Community Events and Things to do in Winnetka, IL

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

SSCFCU 2026 Juneteenth Vendor Registration
Fri, Jun 19, 9:00 AM
Chicago · South Side Community Federal Credit Union
SSCFCU 2026 Juneteenth Vendor Registration
Fri, Jun 19, 9:00 AM
Chicago · South Side Community Federal Credit Union
Almost full
Cream of Wheaton Arts and Craft Fair Vendor Application 2026
Fri, Jun 5, 4:00 PM
Wheaton · Memorial Park - Wheaton
Almost full
Cream of Wheaton Arts and Craft Fair Vendor Application 2026
Fri, Jun 5, 4:00 PM
Wheaton · Memorial Park - Wheaton
2026 Scottish Festival & Highland Games
Fri, Jun 12, 9:00 AM
Wheaton · DuPage Event Center & Fairgrounds
2026 Scottish Festival & Highland Games
Fri, Jun 12, 9:00 AM
Wheaton · DuPage Event Center & Fairgrounds
June 8th~Pup Picnic Experience & Garden Walk at Cantigny Park
Mon, Jun 8, 1:00 PM
Wheaton · Cantigny Park
June 8th~Pup Picnic Experience & Garden Walk at Cantigny Park
Mon, Jun 8, 1:00 PM
Wheaton · Cantigny Park
Unity in the Community
Sat, Jun 20, 4:00 PM
Chicago · The Rink
Unity in the Community
Sat, Jun 20, 4:00 PM
Chicago · The Rink
Juneteenth Event
Sat, Jun 20, 12:00 PM
Chicago · 3039 E 91st St
Juneteenth Event
Sat, Jun 20, 12:00 PM
Chicago · 3039 E 91st St
6/8- Naperville, IL- Gold Rush
Mon, Jun 8, 7:00 PM
Naperville · 1740 Freedom Dr
6/8- Naperville, IL- Gold Rush
Mon, Jun 8, 7:00 PM
Naperville · 1740 Freedom Dr
Railroad Days at Pullman National Historical Park - Saturday 2026
Sat, Jul 25, 9:30 AM + 28 more
Chicago · Pullman Exhibit Hall
Railroad Days at Pullman National Historical Park - Saturday 2026
Sat, Jul 25, 9:30 AM + 28 more
Chicago · Pullman Exhibit Hall
La Bella Fest 2.0
Sun, Jun 14, 1:00 PM
Aurora · 649 Hill Ave
La Bella Fest 2.0
Sun, Jun 14, 1:00 PM
Aurora · 649 Hill Ave
5th Annual Still We Rise Juneteenth Picnic & Celebration
Sun, Jun 14, 1:00 PM
Lansing · Brownell Woods
5th Annual Still We Rise Juneteenth Picnic & Celebration
Sun, Jun 14, 1:00 PM
Lansing · Brownell Woods
Ecofest 2026
Sat, May 30, 10:00 AM
Chicago · Welles (Gideon) Park
Ecofest 2026
Sat, May 30, 10:00 AM
Chicago · Welles (Gideon) Park
Trocas y Caballos
Sun, Jun 7, 10:00 AM
Garden Prairie · 10813 Spring Rd
Trocas y Caballos
Sun, Jun 7, 10:00 AM
Garden Prairie · 10813 Spring Rd
Chicago Art & Craft Market
Fri, Jun 5, 9:00 AM
Chicago · 1400 N Sacramento Ave
Chicago Art & Craft Market
Fri, Jun 5, 9:00 AM
Chicago · 1400 N Sacramento Ave
Pop Up Fest
Sun, Jun 14, 1:00 PM
Chicago · 3527 W Grand Ave
Pop Up Fest
Sun, Jun 14, 1:00 PM
Chicago · 3527 W Grand Ave
Michigan City Halloween Fun Fair
Sat, Oct 31, 5:00 PM
Michigan City · HOPE BUILDING
Michigan City Halloween Fun Fair
Sat, Oct 31, 5:00 PM
Michigan City · HOPE BUILDING
Breathe: Arts Community Night at Fulton Street Collective
Mon, May 25, 7:00 PM
Chicago · Fulton Street Collective
Breathe: Arts Community Night at Fulton Street Collective
Mon, May 25, 7:00 PM
Chicago · Fulton Street Collective
American Writers Festival - American Writers Museum
Sat, Jun 6, 10:00 AM
Chicago · American Writers Museum
American Writers Festival - American Writers Museum
Sat, Jun 6, 10:00 AM
Chicago · American Writers Museum
Poppin in Summer at Paseo Boricua
Sun, Jul 12, 1:00 PM
Chicago · 2429 W Division St
Poppin in Summer at Paseo Boricua
Sun, Jul 12, 1:00 PM
Chicago · 2429 W Division St
Chicago Old Town Art & Craft Street Festival
Sat, Jun 13, 10:00 AM
Chicago · West Division Street
Chicago Old Town Art & Craft Street Festival
Sat, Jun 13, 10:00 AM
Chicago · West Division Street
Juneteenth Festival: A Family Affair
Fri, Jun 19, 3:00 PM
Chicago · New Mt Pilgrim MB Church
Juneteenth Festival: A Family Affair
Fri, Jun 19, 3:00 PM
Chicago · New Mt Pilgrim MB Church

