Events and Things to Do in Highland Park, IL

Friday, May 15

Featured

ReHOME Estate Sale in Highland Park

MAY

15

9:30 AM

1575 Hawthorne Ln, Highland Park, IL

Friday, May 15 9:30am-3:30pm (numbers @9)Saturday, May 16 10:00am-3:00pmParking on Hawthorne and Ravine is PERMITTED for this...

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Saturday, May 16

Featured

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

MAY

16

9:00 AM

Deerfield, IL

Gardeners: Shop 1,000’s of beautiful, well-behaved homegrown + nursery grown native plants, cultivars and favorites from our...

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Featured

We Do Estate Sales Awesome Lake Forest Moving Sale

MAY

16

10:00 AM

95 S Canterbury Ct, Lake Forest, IL

Come shop with us Sat/Sun May 16-17, 10-2. We’ve got some beautiful affordable  furnishings . 

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Wednesday, May 20

Featured

Green Drinks - Come see nature photography! Speaker - Lisa Musgrave

MAY

20

6:00 PM

Deerfield Italian Kitchen, 648 Deerfield Rd, Deerfield, IL

Come hang out with like minded people and see some beautiful nature photography at our next Deerfield Green Drinks.  The...

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Friday, May 15

• ReHOME Estate Sale in Highland Park 9:30 am

  1575 Hawthorne Ln, Highland Park

  
  

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

  
  
• We Do Estate Sales Awesome Lake Forest Moving Sale 10:00 am

  95 S Canterbury Ct, Lake Forest

  
  

Sunday, May 17

• North Shore Water Polo Open House 10:00 am

  433 Vine Ave, Highland Park

  
  

Wednesday, May 20

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

  Deerfield Italian Kitchen, 648 Deerfield Rd, Deerfield

  
  
• 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

  
  

Friday, May 22

• Live Stand-Up Comedy @ Madame Zuzu's 7:30 pm

  Madame Zuzu’s, 1876 1st St, Highland Park

  
  

Wednesday, May 27

• Crystal Bowl Sound Meditation 6:30 pm

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

  
  

Sunday, May 31

• Brahms' Celebration 3:00 pm

  Highland Park Community House, 1991 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 6

• Fox Valley at the Fairgrounds Antiques Show 9:00 am

  DuPage Event Center & Fairgrounds, 2015 Manchester Rd, Wheaton

  
  

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

  
  

Wednesday, June 17

• Northbrook Farmers Market Opening Day Bash – 2026 Season Kickoff 7:00 am

  Meadow Shopping Plaza Shopping Center, Cherry Ln, Northbrook

  
  

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, July 18

• Highwood 5K Family Run, Walk & Stroll 9:00 am

  Sheridan Road & Clay Avenue, Highwood

  
  

Saturday, August 29

• Port Clinton Art Festival 10:00 am

  600 Central Ave, Highland Park, IL 60035