Taste of Monticello Wine Trail Festival
Monticello Wine Week transforms Charlottesville into a celebration of Virginia's most prestigious wine region for six days, with tasting events, winery open houses, and the signature Grand Tasting at Ting Pavilion. Surrounded by 40+ acclaimed wineries in Thomas Jefferson's historic home county, the festival blends history, culture, and world-class Viognier, Cabernet Franc, and Petit Verdot. The rolling Albemarle countryside in late June is one of America's most beautiful wine backdrops.
~3,000 visitors
CHO — Charlottesville Albemarle Airport
One week in late June, annual 2026
$40 - $120
Official Website
Visit the official site for tickets, schedules, and the latest updates.
Visit WebsiteBook Wine Tours in Charlottesville
Skip the planning — join an expert-guided wine tasting, cellar tour, or food & wine experience in Charlottesville.
We earn a commission from qualifying purchases at no extra cost to you.
More Wine Festivals
Hidden Gems Nearby
Discover more hidden gemsMontinore Estate
Willamette Valley, United States
America's largest Demeter-certified biodynamic estate, hiding in plain sight with Pinot Noir that punches way above its price.
Pinot Noir · Pinot Gris · Riesling
Ravines Wine Cellars
WTG PickFinger Lakes, United States
A French-trained winemaker producing America's most underrated Rieslings on a glacial lake that most wine lovers have never visited.
Riesling · Cabernet Franc · Pinot Noir
Barboursville Vineyards
Virginia, United States
Thomas Jefferson's vision of Virginia wine fulfilled — world-class Bordeaux blends and Italian varieties on a historic plantation most oenophiles overlook.
Bordeaux Blend · Vermentino · Nebbiolo