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HarvestCharlottesville
Monticello Wine Trail Harvest Celebration
Harvest season in Jefferson's wine country
October 10–11, 2026
Charlottesville, VA
From $45
About This Festival
The Monticello Wine Trail Harvest Celebration takes place each October across the rolling hills of Charlottesville, Virginia — the birthplace of American wine culture, where Thomas Jefferson himself cultivated vines at Monticello. Over 30 wineries along the trail open their doors for special harvest tastings, barrel samples, grape stomps, and farm-to-table food pairings against the stunning backdrop of the Blue Ridge Mountains.
Daily Schedule
Saturday
- Wineries Open (10am–5pm)
- Grape Stomp at King Family (1pm)
- Harvest Dinner at Barboursville (7pm)
Sunday
- Wineries Open (11am–5pm)
- Brunch Pairings (11am–1pm)
Participating Wineries
Barboursville Vineyards
King Family Vineyards
Veritas Vineyard
Early Mountain Vineyards
Trump Winery
Pippin Hill Farm
Blenheim Vineyards
Food Vendors
- Local Charlottesville farm vendors
- Artisan cheese makers
- Food trucks
Entertainment
- Grape stomp
- Harvest hayrides
- Winemaker dinners
- Live bluegrass music
Festival Location
Location
Charlottesville, VA
Tickets & Info
PriceFrom $45
DatesOctober 10–11, 2026
VenueMonticello Wine Trail Wineries
Nearby Wineries
Find More Wineries →Nearby Restaurants
The Inn at Little Washington
American · 45 mi
Fossett's at Keswick Hall
American · 8 mi
Mas Tapas
Spanish · 2 mi
