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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

McLeansboro Fall Festival

 September 10, 2026 - September 12, 2026
Hamilton County Courthouse
McLeansboro, IL

Carlyle Street Fair

 September 11, 2026 - September 12, 2026
Courthouse Square
Carlyle, IL

Hills Fort Rendezvous

 September 11, 2026 - September 13, 2026
Hills Fort at the American Farm Heritage Museum
Greenville, IL

Confluence Music Festival

 September 11, 2026 - September 13, 2026
World Wide Technology Raceway at Gateway
Madison, IL

Enjoy Illinois 300 NASCAR Cup Series Race

 September 11, 2026 - September 13, 2026
World Wide Technology Raceway
Madison, IL

Songs4Soldiers

 September 11, 2026 - September 12, 2026
Bolm-Schuhkraft Park
Columbia, IL

Monroe County Farmers Market

 September 12, 2026
Monroe County Annex
Waterloo, IL

Cross Street Market

 September 12, 2026
Cross Street
Robinson, IL

Downtown Paris Farmers Market

 September 12, 2026
North Side of the Square
Paris, IL

Flora Community Market

 September 12, 2026
Flora Public Library
Flora, IL

Mount Carmel Indoor Farmers Market

 September 12, 2026
Market Street Mercantile
Mount Carmel, IL

Vandalia Farmers Market

 September 12, 2026
Next to Vandalia City Hall
Vandalia, IL

Chalk-a-Lot Street Art Festival

 September 12, 2026
Downtown Waterloo
Waterloo, IL

Albion Fall Artisan's Fair

 September 12, 2026
Albion Courthouse Square
Albion, IL

AppleFest

September 12, 2026
Marion County Fairgrounds Salem IL
Salem, IL

Rural Chester Family Farm Day

 September 12, 2026
Around Town
Chester, IL

Kay Weber Presents: Craft & Vendor Show

 September 12, 2026 - September 13, 2026
Belle-Clair Fairgrounds
Belleville, IL

11th Annual Woof and Wine

 September 12, 2026
Homestead Vineyards
West Salem, IL

4NRS Journey

 September 12, 2026
The Hettenhausen Center for the Arts
Lebanon, IL

Sparta Stampede Rodeo

 September 12, 2026 - September 13, 2026
Sparta Fairgrounds
Sparta, IL

Highland Farmer's Market

 September 15, 2026
Highland Square
Highland, IL

Lawrence County Fall Festival

 September 16, 2026 - September 19, 2026
Downtown Square
Lawrenceville, IL

Fairfield Fall Fun Fest

 September 16, 2026 - September 19, 2026
Downtown Fairfield
Fairfield, IL

HOT ROD Drag Week 2026

 September 17, 2026
World Wide Technology Raceway
Madison, IL

NAACP Health Fair and Food Giveaway

 September 17, 2026
The Salvation Army - Belleville
Belleville, IL

Swansea Farmers Market

 September 17, 2026
Rural King Parking Lot
Swansea, IL

Columbia Community Market

 September 17, 2026
Columbia American Legion
Columbia, IL

Dog Mom's Night Out

 September 17, 2026
The Barkery
Belleville, IL

Distinguished Speaker Series: Shannon Voss

 September 17, 2026
The Hettenhausen Center for the Arts
Lebanon, IL

Marshall Autumn Fest

 September 18, 2026 - September 20, 2026
Downtown Marshall
Marshall, IL

Fairfield Paint Out

 September 18, 2026 - September 20, 2026
Cumberland Presbyterian Church
Fairfield, IL

NAACP Illinois State Conference 2026

 September 18, 2026 - September 20, 2026
The Regency Conference Center
O'Fallon, IL

Okawville Wheat Festival and Parade

 September 18, 2026 - September 20, 2026
Okawville IL
Okawville, IL

Marshall Autumn Fest

 September 18, 2026 - September 20, 2026
Clark County Courthouse Square
Marshall, IL