Trends in Winnetka

Explore more trends

Frequently asked questions about Winnetka

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

SSCFCU 2026 Juneteenth Vendor Registration

2026 Scottish Festival & Highland Games

June 8th~Pup Picnic Experience & Garden Walk at Cantigny Park

Unity in the Community

Which events are currently trending in Winnetka?

The trending searches this month in Winnetka are:

northshore moms

winnetka community house

wine tasting

spring rummage sale

Which festival events are coming up?

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

Breathe: Arts Community Night at Fulton Street Collective

Ecofest 2026

Chicago Art & Craft Market

Cream of Wheaton Arts and Craft Fair Vendor Application 2026

SSCFCU 2026 Juneteenth Vendor Registration

SSCFCU 2026 Juneteenth Vendor Registration

Cream of Wheaton Arts and Craft Fair Vendor Application 2026

Cream of Wheaton Arts and Craft Fair Vendor Application 2026

2026 Scottish Festival & Highland Games

2026 Scottish Festival & Highland Games

June 8th~Pup Picnic Experience & Garden Walk at Cantigny Park

June 8th~Pup Picnic Experience & Garden Walk at Cantigny Park

Unity in the Community

Unity in the Community

Juneteenth Event

Juneteenth Event

6/8- Naperville, IL- Gold Rush

6/8- Naperville, IL- Gold Rush

Railroad Days at Pullman National Historical Park - Saturday 2026

Railroad Days at Pullman National Historical Park - Saturday 2026

La Bella Fest 2.0

La Bella Fest 2.0

5th Annual Still We Rise Juneteenth Picnic & Celebration

5th Annual Still We Rise Juneteenth Picnic & Celebration

Ecofest 2026

Ecofest 2026

Trocas y Caballos

Trocas y Caballos

Chicago Art & Craft Market

Chicago Art & Craft Market

Pop Up Fest

Pop Up Fest

Michigan City Halloween Fun Fair

Michigan City Halloween Fun Fair

Breathe: Arts Community Night at Fulton Street Collective

Breathe: Arts Community Night at Fulton Street Collective

American Writers Festival - American Writers Museum

American Writers Festival - American Writers Museum

Poppin in Summer at Paseo Boricua

Poppin in Summer at Paseo Boricua

Chicago Old Town Art & Craft Street Festival

Chicago Old Town Art & Craft Street Festival

Juneteenth Festival: A Family Affair

Juneteenth Festival: A Family Affair

Things to do around Winnetka

Trends in Winnetka

1. Northshore moms

2. Winnetka community house

3. Wine tasting

4. Spring rummage sale

5. Bridal event

6. Writing

7. Winnetka home tour

8. Vuori

9. Tunnel

10. Rosemont

11. Rose i t

12. Party

What are the best festival events to attend?

Which events are currently trending in Winnetka?

Which festival events are coming up?