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Events in Downstate Illinois

Events in Downstate Illinois

Find Your Next Event

Whether you’re looking for a festival, marathon or something family-friendly to bring the kids to, Downstate Illinois has something for everyone. The region hosts over 900 events each year, and we pride ourselves on providing the most accurate event information so that you don’t miss a thing.

What are you waiting for? Explore our Event Calendar to find the perfect entertainment for you and your family during your visit.

Please use the color-coded map for reference.

  • Western Region (Orange) – Close to St. Louis, MO
  • Central Region (Blue) – Close to Springfield, IL
  • Eastern Region (Yellow) – Close to Terre Haute, IN

Rainbow Ranch Pumpkin Patch

 October 1, 2026 - October 31, 2026
Rainbow Ranch Petting Zoo
Nashville, IL

Annual Library Crawl 2026

 October 1, 2026 - October 31, 2026
Participating Public Libraries in Southern and Central Illinois
Glen Carbon, IL

Scarecrow Crawl

 October 5, 2026 - October 31, 2026
Historic Main Street
Columbia, IL

Swansea Farmers Market

 October 8, 2026
Rural King Parking Lot
Swansea, IL

Columbia Community Market

 October 8, 2026
Columbia American Legion
Columbia, IL

Columbia Witches Ghoulish Night Out

 October 8, 2026
Main Street
Columbia, IL

Witches Night Out in Columbia

 October 8, 2026
Historic Main Street
Columbia, IL

42nd Annual Belleville Chili Cook Off

 October 9, 2026 - October 10, 2026
Belleville Public Square
Belleville, IL

Carmi Corn Days

 October 9, 2026 - October 10, 2026
Downtown
Carmi, IL

Haunted Trail & Hayride

 October 9, 2026
Waterloo Sportsmans Club
Waterloo, IL

Monroe County Farmers Market

 October 10, 2026
Monroe County Annex
Waterloo, IL

13th Annual Chili Chase 5k

 October 10, 2026
Downtown Belleville, Illinois
Belleville, IL

Chili Chase 5K and Kids Pepper Dash

 October 10, 2026
Downtown Belleville
Belleville, IL

Flora Community Market

 October 10, 2026
Flora Public Library
Flora, IL

Vandalia Farmers Market

 October 10, 2026
Next to Vandalia City Hall
Vandalia, IL

Waterloo PumpkinFest

 October 10, 2026
Courthouse Square
Waterloo, IL

Brady J. Crytzer Lecture and Book Signing on "The National Road George Washington and America's First Highway West"

 October 10, 2026
Vandalia City Hall
Vandalia, IL

Trivia Night with a Halloween Twist!

 October 10, 2026
Cedarhurst Center for the Arts
Mount Vernon, IL

Page & Turner Comic Relief Show

October 10, 2026
Katy Cavins Community Center
O'Fallon, IL

Haunted Trail & Hayride

 October 10, 2026
Waterloo Sportsmans Club
Waterloo, IL

MUSIC AT THE PARK | Doobie Brother Tribute

October 10, 2026
Merchants Park Mount Carmel, IL
Mount Carmel, IL

Governor’s Cup Presentation And Fun Fall Vineyard Day

 October 11, 2026
Twelve Oaks Vineyard
Carlyle, IL

Eastern Illinois University Choral Concert

 October 11, 2026
Doudna Fine Arts Cencter
Charleston, IL

Swansea Farmers Market

 October 15, 2026
Rural King Parking Lot
Swansea, IL

The Music of Lewis & Clark

 October 15, 2026
The Hettenhausen Center for the Arts
Lebanon, IL

Columbia Community Market

 October 15, 2026
Columbia American Legion
Columbia, IL

CHESTER FALL FESTIVAL 2026

 October 15, 2026 - October 18, 2026
COLE MEMORIAL PARK
Chester, IL

Witches Night Out

 October 15, 2026
Waterloo, Illinois
Waterloo, IL

Chester Fall Festival

 October 15, 2026 - October 18, 2026
COLE MEMORIAL PARK
Chester, IL

American Thresherman Association Fall Festival

 October 16, 2026 - October 18, 2026
American Thresherman Association, Inc.
Pinckneyville, IL

David Phelps with Special Guests from WVC Choir

 October 16, 2026
Wabash Valley College Brubeck Arts Center
Mount Carmel, IL

Haunted Trail & Hayride

 October 16, 2026
Waterloo Sportsmans Club
Waterloo, IL

Musae (Acapella Festival Headliner)

 October 16, 2026
Doudna Fine Arts Center
Charleston, IL

Monroe County Farmers Market

 October 17, 2026
Monroe County Annex
Waterloo, IL

Flora Community Market

 October 17, 2026
Flora Public Library
Flora, IL

Greenville University Panther 5K

 October 17, 2026
Greenville University Hogue Lawn
Greenville, IL

O'Fallon Harvest Festival

 October 17, 2026
Downtown O'Fallon
O'Fallon, IL

Belleville Flea Market

 October 17, 2026 - October 18, 2026
Belle-Clair Fairgrounds & Expo Center
Belleville, IL

