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Wine Bars in Winchester, VA

5 of the 20 wineries, breweries, distilleries and wine bars we list in Winchester are wine bars.

Wine bars vary widely between neighborhood spots with small pour lists and upscale lounges offering deep cellar selections, Coravin pours, and full dinner menus. Some focus on specific regions or natural wines, while others cater to casual drop-ins or offer structured tasting flights. A map pin confirms the address, but it will not show whether the space leans quiet and intimate or functions as a lively evening venue with limited seating.

  1. Wine Mill

    135 Featherbed Ln, Winchester, VA 22601

    Private events
    Call Website Directions

  2. The Wine Room at Taylor Pavilion

    120 N Indian Alley, Winchester, VA 22601

    Call Website Directions

  3. CRUSH Wine Bar Ltd.

    3031 Valley Ave, Winchester, VA 22601

    Call Website Directions

  4. D'Vine Wines

    3103 Valley Ave Ste 104, Winchester, VA 22601

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  5. Sante

    233 Kernstown Commons Blvd, Winchester, VA 22602

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Check for bottle shops or food menus. Many wine bars double as retail shops where you can purchase bottles to go, while food offerings can range from simple charcuterie boards to full kitchen service.

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Good to know

Do wine bars require reservations, or can I walk in?

Most neighborhood wine bars reserve space for walk-ins, particularly at the bar counter or outdoor tables. However, smaller venues or popular locations often recommend reservations on weekend evenings if you have a group or prefer a dining table.

What is the typical cost of a glass or flight at a wine bar?

Single glasses often range from $10 to $20 depending on the producer and region, while rare allocations command higher prices. Tasting flights typically cost between $18 and $35 for three to four small pours.

Can I buy food at a wine bar if I am not drinking alcohol?

Yes, almost all wine bars offer non-alcoholic options alongside their food menus, such as sparkling waters, juices, or zero-proof mocktails. You are welcome to sit and order food without purchasing alcoholic beverages.