Festivals in Winchester

• Fri, 01 May, 2026 - 07:00 PM

  Trex Music Fest

  John Handley High School

  6+ Interested
• Sat, 03 Oct, 2026 - 11:00 AM

  Apple Harvest Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  105+ Interested
• Sat, 25 Apr, 2026 - 10:00 AM

  McDonald's Apple Blossom Gaming Festival

  608 Millwood Ave, Winchester, VA 22601-5167, United States

  6+ Interested
• Sat, 14 Mar, 2026 - 07:00 PM

  Miss Honorary Fire Chief Contest

  James Wood Middle School

  5+ Interested
• Sun, 15 Mar, 2026 - 10:00 AM

  Ostara Magic Market

  105 Millwood Ave, Winchester, VA, United States, Virginia 22601

  74+ Interested
• Sat, 23 May, 2026 - 11:00 AM

  Strawberry Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  1210+ Interested
• Sun, 03 May, 2026 - 07:00 PM

  Live Dead & Brothers: An All-Star Celebration of Grateful Dead & Allman Brothers

  Bright Box Theater

  10+ Interested
• Sat, 09 May, 2026 - 08:00 AM

  66th Annual Apple Blossom Antique Car Meet

  Jim Barnett Park

  88+ Interested
• Fri, 03 Apr, 2026 - 10:00 AM

  Claudio's Pizzeria The Bloom Store

  Apple Blossom Mall

  10+ Interested
• Sat, 21 Mar, 2026 - 09:00 AM

  6th Annual Nitro Spring Fling

  246 Sulky Dr., Winchester, VA, United States, Virginia 22602

  87+ Interested
• Sat, 27 Jun, 2026 - 11:00 AM

  Kids Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  101+ Interested
• Sat, 01 Aug, 2026 - 11:00 AM

  Peaches & Beaches Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  74+ Interested
• Sun, 03 May, 2026 - 10:00 AM

  Beltane Magic Market

  105 Millwood Ave, Winchester, VA, United States, Virginia 22601

  45+ Interested
• Sat, 17 Oct, 2026 - 11:00 AM

  Fall Harvest Festival

  4305 Middle Road, Winchester, VA, United States, Virginia 22602

  60+ Interested
• Thu, 23 Apr, 2026 - 07:00 PM

  Bloomin' Wine Fest

  Backseat Events