Events and Things to Do in Highland Park, IL

Saturday, May 2

Sunday, May 3

Featured

Shahar Cohen: My Life Tour

MAY

3

2:00 PM

Northbrook Public Library Auditorium, 1201 Cedar Ln, Northbrook, IL

Join us for a hilarious live comedy performance as Shahar Cohen returns to Chicago with the show 'My Life'. This high-energy...

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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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Thursday, April 30

• ‘COME BACK INTO FOCUS’ HONORING THE CHAIRWOMEN OF THE PAST 60 YEARS April 30, 2026, 6-9 PM, 28 Mile 6:00 pm

  28 Mile Distilling Company, 454 Sheridan Rd, Highwood

  
  

Friday, May 1

• Jazz Nite 2026! Highland Park High School 7:00 pm

  433 Vine Ave, Highland Park

  
  
• The Comedy Nosh w/Headliner Matt Drufke 7:30 pm

  Max and Benny's, 461 Waukegan Rd, Northbrook

  
  

Saturday, May 2

• First Presbyterian Rummage Sale 8:00 am

  700 N Sheridan Rd, Lake Forest

  
  
• Lauridsen Lux Aeterna | Chicago Master Singers 7:30 pm

  Glenview Community Church, 1000 Elm St, Glenview

  
  

Sunday, May 3

• Shahar Cohen: My Life Tour 2:00 pm

  Northbrook Public Library Auditorium, 1201 Cedar Ln, Northbrook

  
  
• Author Talk 2:00 pm

  1774 2nd St, Highland Park

  
  
• Mom Needs a Minute fitness & wellness event returns to Highland Park just in time for Mother’s Day 9:00 am

  444 Central Ave, Highland Park

  
  
• Jewbilee Zoobilee 10:30 am

  Congregation B'nai Tikvah, 1558 Wilmot Rd, Deerfield

  
  
• Dinks for Degrees presented by College Bound Opportunities 12:30 pm

  Club Pickle & Padel, 2205 Skokie Valley Rd, Highland Park

  
  

Thursday, May 7

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

  600 Central Ave, 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

  
  

Saturday, June 13

• Arts on Sheridan 10:00 am

  484 Central Ave, Highland Park, IL 60035