Mascoutah Fall Fest 2026

 October 17, 2026
Main St Mascoutah
Mascoutah, IL

World of Outlaws NOS Energy Drink Sprint Car Series: Battle at Belle-Clair

 October 17, 2026
Belle-Clair Speedway
Belleville, IL

Chester Cruise-In

 October 17, 2026
COHEN RECREATION COMPLEX
Chester, IL

Haunted Trail & Hayride

 October 17, 2026
Waterloo Sportsmans Club
Waterloo, IL

Eastern Illinois University Jazz Combos

 October 20, 2026
Doudna Fine Arts Cencter
Charleston, IL

The Accidental Hero

 October 20, 2026
The Hettenhausen Center for the Arts
Lebanon, IL

Swansea Farmers Market

 October 22, 2026
Rural King Parking Lot
Swansea, IL

Columbia Community Market

 October 22, 2026
Columbia American Legion
Columbia, IL

Eastern Illinois University Symphony Orchestra

 October 23, 2026
Doudna Fine Arts Cencter
Charleston, IL

Monroe County Farmers Market

 October 24, 2026
Monroe County Annex
Waterloo, IL

Flora Community Market

 October 24, 2026
Flora Public Library
Flora, IL

Columbia Halloween Hi-Jinks

 October 24, 2026
Columbia, IL

Halloween Hunt Pub Crawl

 October 24, 2026
Boarding House Bistro
O'Fallon, IL

The Starfall Ball Midnight Release Party

 October 26, 2026
Belleville Books
Belleville, IL

Swansea Farmers Market

 October 29, 2026
Rural King Parking Lot
Swansea, IL

Columbia Community Market

 October 29, 2026
Columbia American Legion
Columbia, IL

Red Bud Witches Night Out

 October 29, 2026
Downtown Red Bud
Red Bud, IL

Vandalia Lions Club Halloween Parade

 October 29, 2026
Gallatin Street, Vandalia, Illinois
Vandalia, IL

City of Vandalia Trick or Treat

October 30, 2026 - October 31, 2026
Downtown Vandalia
Vandalia, IL

Celebrate Downtown Mattoon Trunk or Treat

 October 30, 2026
Downtown
Mattoon, IL

Du Quoin Halloween Parade

 October 30, 2026
Downtown
Du Quoin, IL

TrustBank Halloween Parade

 October 30, 2026
Downtown Olney
Olney, IL

Spook-Tacular 5th Friday Trunk or Treat

 October 30, 2026
Downtown Olney
Olney, IL

Fright Night Free Concert

 October 30, 2026
Bower Park
Olney, IL

Oblong Fall Follies

 October 31, 2026
Community Building
Oblong, IL

Monroe County Farmers Market

 October 31, 2026
Monroe County Annex
Waterloo, IL

Riverview Ramble Half Marathon

 October 31, 2026
Mount Carmel Public Utilities Office
Mount Carmel, IL

Downtown Centralia Fall Festival & Halloween Parade

 October 31, 2026
Downtown Centralia
Centralia, IL

Boo on the Bricks

 October 31, 2026
Edwards County Courthouse
Albion, IL

Pinckneyville Mardi Gras

 October 31, 2026
Pinckneyville Chamber of Commerce
Pinckneyville, IL

Fall Frolic and Trunk or Treat

 October 31, 2026
Courthouse Square
Marshall, IL

Fairfield Trunk or Treat

 October 31, 2026
Downtown Fairfield
Fairfield, IL

TrustBank Halloween Parade

 October 31, 2026
Downtown Olney
Olney, IL

Waterloo Trunk or Treat

 October 31, 2026
Downtown Waterloo
Waterloo, IL

Eastern Illinois University Panther Marching Band Live in Concert

 November 1, 2026
Doudna Fine Arts Cencter
Charleston, IL

Eastern Illinois University Percussion Ensemble

 November 3, 2026
Doudna Fine Arts Cencter
Charleston, IL


Downstate Illinois Events

Downstate Illinois Events

Explore Our Event Calendar
Whether you’re looking for a festival, marathon or something family-friendly to bring the kids to, Downstate Illinois has something for everyone. The region hosts over 900 events each year, and we pride ourselves on providing the most accurate event information so that you don’t miss a thing.
Travel Ideas

Travel Ideas

Check Out Our Blog
From outdoor recreation and adventure to foodies and family fun, we have the trip ideas to plan the perfect vacation.
Road Trip Itineraries

Road Trip Itineraries

22 Counties made for Road Trips
Downstate Illinois was made for road trips! With the help of our road trip itineraries, you can discover all that our 22 counties have to offer — from family fun to outdoor adventures and shopping sprees. 
Check out our calendar of events!
Rainbow Ranch Pumpkin Patch

Rainbow Ranch Pumpkin Patch

 October 1, 2026 - October 31, 2026 @ 10:00 AM - 4:00 PM
Rainbow Ranch Petting Zoo | Nashville, IL
Annual Library Crawl 2026

Annual Library Crawl 2026

 October 1, 2026 - October 31, 2026 @ 12:00 PM - 12:00 PM
Participating Public Libraries in Southern and Central Illinois | Glen Carbon, IL
Scarecrow Crawl

Scarecrow Crawl

 October 5, 2026 - October 31, 2026 @ 8:00 AM - 12:00 PM
Historic Main Street | Columbia, IL

View Entire Events Calendar

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