Events and Things to Do in Woodstock, IL

Thursday, August 6

Saturday, August 8

Featured

2026 APP Vlasic Classic Chicago Benefiting Shriners Children's

AUG

8

9:00 AM

Danny Cunniff Park, 2700 Trail Way, Highland Park, IL

The Most Exciting Experience In Pickleball  There's nothing like seeing the world's best pickleball players compete in...

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Sunday, August 9

Featured

Woodstock Sunday Art in The Square

AUG

9

4:00 PM

Woodstock Square Historic District, 121 W Van Buren St, Woodstock, IL

RETURNING! WOODSTOCK "SUNDAY ART IN THE SQUARE"! In conjunction with Off Square Music and on select Sunday evenings, in the...

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Thursday, August 6

• 2026 Shriners Children’s™ APP Pro Invitational Chicago 5:00 pm

  Danny Cunniff Park, 2700 Trail Way, Highland Park

  
  
• National Night Out

  6:30 pm

  Woodstock Water Works, 1313 Kishwaukee Valley Rd, Woodstock

  
  
• Movies in the Park

  7:00 pm

  Woodstock, IL Calendar, 121 W. Van Buren St, Woodstock

  
  
• Corky Siegel

  7:30 pm

  Woodstock Area Chamber of Commerce & Industry, Woodstock

  
  
• Gaelic Storm

  7:30 pm

  Theatre 121, Opera House, Woodstock

  
  

Friday, August 7

• Cosmic Fridays 6:00 pm

  Woodstock Area Chamber of Commerce & Industry, Woodstock

  
  
• Serial Killer Speakeasy

  6:00 pm

  Woodstock, IL Calendar, 121 W Van Buren St, Woodstock

  
  
• A Night Out- Sip & Carve 6:00 pm

  Woodstock Area Chamber of Commerce & Industry, Woodstock

  
  
• The Boat Drunks 7:00 pm

  Woodstock Area Chamber of Commerce & Industry, Woodstock

  
  

Saturday, August 8

• 2026 APP Vlasic Classic Chicago Benefiting Shriners Children's 9:00 am

  Danny Cunniff Park, 2700 Trail Way, Highland Park

  
  

Sunday, August 9

• Woodstock Sunday Art in The Square 4:00 pm

  Woodstock Square Historic District, 121 W Van Buren St, Woodstock

  
  

Tuesday, August 25

• Seed Saving for Beginners 6:00 pm

  Woodstock Public Library, 414 W Judd St, Woodstock

  
  

Sunday, August 30

• Woodstock Sunday Art in The Square 4:00 pm

  Woodstock Square Historic District, 121 W Van Buren St, Woodstock

  
  

Saturday, October 3

• Woodstock Art Fair on the Square 10:00 am

  121 W Van Buren St, Woodstock, IL 60098

  
  

Sunday, October 4

• Woodstock Art Fair on the Square 10:00 am

  121 W Van Buren St, Woodstock, IL 60098