Events in Chesterton — October 2026 (57 Things to Do)

October 2026 in Chesterton, Indiana brings 57 live events across the city, led by family (16), community (15), art (10). 15 events are explicitly listed as free. Here's what's on.

Frequently Asked Questions

What's happening in Chesterton in October 2026?

There are 57 events in Chesterton, Indiana in October 2026, including Bifocal Bookies: "Katharine's Remarkable Road Trip" by Gail Ward Olmstead at Westchester Public Library, Fall Miles & Smiles Walking Club at Westchester Public Library, “RECOVERY ROUNDTABLE: FINDING STRENGTH IN SHARED STORIES” at Three20 Recovery, THE BREAKDOWN (MUSIC) at Three20 Recovery. Browse the full October 2026 calendar on VenuNite.

Are there free things to do in Chesterton in October 2026?

Yes — 15 October 2026 events are explicitly listed as free in Chesterton. Confirm current entry details on the event page or organizer source.

How do I find events in Chesterton for a specific date in October 2026?

VenuNite lists every upcoming event in Chesterton, Indiana with date filters. Use the date picker on this page to narrow October 2026 down to a single day or weekend.

Events in Chesterton — October 2026

All October 2026 Events

Frequently Asked Questions

Browse Live Events by State

Events in Chesterton — October 2026

All October 2026 Events

Frequently Asked Questions

Bifocal Bookies: "Katharine's Remarkable Road Trip" by Gail Ward Olmstead

Fall Miles & Smiles Walking Club

“recovery Roundtable: Finding Strength in Shared Stories”

The Breakdown (music)

Creative Arts

Bits & Bytes Computer Class: Password Systems

Life Recovery Service

Button Pumpkins

Little Explorers: All About Fall

Daebak, It's K-Pop!: Best Concepts

The Invitation to Change

Recovery In Motion

Unbound

Culinary Arts

Tickle Tales

Haunted Downtown Walking Tour

Halloween Hangout

Saw-Whets & S'mores: Indiana Dunes

Chesterton's European Market — Saturday

Toddler Time

Fiber Arts Circle

I Love Fall & HOOTS! Cocktails & Canvas Fun Fall Paint and Sip Art Event

Tickle Tales

Fall Miles & Smiles Walking Club

Don't Be Afraid, It's Just a Bat!

“recovery Roundtable: Finding Strength in Shared Stories”

The Breakdown (music)

Creative Arts

Life Recovery Service

Paint & Drink at Running Vines Winery: Neon Dice

Night Owl Book Club - "Tom Lake" by Ann Patchett

The Invitation to Change

Little Explorers: All About Fall

Anime & Manga Club: Cosplay & New Releases

Play on the Go! Train Lab

Recovery In Motion

Culinary Arts

Tickle Tales

Tricks and Treats

Chesterton's European Market — Saturday

Sunday Matinee: "The Sheep Detectives"

Brick Zone

Bottle Cap Folk Art

MOMentum

Fall Miles & Smiles Walking Club

Narcan Training

“recovery Roundtable: Finding Strength in Shared Stories”

The Breakdown (music)

Creative Arts

Life Recovery Service

Saw-whet Owl Banding: Behind the Scenes

Fandom Chat: The Marauders

The Invitation to Change

Recovery In Motion

Culinary Arts

Breathe Together- A Couples Connection Experience

Halloween Bash '26 NWI - Adult Halloween Party & Costume Contest

Bifocal Bookies: "Katharine's Remarkable Road Trip" by Gail Ward Olmstead

Bifocal Bookies: "Katharine's Remarkable Road Trip" by Gail Ward Olmstead

Fall Miles & Smiles Walking Club

Fall Miles & Smiles Walking Club

“recovery Roundtable: Finding Strength in Shared Stories”

“recovery Roundtable: Finding Strength in Shared Stories”

The Breakdown (music)

The Breakdown (music)

Creative Arts

Creative Arts

Bits & Bytes Computer Class: Password Systems

Bits & Bytes Computer Class: Password Systems

Life Recovery Service

Life Recovery Service

Button Pumpkins

Button Pumpkins