• 50/50 Taphouse

    This beer hall offers 50 beers on tap and 50 burgers in a fun environment.

    5050 Taphouse
  • Alamo Drafthouse Cinema

    State-of-the-art movie theater with a full restaurant menu and food service in each auditorium.

    Alamo Drafthouse Winchester
  • Backseat Bar and Grill

    Local gathering place for live musical entertainment and watching sports. Known for excellent burgers and wings.

    Backseat Bar and Grill
  • Blue Fox Billiards, Bar & Grill

    Entertainment venue featuring live music, dancing, billiards, and a full service restaurant.

    Blue Fox Billiards, Bar & Grill
  • Bright Box Theater

    A dynamic performance & event venue that showcases some of the best live music, comedy, and entertainment in the area.

    Bright Box Theater
  • Broken Window Brewing Co.

    Premier nano brewery specializing in a wide variety of craft beers located in downtown Winchester.

  • Cork Street Tavern

    Serving American pub style cuisine and cold drinks, Cork Street Tavern has been a part of the community for over 30 years.

    Cork Street Tavern
  • CRUSH Wine Bar

    CRUSH offers over 100 global wines, select craft beers, high-end sake, and well-aged port that are paired with unique tapas and small plates. Your evening with us is sure to be filled with laughter, brilliant wine, and small bites of pure happiness!

  • Escutcheon Brewing Co.

    Local brewery and taproom open Wednesday-Sunday. Stop by for live music nights and a tour of the brewery.

    Escutcheon Brewing
  • IJ Canns American Grille

    Serving fine American cuisine, IJ Canns offers a full bar, outdoor seating, and Sunday brunch. The lounge offers weekend comedy and live music.

    IJ Canns Winchester