Events and Things to Do in Highland Park, IL

Wednesday, May 6

Featured

Deerbrook Park Toastmasters - Celebration Meeting for Toastmasters Week in Illinois

MAY

6

6:45 PM

Deerfield, IL

On April 8th, 2026, JB Pritzker, Governor of Illinois, proclaimed May 4-9, 2026, as Toastmasters International Week in Illinois...

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Saturday, May 9

Featured

NWA at StudioONE

MAY

9

6:30 PM

StudioOne Events LLC, 1799 Green Bay Rd, Highland Park, IL

Get ready for a night of high-flying, hard-hitting LIVE Pro Wrestling as NWA Chicago returns to StudioONE in Highland Park on...

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Thursday, May 21

Featured

Lake Forest College Community Engagement Lifelong Learning Series: Film Discussion Course

MAY

21

5:30 PM

Lake Forest College, 555 N Sheridan Rd, Lake Forest, IL

Explore the art of cinema through the lens of legendary directors John Ford and Akira Kurosawa—join Lake Forest College...

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Wednesday, May 6

• Deerbrook Park Toastmasters - Celebration Meeting for Toastmasters Week in Illinois 6:45 pm

  In Person at the Deerfield Public Library and by Zoom

  
  

Thursday, May 7

• 2nd Annual Women‑Owned Business Whistle Stop Trolley Tour – May 7 4:00 pm

  600 Central Ave, Highland Park

  
  

Saturday, May 9

• NWA at StudioONE 6:30 pm

  StudioOne Events LLC, 1799 Green Bay Rd, Highland Park

  
  

Thursday, May 14

• Art Impact Project hosts first PRISM event: ART-BRAIN Connection 6:00 pm

  Brushwood Center at Ryerson Woods, 21850 Riverwoods Rd, Riverwoods

  
  
• Jeremy Piven: A Night of Comedy 7:30 pm

  Congregation B'nai Tikvah, 1558 Wilmot Rd, Deerfield

  
  

Saturday, May 16

• Northbrook Garden Club Plant Sale Fri 5/15 (9-4) & Sat 5/16 (9-2) 9:00 am

  Northbrook Village Green Park Center, 1810 Walters Avenue, Northbrook 60062

  
  

Wednesday, May 20

• 29th Annual Myra Rubenstein Weis (MRW) Health Resource Center Benefit Luncheon Being Held on May 20 9:00 am

  Exmoor Country Club, 700 Vine Ave, Highland Park

  
  
• Green Drinks - Come see nature photography! Speaker - Lisa Musgrave 6:00 pm

  Deerfield Italian Kitchen, 648 Deerfield Rd, Deerfield

  
  

Thursday, May 21

• Lake Forest College Community Engagement Lifelong Learning Series: Film Discussion Course 5:30 pm

  Lake Forest College, 555 N Sheridan Rd, Lake Forest

  
  

Wednesday, May 27

• Crystal Bowl Sound Meditation 6:30 pm

  The Art Center Highland Park, 1957 Sheridan Rd, Highland Park

  
  

Wednesday, June 3

• Celebrate Highwood Announces 2026 Series of Family-Friendly Festivals and Events 4:30 pm

  111 North Ave

  
  

Sunday, June 7

• Kol Zimrah Sings: 30 Years and Growing 4:00 pm

  Nichols Concert Hall, 1490 Chicago Ave, Evanston

  
  
• KZ Sings: 30 Years and Growing 4:00 pm

  Nichols Concert Hall, 1490 Chicago Avenue, Evanston

  
  

Saturday, June 13

• Arts on Sheridan 10:00 am

  484 Central Ave, Highland Park, IL 60035

  
  

Sunday, June 14

• Arts on Sheridan 10:00 am

  484 Central Ave, Highland Park, IL 60035

  
  

Friday, June 19

• Highland Park Announces 2026 EnjoyHP Lineup 5:00 pm

  Highland Park

  
  
• Taste of Highland Park Returns June 19–20! 5:00 pm

  Central Avenue, between Second St. and St. Johns Ave., and in Port Clinton Square (600 Central Ave.

  
  

Saturday, August 29

• Port Clinton Art Festival 10:00 am

  600 Central Ave, Highland Park, IL 60035

  
  

Sunday, August 30

• Port Clinton Art Festival 10:00 am

  600 Central Ave, Highland Park, IL 60035