Outdoor Events and Things to do in Winnetka, IL

2026 SIU Day at Wrigley Field
Sat, Aug 15, 11:00 AM
Chicago · The Cubby Bear Chicago
2026 SIU Day at Wrigley Field
Sat, Aug 15, 11:00 AM
Chicago · The Cubby Bear Chicago
Almost full
Trash People of West Town: Community Clean-Up!
Sunday at 11:00 AM
Chicago · Midwest Coast Brewing Company
Almost full
Trash People of West Town: Community Clean-Up!
Sunday at 11:00 AM
Chicago · Midwest Coast Brewing Company
Sounds of Summer 6/11: Veranda Pass at Metropolis Ballroom (Mac Attack)
Thu, Jun 11, 6:30 PM
Arlington Heights · Metropolis Ballroom
Sounds of Summer 6/11: Veranda Pass at Metropolis Ballroom (Mac Attack)
Thu, Jun 11, 6:30 PM
Arlington Heights · Metropolis Ballroom
Almost full
The R&B Cruise - Juneteenth All Black Party
Fri, Jun 19, 8:00 PM
Chicago · Anita Dee Yacht Charters
Almost full
The R&B Cruise - Juneteenth All Black Party
Fri, Jun 19, 8:00 PM
Chicago · Anita Dee Yacht Charters
5k Fun Run x Midwest Coast Brewing | 2026 IL Brewery Running Series
Sat, Jun 13, 11:00 AM
Chicago · Midwest Coast Brewing Company
5k Fun Run x Midwest Coast Brewing | 2026 IL Brewery Running Series
Sat, Jun 13, 11:00 AM
Chicago · Midwest Coast Brewing Company
Almost full
In My 2000s Era Yacht Party Cruise (Chicago) Anita Dee 2
Tomorrow at 6:45 PM
Chicago · Anita Dee Yacht Charters
Almost full
In My 2000s Era Yacht Party Cruise (Chicago) Anita Dee 2
Tomorrow at 6:45 PM
Chicago · Anita Dee Yacht Charters
Almost full
Juneteenth Takeoff w/ Odeal & Mannie Fresh
Fri, Jun 19, 6:00 PM
Chicago · Vertiport Chicago
Almost full
Juneteenth Takeoff w/ Odeal & Mannie Fresh
Fri, Jun 19, 6:00 PM
Chicago · Vertiport Chicago
Almost full
TAYLOR MADE ALL-STAR MEMORIAL DAY PARTY
Sun, May 24, 3:00 PM
Broadview · VIEW Restaurant & Experience
Almost full
TAYLOR MADE ALL-STAR MEMORIAL DAY PARTY
Sun, May 24, 3:00 PM
Broadview · VIEW Restaurant & Experience
Beach Slap North Ave Beach Party
Sat, Jun 13, 11:00 AM
Chicago · North Avenue Beach
Beach Slap North Ave Beach Party
Sat, Jun 13, 11:00 AM
Chicago · North Avenue Beach
Almost full
Pretty In Pink Yacht Party Cruise (Chicago) Anita Dee 2
Sunday at 12:45 PM
Chicago · Anita Dee Yacht Charters
Almost full
Pretty In Pink Yacht Party Cruise (Chicago) Anita Dee 2
Sunday at 12:45 PM
Chicago · Anita Dee Yacht Charters
Underrepresented @ the TOP: a conversation w/ food & drinks on a rooftop
Thu, May 28, 5:30 PM
Chicago · Working From_Fulton Market
Underrepresented @ the TOP: a conversation w/ food & drinks on a rooftop
Thu, May 28, 5:30 PM
Chicago · Working From_Fulton Market
Almost full
R&B Vs Hip Hop Yacht Cruise (Chicago) 3 Levels
Tomorrow at 6:45 PM
Chicago · Anita Dee Yacht Charters
Almost full
R&B Vs Hip Hop Yacht Cruise (Chicago) 3 Levels
Tomorrow at 6:45 PM
Chicago · Anita Dee Yacht Charters
USA CROWN IL PAGEANT 2026
Sat, Jun 6, 12:00 PM
Chicago · Austin Town Hall Park
USA CROWN IL PAGEANT 2026
Sat, Jun 6, 12:00 PM
Chicago · Austin Town Hall Park
Chicago Memorial Day Weekend Cruise | All White Attire Party
Sun, May 24, 9:00 PM
Chicago · Spirit of Chicago Yacht
Chicago Memorial Day Weekend Cruise | All White Attire Party
Sun, May 24, 9:00 PM
Chicago · Spirit of Chicago Yacht
Run The Block Juneteenth Experience Featuring Tee Sanders
Sun, Jun 14, 3:00 PM
Chicago · 2017 W Howard St
Run The Block Juneteenth Experience Featuring Tee Sanders
Sun, Jun 14, 3:00 PM
Chicago · 2017 W Howard St
EPIC Week (July 9–11) Live Concert, White Sox Game + Studio Grill and Hang
Chicago · Chicago
EPIC Week (July 9–11) Live Concert, White Sox Game + Studio Grill and Hang
Chicago · Chicago
Campo y Cuerpo
Sat, Jun 6, 10:00 AM
Forest Park · Casa Humilde Cerveceria & Cocina
Campo y Cuerpo
Sat, Jun 6, 10:00 AM
Forest Park · Casa Humilde Cerveceria & Cocina
BLISS Caribbean Rooftop Day Party: CHI PARTY WEEKEND 2026
Sat, Jun 20, 2:00 PM
Chicago · Azul
BLISS Caribbean Rooftop Day Party: CHI PARTY WEEKEND 2026
Sat, Jun 20, 2:00 PM
Chicago · Azul
Maritime Day Luncheon Cruise following Blessing of Fleet Ceremony
Fri, May 22, 12:30 PM
Chicago · Navy Pier
Maritime Day Luncheon Cruise following Blessing of Fleet Ceremony
Fri, May 22, 12:30 PM
Chicago · Navy Pier
DYE CURIOUS Summer Special (Sunday morning cohort)
Sun, Jul 19, 11:00 AM
Chicago · 1756 W Lunt Ave
DYE CURIOUS Summer Special (Sunday morning cohort)
Sun, Jul 19, 11:00 AM
Chicago · 1756 W Lunt Ave

