Upcoming Halloween Events

Season of the Witch Paint Night

 Duneland Distillery 25 Oct 2025
DRAWING-PAINTING USD 29

Fall Fest and Trunk or Treat 2025

 Lakeland Park 18 Oct 2025
FESTIVALS

Horror Movie Trivia

 101 Broadway, Chesterton, IN 23 Oct 2025
ENTERTAINMENT

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Upcoming Food & Drinks Events

Cobalt Joy at 219 Taproom

 219 Taproom 17 Oct 2025
MUSIC

Football and Food Trucks!

 Chesterton High School 21 Oct 2025
FOOD-DRINKS

Cobalt Joy Duets at Hunter's Brewing

Hunters Brewery 7 Nov 2025

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Upcoming Festivals Events

Scarecrow Contest at Residences at Coffee Creek

 2300 Village Point, Chesterton, IN, United States, Indiana 46304 17 Oct 2025
CONTESTS

Chesterton European Market

 Chesterton's European Market 18 Oct 2025
WORKSHOPS

Fall Fest

 434 S. 2nd Street, Chesterton, IN, United States, Indiana 46304 24 Oct 2025
FESTIVALS

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Upcoming Live Music Events

Music Heritage Series Concert

 Bailly-Chellberg Farm 17 Oct 2025
MUSIC

re-LAX

 Craft House 18 Oct 2025
MUSIC USD 23

Tommy Thompson at 219 Taproom

219 Taproom 11 Oct 2025

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Upcoming Thanksgiving Events

Community Campfire

 700 Howe Rd, Chesterton, IN, United States, Indiana 46304 17 Oct 2025

Turkey Trot

 Calumet Dunes Parking Lot 29 Nov 2025
TURKEY-TROT

Pour Decisions with the Caylors

 101 Broadway, Chesterton, IN, United States, Indiana 46304 10 Nov 2025
WORKSHOPS

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Upcoming Comedy Events

Well Suited Theater At Running Vines Friday 10/24/25

 Running Vines Winery 24 Oct 2025
COMEDY USD 15

Well Suited Theater At Running Vines Friday 10/25 /25

 Running Vines Winery 25 Oct 2025
ART

Chesterton Hollow

 101 Broadway, Chesterton, IN 16 Oct 2025
POP-UPS

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Upcoming Christmas Markets & Fairs Events

Tri Kappa Holiday Market

 Chesterton High School 1 Nov 2025
HOLIDAY

Chesterton Mistletoe Market

 Chesterton's European Market 6 Dec 2025
HOLIDAY

An OK Whatever Christmas at Leroy's Hot Stuff

 Leroy's "Hot Stuff" 12 Dec 2025

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Trending Events in Chesterton

South Shore Speed Dating

 (219) Taproom 23 Oct 2025
SPEED-DATING USD 30

Chesterton's European Market - Halloween Edition, Saturday Oct 25th

 Chesterton's European Market 25 Oct 2025
HALLOWEEN

Trick-Or-Treat at Residences at Coffee Creek!

 2300 Village Point, Chesterton, IN, United States, Indiana 46304 29 Oct 2025
TRICK-OR-TREAT

Chelle’s + Wildflower Design Hat Burning Workshop

 Chelle's Boutique & Garage 29 Oct 2025
WORKSHOPS USD 109

Gilmore Girls Trivia

 101 Broadway, Chesterton, IN 16 Oct 2025
SPORTS

Running with the Big Dogs 5k and 2 Mile Dog Stroll

 Hawthorne Park 12 Oct 2025
DOG

Fall Colors Hike Chellberg Farm

 Bailly Homestead / Chellberg Farm 25 Oct 2025

🍁 Dog Training 101 - Coffee Creek Park (Chesterton)

 Coffee Creek Preserve 11 Oct 2025
DOG

Lorcana Fabled Set Championship

 1585 S Calumet Rd, Chesterton, IN 11 Oct 2025
SPORTS

ECM's 40th Anniversary Celebration!

 Croatian Center 7 Nov 2025
COMEDY

Friends Trivia

 101 Broadway, Chesterton, IN 13 Nov 2025

Flow Into Fall: Women’s Red Tent Circle

 534 broadway, Chesterton, IN 18 Oct 2025
MEDITATION

INR SCCA Autocross #6

 Liberty Bible Church - Chesterton 18 Oct 2025
WORKSHOPS

Sundays are VITAL

Duneland Boys and Girls Club 12 Oct 2025
MEETUPS

A Charlie Brown Christmas

 2050 W 1100 N, Chesterton, IN 46304-9598, United States 20 Dec 2025

More things to do in Chesterton

Halloween
Food & Drinks
Festivals
Live Music
Thanksgiving
Comedy
Christmas Markets & Fairs
Trunk Or Treat
Trick Or Treat
Speed Dating
Food Truck Festivals
Christmas Parades
Day Of The Dead
Pop-Ups