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Community Events and Things to do in Winnetka, IL this month

Search for something you love or check out popular events in your area.

Ravenswood Spring Vintage & Artisan Fest presented by Windy City Market
Sat, May 23, 12:00 PM
Chicago · Artifact Events
Ravenswood Spring Vintage & Artisan Fest presented by Windy City Market
Sat, May 23, 12:00 PM
Chicago · Artifact Events
Sales end soon
Evanston Arts & Craft Beverage Crawl
Thursday at 5:00 PM
Evanston · The Main-Dempster Mile, an Evanston Community Organization
Sales end soon
Evanston Arts & Craft Beverage Crawl
Thursday at 5:00 PM
Evanston · The Main-Dempster Mile, an Evanston Community Organization
Dads of Love Day Party
Today at 2:00 PM
Chicago · Rizzo's Bar & Inn
Dads of Love Day Party
Today at 2:00 PM
Chicago · Rizzo's Bar & Inn
THE VOLUNTEER FAIR SPRING 2026 - Chicago Northside & Evanston!
Saturday at 11:00 AM
Evanston · PALMHOUSE
THE VOLUNTEER FAIR SPRING 2026 - Chicago Northside & Evanston!
Saturday at 11:00 AM
Evanston · PALMHOUSE
The Calamity Club: An Evening with Kathryn Stockett
Tue, May 19, 7:00 PM
Winnetka · Winnetka Chapel
The Calamity Club: An Evening with Kathryn Stockett
Tue, May 19, 7:00 PM
Winnetka · Winnetka Chapel
TRINKET FEST SPRING DAY
Saturday at 12:00 PM
Chicago · 4325 N Ravenswood Ave
TRINKET FEST SPRING DAY
Saturday at 12:00 PM
Chicago · 4325 N Ravenswood Ave
Zayd Ayers Dohrn DANGEROUS, DIRTY, VIOLENT, AND YOUNG
Tue, May 26, 6:00 PM
Evanston · Bookends & Beginnings
Zayd Ayers Dohrn DANGEROUS, DIRTY, VIOLENT, AND YOUNG
Tue, May 26, 6:00 PM
Evanston · Bookends & Beginnings
Almost full
Lectures on Tap - "Move Fast and Monetize Everything"
Wednesday at 6:30 PM
Chicago · Lake View
Almost full
Lectures on Tap - "Move Fast and Monetize Everything"
Wednesday at 6:30 PM
Chicago · Lake View
Almost full
Link USA Chicago Prelude to Pride Celebration
Wednesday at 5:30 PM
Chicago · Center on Halsted
Almost full
Link USA Chicago Prelude to Pride Celebration
Wednesday at 5:30 PM
Chicago · Center on Halsted
Almost full
Lectures on Tap - "Misinformation Exposed: How to Spot It on Social Media"
Thursday at 6:30 PM
Chicago · Logan Square
Almost full
Lectures on Tap - "Misinformation Exposed: How to Spot It on Social Media"
Thursday at 6:30 PM
Chicago · Logan Square
Trash People of Uptown: Community Clean-Up!
Sun, May 17, 1:00 PM
Chicago · Big Chicks
Trash People of Uptown: Community Clean-Up!
Sun, May 17, 1:00 PM
Chicago · Big Chicks
OutPro LGBTQ+ Networking Job Search Panel + Resume Review - Chicago
Tue, May 19, 6:00 PM
Chicago · Center on Halsted
OutPro LGBTQ+ Networking Job Search Panel + Resume Review - Chicago
Tue, May 19, 6:00 PM
Chicago · Center on Halsted
Chicago/Премʼєра "Хрещатик 48/2"/Office of Magical Forces
Thu, May 28, 7:00 PM
Glenview · Landmark at The Glen
Chicago/Премʼєра "Хрещатик 48/2"/Office of Magical Forces
Thu, May 28, 7:00 PM
Glenview · Landmark at The Glen
Elizabeth Margulis, TRANSPORTED
Thu, May 28, 6:00 PM
Evanston · Bookends & Beginnings
Elizabeth Margulis, TRANSPORTED
Thu, May 28, 6:00 PM
Evanston · Bookends & Beginnings
Sales end soon
Arlene Malinowski and Julie Ganey SOLO
Thursday at 6:00 PM
Evanston · Bookends & Beginnings
Sales end soon
Arlene Malinowski and Julie Ganey SOLO
Thursday at 6:00 PM
Evanston · Bookends & Beginnings
The Complicated King: A Conversation about Martin Luther King, Jr.
Wed, May 27, 6:00 PM
Evanston · One Rotary Center
The Complicated King: A Conversation about Martin Luther King, Jr.
Wed, May 27, 6:00 PM
Evanston · One Rotary Center
Sales end soon
Justin Baer HOUSE OF FIDELITY
Tuesday at 6:00 PM
Evanston · Bookends & Beginnings
Sales end soon
Justin Baer HOUSE OF FIDELITY
Tuesday at 6:00 PM
Evanston · Bookends & Beginnings
The Foursome: An Evening with Christina Baker Kline
Thu, May 21, 6:30 PM
Winnetka · The Book Stall
The Foursome: An Evening with Christina Baker Kline
Thu, May 21, 6:30 PM
Winnetka · The Book Stall
Almost full
West Lakeview Walking Tour
Saturday at 12:00 PM
Chicago · Addison & Halsted
Almost full
West Lakeview Walking Tour
Saturday at 12:00 PM
Chicago · Addison & Halsted
Primavera Latina 2026
Saturday at 10:30 AM
Elmwood Park · The Elmcrest Banquets
Primavera Latina 2026
Saturday at 10:30 AM
Elmwood Park · The Elmcrest Banquets

Trends in Winnetka

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Explore more trends

Frequently asked questions about Winnetka

What are the best events to attend this month?

According to Eventbrite, the best events this month are:

Ravenswood Spring Vintage & Artisan Fest presented by Windy City Market

Evanston Arts & Craft Beverage Crawl

THE VOLUNTEER FAIR SPRING 2026 - Chicago Northside & Evanston!

The Calamity Club: An Evening with Kathryn Stockett

Which events are currently trending in Winnetka?

The trending searches this month in Winnetka are:

northshore moms

winnetka home tour

winnetka community house

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Dads of Love Day Party

Justin Baer HOUSE OF FIDELITY

Link USA Chicago Prelude to Pride Celebration

Lectures on Tap - "Move Fast and Monetize Everything"