Trends in Winnetka

Explore more trends

2026 SIU Day at Wrigley Field

2026 SIU Day at Wrigley Field

Trash People of West Town: Community Clean-Up!

Trash People of West Town: Community Clean-Up!

Sounds of Summer 6/11: Veranda Pass at Metropolis Ballroom (Mac Attack)

Sounds of Summer 6/11: Veranda Pass at Metropolis Ballroom (Mac Attack)

The R&B Cruise - Juneteenth All Black Party

The R&B Cruise - Juneteenth All Black Party

5k Fun Run x Midwest Coast Brewing | 2026 IL Brewery Running Series

5k Fun Run x Midwest Coast Brewing | 2026 IL Brewery Running Series

In My 2000s Era Yacht Party Cruise (Chicago) Anita Dee 2

In My 2000s Era Yacht Party Cruise (Chicago) Anita Dee 2

Juneteenth Takeoff w/ Odeal & Mannie Fresh

Juneteenth Takeoff w/ Odeal & Mannie Fresh

TAYLOR MADE ALL-STAR MEMORIAL DAY PARTY

TAYLOR MADE ALL-STAR MEMORIAL DAY PARTY

Beach Slap North Ave Beach Party

Beach Slap North Ave Beach Party

Pretty In Pink Yacht Party Cruise (Chicago) Anita Dee 2

Pretty In Pink Yacht Party Cruise (Chicago) Anita Dee 2

Underrepresented @ the TOP: a conversation w/ food & drinks on a rooftop

Underrepresented @ the TOP: a conversation w/ food & drinks on a rooftop

R&B Vs Hip Hop Yacht Cruise (Chicago) 3 Levels

R&B Vs Hip Hop Yacht Cruise (Chicago) 3 Levels

USA CROWN IL PAGEANT 2026

USA CROWN IL PAGEANT 2026

Chicago Memorial Day Weekend Cruise | All White Attire Party

Chicago Memorial Day Weekend Cruise | All White Attire Party

Run The Block Juneteenth Experience Featuring Tee Sanders

Run The Block Juneteenth Experience Featuring Tee Sanders

EPIC Week (July 9–11) Live Concert, White Sox Game + Studio Grill and Hang

EPIC Week (July 9–11) Live Concert, White Sox Game + Studio Grill and Hang

Campo y Cuerpo

Campo y Cuerpo

BLISS Caribbean Rooftop Day Party: CHI PARTY WEEKEND 2026

BLISS Caribbean Rooftop Day Party: CHI PARTY WEEKEND 2026

Maritime Day Luncheon Cruise following Blessing of Fleet Ceremony

Maritime Day Luncheon Cruise following Blessing of Fleet Ceremony

DYE CURIOUS Summer Special (Sunday morning cohort)

DYE CURIOUS Summer Special (Sunday morning cohort)

Things to do around Winnetka

Trends in Winnetka

1. Northshore moms

2. Car show

3. Winnetka community house

4. Wine tasting

5. Vuori

6. Spring rummage sale

7. Bridal event

8. Writing

9. Winnetka home tour

10. Tunnel

11. Spiderman museo

12. Spiderman