Penny's Wine Shop is a natural wine bar in Jackson Ward, small and owner-operated, with a staff known for steering guests through the list rather than just pouring it. The room leans cozy, and the food side stays in small plates built to go with what's in the glass. Richmond magazine named Penny's among its best restaurants in 2025.

Penny's Wine Shop
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CRITICCovered by Richmond Magazine
RATINGS4.9 stars across 208 reviews2 sources
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