Upcoming Events

The Red Wine Showcase at Eastwood Farm & Winery
Thursday, October 17 | 6:30–8:30 PM

Raise a glass to Virginia Wine Month with an unforgettable evening at the Red Wine Showcase, hosted at Eastwood Farm & Winery.

This elegant tasting event brings together 18 wineries from the Monticello Wine Trail for a celebration of the region’s most exquisite red wines. Discover the diversity and depth that makes Monticello a world-class wine destination.

There are lots of other events happening along the trail throughout the year as well. Take a look at our upcoming events page to see what the wineries are up to and other events happening along the Wine Trail.

Plan your visit

Nestled in the heart of Virginia’s wine country, the Monticello Wine Trail is home to more than 40 acclaimed wineries, all within a short drive of Charlottesville. Whether you're planning a weekend getaway or a day trip, you’ll find a vibrant mix of tasting experiences, from intimate vineyard tours to lively festivals and concerts under the stars. Meet passionate winemakers, savor award-winning wines, and explore the rich history and stunning landscapes that define this renowned wine region. Start planning your visit and discover why the Monticello Wine Trail is the birthplace of American wine.

Wine Enthusiast names Charlottesville and the Monticello AVA

2023 Wine Region of the Year

Charlottesville and the Monticello American Viticultural Area (AVA) have been named Wine Enthusiast’s 2023 Wine Region of the Year. The award recognizes over 40 wineries in the Albemarle, Fluvanna, Greene, Orange, and Nelson counties. The Monticello AVA, with a history of over fifty years, is celebrated for its unique terroir, passionate winemakers, and collaborative spirit. This global acknowledgment highlights the region’s position as a premier destination for wine enthusiasts.

For full press release, click here.

Come Discover the Birthplace of American Wine.