• Alamo Drafthouse Cinema

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

    Alamo Drafthouse Winchester
  • AMC Apple Blossom 12

    Cineplex with 3D & jumbo digital screens.

    AMC Theater Winchester
  • 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
  • Family Drive-In Theatre

    Create magical memories under the stars at this classic 60+ year-old drive-in theatre. The Family Drive-In hosts special events and shows new releases on two screens. Playground, concession stand, pet-friendly.

    Family Drive In Theater
  • First Friday Celebration of the Arts

    Visit Old Town Winchester and experience something different each month! First Fridays often feature art, music, food, wine tastings, and the unique shopping of Old Town.

    First Fridays Winchester
  • Magic Lantern Theater

    A non-profit community art film theater project dedicated to bringing quality movies to the Winchester area. Check their website for current movies.

    Magic Lantern Theater
  • Old Town Winchester

    History, architecture, shopping, restaurants, and museums in a 45-block historic district. Take a leisurely stroll on the Loudoun Street Mall, with art galleries, street performers, special events, and a wide variety of al fresco dining options.

    Old Town Winchester Arts
  • Shenandoah Apple Blossom Festival

    A family-friendly festival that includes more than 30 events: band competitions, dances, a Firefighter’s Parade, a Grand Feature Parade, a 10K race, a carnival, celebrities, Weekend in the Park, and much more! Late April – Early May.

    Apple Blossom Festival
  • Shenandoah Arts Council

    This nonprofit arts organization serves the community by cultivating the visual, performing and literary arts through promotion, instruction and exhibition.