Events and Things to Do in Highland Park, IL

Saturday, October 10

Featured

Lake Forest College Community Engagement Event: Community Sports Day

OCT

10

11:00 AM

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

Join Forester Athletics for Community & Alumni Day, a celebration of our connection to the community and our alumni! We invite...

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Sunday, October 11

Featured

Wake Up to Fresh Do-Rite Donuts on Chicago Marathon Sunday! Order by 2pm Saturday.

OCT

11

5:30 AM

Highland Park, IL

Do-Rite Donuts is coming to you on Sunday, October 11th for the Chicago Marathon! Enjoy a wide variety of freshly baked...

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Saturday, October 17

Featured

Lake Forest Preservation Foundation - 50th Anniversary Preservation Symposium

OCT

17

9:15 AM

Lily Reid Holt Memorial Chapel, 555 N Sheridan Rd, Lake Forest, IL

The Lake Forest Preservation Foundation Symposium featuring talks moderated by Blair Kamin, Geoffrey Baer,...

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Thursday, October 8

• Sofar Sounds: Live Music Night in Highland Park 7:30 pm

  Yana's Speakeasy, 465 Roger Williams Ave, Highland Park

  
  

Saturday, October 10

• Lake Forest College Community Engagement Event: Community Sports Day 11:00 am

  Lake Forest College, 555 N Sheridan Rd, Lake Forest

  
  
• Stews & Brews 4:00 pm

  Port Clinton Square, 600-601 Central Ave, Highland Park

  
  

Sunday, October 11

• Wake Up to Fresh Do-Rite Donuts on Chicago Marathon Sunday! Order by 2pm Saturday. 5:30 am
  
  

Tuesday, October 13

• The Kid Officer 6:00 pm

  Wayfarer Theater, 1850 2nd St, Highland Park

  
  

Wednesday, October 14

• Spill Sessions - Who Owns History? 6:00 pm

  Disotto, 310 Green Bay Rd, Highwood

  
  
• "Klezmer Night" with Maxwell Street Klezmer Band and Friends 7:00 pm

  Sabor A Café Niles - Steakhouse & Live Music Venue, 6873 N Milwaukee Ave, Niles

  
  

Saturday, October 17

• Lake Forest Preservation Foundation - 50th Anniversary Preservation Symposium 9:15 am

  Lily Reid Holt Memorial Chapel, 555 N Sheridan Rd, Lake Forest

  
  
• Dance for Joy: A Free Class for Breast Cancer Survivors 11:00 am

  505 Laurel Ave, Highland Park

  
  
• First-Time Bannockburn Author Book Passage Reading 2:00 pm

  Secret World Books, 1774 2nd St, Highland Park

  
  

Sunday, October 18

• Admissions Open House for Junior Kindergarten - 12th Grade 1:00 pm

  North Shore Country Day, 310 Green Bay Rd, Winnetka

  
  
• FREE Artemis Chamber Orchestra concert 3:00 pm

  Trinity Episcopal Church, 425 Laurel Ave, Highland Park

  
  
• Russian Masters 3:00 pm

  Highland Park Community House, 1991 Sheridan Rd, Highland Park

  
  

Monday, October 19

• Public Caucus Town Meeting 1:00 pm

  Riverwoods Village Hall, 300 Portwine Rd, Riverwoods

  
  

Wednesday, October 21

• ENAZ Presents Fall Fashion Redefined 5:00 pm

  Upside Events, Downtown Highland Park

  
  

Saturday, October 24

• Sanctuary Sounds: Masterworks for the Spirit Inaugural Concert 2:00 pm

  Highland Park Presbyterian Church, 330 Laurel Ave, Highland Park

  
  

Friday, October 30

• Trick or Treat Trek though our Business District 3:00 pm

  Highwood

  
  

Sunday, November 1

• No Shame On U Annual Event 2026: Where Connection Begins: Better Together 7:00 pm

  Holiday Inn & Suites Chicago North Shore (Skokie) by IHG, 5300 West Touhy Avenue, Skokie

  
  

Sunday, November 15

• Bingo at Buffo's 12:00 pm

  Buffo's, 431 Sheridan Rd, Highwood

  
  

Tuesday, November 17

• Breakfast before Business: Financial Power 7:30 am

  Highwood City Hall, 17 Highwood Avenue, 2nd Floor, Highwood IL