Events in May in Woodstock

• Fri, 08 May, 2026 - 06:00 PM

  Heartache Tonight

  121 Van Buren St. Woodstock, IL 60098

  34+ Interested
• Sat, 16 May, 2026 - 07:30 PM

  Stevie McVie

  121 West Van Buren Street Woodstock, IL 60098

  11+ Interested
• Sat, 30 May, 2026 - 10:00 AM

  Dragon's Days Out

  Mchenry County Fairgrounds

  370+ Interested
• Sun, 03 May, 2026 - 02:00 PM

  Cinco de Mayo Fest

  Rancho Las Trojes

  USD 29
• Wed, 06 May, 2026 - 07:00 PM

  Live Psychic Mediumship Event with Connie Warrior Of Light

  209 Main St

  Free
• Sat, 23 May, 2026 - 08:00 AM

  Frontline OCR, The 11th Wave

  Byron Motosports Park

  57+ Interested
• Fri, 08 May, 2026 - 07:30 PM

  Bad Momz of Comedy at Woodstock Opera House

  Woodstock Opera House
• Sun, 17 May, 2026 - 08:30 AM

  Ride for the Heroes

  Woodstock Harley-Davidson

  92+ Interested
• Sun, 03 May, 2026 - 08:00 AM

  2026 RallyCross #2 - Milwaukee Region SCCA

  Byron Motosports Park

  27+ Interested
• Tue, 19 May, 2026 - 05:00 PM

  Independence Health & Therapy Multi-Chamber Mixer

  Independence Health & Therapy

  7+ Interested
• Fri, 22 May, 2026 - 07:00 PM

  ✨ Ladies Night: Wild Card

  121 E Calhoun St

  USD 93
• Wed, 06 May, 2026 - 07:00 PM

  Live Psychic Mediumship Event

  Classic Cinemas Woodstock XQ
• Tue, 19 May, 2026 - 06:00 PM

  It's Complicated - Film

  Woodstock Opera House
• Sat, 02 May, 2026 - 06:00 PM

  Woodstock Square Mall Paranormal Investigation

  Woodstock Square Mall

  USD 29
• Sun, 17 May, 2026 - 11:00 AM

  Spring Plant Swap 2026

  McHenry County Farm Bureau

  119+ Interested