Chestnut Oak Vineyard

Chestnut Oak Vineyard produces small batch, award-winning wines in the heart of the Monticello AVA.  Located just 20 minutes outside of Charlottesville VA you can enjoy white, rose, and red wine by the glass, flight, or bottle inside an intimate tasting room, or outside nestled near the vines. Pack a picnic and bring a friend to drink in our views.

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Location: Barboursville, Virginia

Wine specialties: Cabernet Sauvignon, Petit Verdot

Winery description: Chestnut Oak Vineyard is a Monticello AVA producer in the Barboursville area, with a focus on red wines that reflect the region's growing conditions. Its 2023 Cabernet Sauvignon earned gold at the 2026 Monticello Cup, while its Petit Verdot earned silver.

Visitor information: Confirm public tasting availability and all visitor policies directly.