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Events and Things to do in Chesterton, IN this weekend

Looking for things to do in Chesterton this weekend? Explore our real-time listings for the best concerts, nightlife, and food and drink experiences. From seasonal festivals and comedy shows to free activities, find your next plan with our constantly updated feed of Chesterton's most popular events.

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Things to do around Chesterton

Trends in Chesterton

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Frequently asked questions about Chesterton

What are the best events to attend this weekend in Chesterton?

The best events to attend this weekend in Chesterton include concerts, nightlife experiences, seasonal events, food and drink tastings, and live entertainment happening across the city. According to Eventbrite, some of the best events this weekend include:
  • "Moon Blossoms" Cocktails & Canvas Fun Paint and Sip Event
  • Dancing the Red Carpet - Save the Date - May 3, 2026 3pm - 7pm
  • Beer Pedaler Group Tour
  • Self-Care City Scavenger Hunt: Based on Hot Habits Series - Texarkana Area

    • Which events are currently trending in Chesterton?

    Trending weekend events in Chesterton often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Chesterton are:
  • porter county
  • mother's day brunch
  • kids
  • chesterton indiana

    • Which events are coming up in Chesterton this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Chesterton, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Melody Mart's Annual Open House
  • New Buffalo Bash Scavenger Hunt
  • Mother's Day Afternoon Tea Party
  • Legacy Of Love A Mother's Day Luncheon

    • Are there free things to do in Chesterton this weekend?

    Yes — there are often free things to do in Chesterton this weekend, including live music, cultural events, seasonal activities, and community gatherings. Many events on Eventbrite are free or offer free entry options. These are some free events happening in Chesterton this weekend:
  • Free Events this weekend