Wine tasting events in Charlottesville
Check out happening wine tasting events all around Charlottesville, VA
Be my Valentine Food Tour & Wine/Cocktail Tasting (Feb 14th, 2026)
Sat, 14 Feb at 11:30 am
Downtown Mall
USD 29 to 162
The Clifton & Barboursville Vineyards Wine Dinner
Wed, 18 Mar at 06:00 pm
1296 Clifton Inn Dr
USD 175
Charlottesville Spring Jamboree
Sat, 18 Apr at 12:00 pm
Fairview Swim & Tennis Club
USD 22
Low-Country Shrimp Boil
Fri, 27 Feb at 04:00 pm
2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902
The Clifton & Montifalco Winery Wine Dinner
Wed, 18 Feb at 06:00 pm
1296 Clifton Inn Dr
USD 175
Starfire Live! at Roslyn Farm & Vineyard
Sun, 12 Apr at 02:30 pm
Roslyn Farm & Vineyard
Local Wine Tasting & Live Music featuring Johnny Clarke Trio at RF&V!
Sun, 15 Feb at 02:00 pm
100 Roslyn Heights Rd
Free
Wine Tasting at Roslyn Farm & Vineyard feat. Michael Wayne Dill!
Sun, 22 Feb at 02:00 pm
100 Roslyn Heights Rd
Free
Downtown C-ville Food Tour + Wine Tasting
Fri, 29 Mar at 04:00 pm
Downtown Mall
USD 30 to 135
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Events in Charlottesville
Wine tasting events in Charlottesville