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Taste of Monticello Wine Trail Festival
Best for
Going to Taste of Monticello Wine Trail Festival?
Free printable weekend plan — 3-day schedule, nearby hotels for the festival window, one winery worth a detour, and where to eat in Virginia.
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
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Where it is
Charlottesville, United States
Official Website
Visit the official site for tickets, schedules, and the latest updates.
Visit WebsiteExplore the wine region:
Virginia Wine Guide →Book Your Virginia Wine Country Stay
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Frequently asked questions
When is Taste of Monticello Wine Trail Festival held?
One week in late June, annual
Where does Taste of Monticello Wine Trail Festival take place?
Taste of Monticello Wine Trail Festival is held in Charlottesville, United States.
How much does it cost to attend Taste of Monticello Wine Trail Festival?
Tickets range from $40 to $120.
How many people attend Taste of Monticello Wine Trail Festival?
Approximately ~3,000 visitors attend each edition.
What's the nearest airport to Taste of Monticello Wine Trail Festival?
The nearest airport is CHO — Charlottesville Albemarle Airport.
Who is Taste of Monticello Wine Trail Festival best for?
Best for collectors, couples, adventurous and foodies.