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Community Events and Things to do in Chesterton, IN

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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
Copy of The J.U.M.P Fest
Sat, Aug 29, 2:00 PM
La Porte · La Porte Civic Auditorium
Copy of The J.U.M.P Fest
Sat, Aug 29, 2:00 PM
La Porte · La Porte Civic Auditorium
Sunset Hill Farm Vendor Fair August 8, Sept 5, 2026
Tomorrow at 11:00 AM + 1 more
Valparaiso · Sunset Hill Farm Park
Sunset Hill Farm Vendor Fair August 8, Sept 5, 2026
Tomorrow at 11:00 AM + 1 more
Valparaiso · Sunset Hill Farm Park
Harvey Connection Carnival Section at Chicago Caribbean Carnival 2026
Sat, Aug 15, 10:00 AM
Chicago · 1130 Midway Plaisance
Harvey Connection Carnival Section at Chicago Caribbean Carnival 2026
Sat, Aug 15, 10:00 AM
Chicago · 1130 Midway Plaisance
CareFreeBlackGirl CookOut Chicago
Sat, Aug 22, 2:00 PM
Chicago · Park No. 540
CareFreeBlackGirl CookOut Chicago
Sat, Aug 22, 2:00 PM
Chicago · Park No. 540
Teej Together 2026
Fri, Sep 4, 5:00 PM
Hobart · Hobart City Hall
Teej Together 2026
Fri, Sep 4, 5:00 PM
Hobart · Hobart City Hall
The Great Big Book Swap
Sun, Sep 20, 10:00 AM
Chicago · American Writers Museum
The Great Big Book Swap
Sun, Sep 20, 10:00 AM
Chicago · American Writers Museum
Northalsted Market Days 2026 VIP Pass
Today at 10:00 AM
Chicago · 3514 N Halsted St
Northalsted Market Days 2026 VIP Pass
Today at 10:00 AM
Chicago · 3514 N Halsted St
Community Day: IAM a garden
Sat, Aug 22, 11:00 AM
Chicago · Intuit Art Museum
Community Day: IAM a garden
Sat, Aug 22, 11:00 AM
Chicago · Intuit Art Museum
5th Annual Words of Wonder Literary Festival
Sat, Nov 14, 11:00 AM
Chicago · Dr. Conrad Worrill Track & Field Center
5th Annual Words of Wonder Literary Festival
Sat, Nov 14, 11:00 AM
Chicago · Dr. Conrad Worrill Track & Field Center
Bookstore Romance Day: Ruff Art Sessions
Sat, Aug 15, 10:00 AM
Chicago · Lilliput Books
Bookstore Romance Day: Ruff Art Sessions
Sat, Aug 15, 10:00 AM
Chicago · Lilliput Books
Panda Fest Chicago 2026
Fri, Aug 28, 4:00 PM + 9 more
Chicago · Upper Hutchinson Field
Panda Fest Chicago 2026
Fri, Aug 28, 4:00 PM + 9 more
Chicago · Upper Hutchinson Field
TRINKET FEST SUMMER FINALE
Sun, Aug 16, 12:00 PM
Chicago · 4325 N Ravenswood Ave
TRINKET FEST SUMMER FINALE
Sun, Aug 16, 12:00 PM
Chicago · 4325 N Ravenswood Ave
Bronzeville Summer Nights August 2026
Fri, Aug 14, 5:00 PM
Chicago · East 43rd Street
Bronzeville Summer Nights August 2026
Fri, Aug 14, 5:00 PM
Chicago · East 43rd Street
ΠΑΝΗΓΥΡΙ for PERIFANIA
Sat, Nov 7, 6:30 PM
Chicago · Saint George Greek Orthodox Church
ΠΑΝΗΓΥΡΙ for PERIFANIA
Sat, Nov 7, 6:30 PM
Chicago · Saint George Greek Orthodox Church
East Lakeview Neighbors Oktoberfest
Sat, Sep 26, 3:30 PM
Chicago · Murphy's Bleachers
East Lakeview Neighbors Oktoberfest
Sat, Sep 26, 3:30 PM
Chicago · Murphy's Bleachers
33rd African/Caribbean Intl Fest of Life combined with 10th JSVFest
Fri, Sep 25, 12:00 PM + 2 more
Chicago · Union Park
33rd African/Caribbean Intl Fest of Life combined with 10th JSVFest
Fri, Sep 25, 12:00 PM + 2 more
Chicago · Union Park
Bronzeville Summer Nights September 2026 (Fall Finale!)
Sat, Sep 26, 1:00 PM
Chicago · Grand Boulevard
Bronzeville Summer Nights September 2026 (Fall Finale!)
Sat, Sep 26, 1:00 PM
Chicago · Grand Boulevard
Renaissance Faire at The Crow and Calico Tavern
Sat, Sep 19, 12:00 PM + 1 more
Monee · The Crow and Calico Tavern
Renaissance Faire at The Crow and Calico Tavern
Sat, Sep 19, 12:00 PM + 1 more
Monee · The Crow and Calico Tavern
20th Community Expo featuring the 36th Music and Arts Explosion!
Sat, Aug 22, 10:00 AM
Chicago · The Montessori School of Englewood
20th Community Expo featuring the 36th Music and Arts Explosion!
Sat, Aug 22, 10:00 AM
Chicago · The Montessori School of Englewood

Trends in Chesterton

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Frequently asked questions about Chesterton

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Michigan City Halloween Fun Fair

Copy of The J.U.M.P Fest

CareFreeBlackGirl CookOut Chicago

Teej Together 2026

Which events are currently trending in Chesterton?

The trending searches this month in Chesterton are:

mother's day brunch

chesterton indiana

Which festival events are coming up?

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

Northalsted Market Days 2026 VIP Pass

Sunset Hill Farm Vendor Fair August 8, Sept 5, 2026

Bronzeville Summer Nights August 2026

Harvey Connection Carnival Section at Chicago Caribbean Carnival 2026