Chesterton Festivals

Festivals in Chesterton

The best things to do in the world include attending top-notch festivals in Chesterton. Be it a rocking music festival or scrumptious food festival in Chesterton, you will have a gala time of your life with a few of your close friends or your family. With the best of fun, entertainment, and food, the experience in festivals lets the enthusiasts immerse in the local culture and vibe. Ranging from the biggest outdoor beach parties to crazy music festivals, the festivals fall under various categories to suit everybody’s tastes. If you are looking for the best events and festivals in Chesterton listed on one platform - we have you covered. Immerse yourself in the mega dance festivals, electrifying music festivals, theatre & film festivals, quirky local festivals and more with us!

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Festivals in Chesterton

Festivals in Chesterton

Sat, 07 Mar, 2026 - 10:00 AM

Maple Sugar Time Festival

Bailly Homestead / Chellberg Farm

577+ Interested
Sat, 18 Apr, 2026 - 05:30 PM

2026 Trail Running Film Festival

Hawthorne Park

70+ Interested

Festivals from nearby cities

Sat, 24 Jan • 02:30 PM

2026 Chicago Winter Whiskey Tasting Festival (January 24) AE

King's

Newly Added

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USD 20
Sat, 14 Feb • 02:30 PM

2026 Chicago Winter Tequila Tasting Festival (February 14) AE

Kings Dining & Entertainment

Newly Added

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USD 20
Sat, 13 Jun • 10:00 AM

Arts on Sheridan Highland Park 2026

Highland Park

Newly Added

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USD 85
Thu, 26 Mar Onwards

C2E2: Chicago Comic and Entertainment Expo - Friday

McCormick Place

10+ Interested
Fri, 05 Jun • 08:00 AM

Pokémon Go Fest

Grant Park, Chicago, Illinois

58+ Interested
Sun, 24 May • 12:00 PM

Sueños Festival in Chicago

Grant Park
Fri, 18 Sep • 10:59 AM

2026 Riot Fest - 3 Day Pass at Douglass Park

Douglass Park
Sun, 20 Sep • 11:59 PM

2026 Riot Fest - Sunday at Douglass Park

Douglass Park
Featured

Sat, 24 Jan • 02:30 PM

2026 Chicago Winter Whiskey Tasting Festival (January 24)

Downtown Chicago

20+ Interested

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Free

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FAQs

What are the top Festivals happening in Chesterton?

Here are the top Festivals in Chesterton:

Maple Sugar Time Festival is happening on Sat 07 Mar 2026 from 10:00 AM onwards at Bailly Homestead / Chellberg Farm, Chesterton
2026 Trail Running Film Festival is happening on Sat 18 Apr 2026 from 5:30 PM onwards at Hawthorne Park, Chesterton

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