia Governor’s Cup wine competition and in 2023, won nearly half of all the gold medals awarded.

Explore Our Wineries

And there are more ways than ever for you to enjoy this historic wine region – the oldest AVA in the Commonwealth of Virginia! Take some time explore our wineries page to see the variety of options to find you new favorite varietal.

Looking for unique winery tours and experiences? We’ve got you covered with transportation companies galore and unforgettable vineyard experiences you’ll remember for years to come.

There are even options for the perfect sip and stay vacation, with many of our wineries offering lodging options on site.

No matter how you choose to explore this renowned wine region, Charlottesville and Albemarle County are ready to welcome you. Take a look at our selection of places to stay and start planning your trip today!