Monroe County Farmers Market

 September 19, 2026
Monroe County Annex
Waterloo, IL

Cross Street Market

 September 19, 2026
Cross Street
Robinson, IL

Downtown Paris Farmers Market

 September 19, 2026
North Side of the Square
Paris, IL

Flora Community Market

 September 19, 2026
Flora Public Library
Flora, IL

Mount Carmel Indoor Farmers Market

 September 19, 2026
Market Street Mercantile
Mount Carmel, IL

Tour de Tilden Bike Ride

 September 19, 2026
Tilden City Park
Tilden, IL

Clinton County Vintage Market

 September 19, 2026
Clinton County Historical Museum
Carlyle, IL

Street Art Festival

 September 19, 2026
Highland Square
Highland, IL

Belleville Flea Market

 September 19, 2026 - September 20, 2026
Belle-Clair Fairgrounds & Expo Center
Belleville, IL

49th Annual Kinmundy Fall Festival

 September 19, 2026 - September 20, 2026
Kinmundy Log Cabin Village
Kinmundy, IL

Chester Cruise-In

 September 19, 2026
COHEN RECREATION COMPLEX
Chester, IL

Optimist Club Tuff Hedeman Breakout Series Bull Riding

 September 19, 2026
Monroe County Fairgrounds
Waterloo, IL

Edwards County Paint Out

 September 21, 2026
Edwards County Fairgrounds
Albion, IL

Highland Farmer's Market

 September 22, 2026
Highland Square
Highland, IL

A Duo Vocal Recital: Kate Tombaugh and Rebecca von Kamp

 September 22, 2026
Doudna Fine Arts Cencter
Charleston, IL

Swansea Farmers Market

 September 24, 2026
Rural King Parking Lot
Swansea, IL

Columbia Community Market

 September 24, 2026
Columbia American Legion
Columbia, IL

Maeystown Apple Butter Making Festival

 September 25, 2026 - September 26, 2026
Maeystown Preservation Society and Rock Mill Museum
Maeystown, IL

Eastern Illinois University Faculty Flute Recital

 September 25, 2026
Doudna Fine Arts Cencter
Charleston, IL

Belleville Main Street Marathon and Half Marathon

 September 26, 2026
Belleville, IL
Belleville, IL

Monroe County Farmers Market

 September 26, 2026
Monroe County Annex
Waterloo, IL

Cross Street Market

 September 26, 2026
Cross Street
Robinson, IL

Flora Community Market

 September 26, 2026
Flora Public Library
Flora, IL

Mount Carmel Indoor Farmers Market

 September 26, 2026
Market Street Mercantile
Mount Carmel, IL

New Baden Farmers Market

 September 26, 2026
New Baden Village Park
New Baden, IL

OAC Fall Festival

 September 26, 2026
Olney City Park
Olney, IL

49th Annual Kinmundy Fall Festival

 September 26, 2026 - September 27, 2026
Kinmundy Log Cabin Village
Kinmundy, IL

Harvest Frolic

 September 26, 2026 - September 27, 2026
Lincoln Log Cabin State Historic Site
Lerna, IL

Hops and Hogs Brew-B-Que

 September 26, 2026
City Hall Park, Red Bud, IL
Red Bud, IL

MUSIC AT THE PARK | Lynyrd Skynyrd Tribute Band

 September 26, 2026
Merchants Park Mount Carmel, IL
Mount Carmel, IL

Front Porch (featuring Allendale's Alex Hawf) in Concert- WVAC

 September 27, 2026
Allendale
Allendale, IL

Front Porch Bluegrass Band- WVAC

 September 27, 2026
Allendale Elementary School
Allendale, IL

Talk Series: The Story of a Hiroshima Survivor

 September 27, 2026
Trenton First United Methodist Church
Trenton, IL

Guest Percussion Recital, Dr. Andrea Venet, percussion

 September 28, 2026
Doudna Fine Arts Cencter
Charleston, IL

Highland Farmer's Market

 September 29, 2026
Highland Square
Highland, IL

Ji Myung Kim, Guest Piano Trio Recital at Eastern Illinois University

 September 29, 2026
Doudna Fine Arts Cencter
Charleston, IL

Mah Jong Mania

 September 30, 2026
Olney City Park Community Building
Olney, IL

Swansea Farmers Market

 October 1, 2026
Rural King Parking Lot
Swansea, IL

Rainbow Ranch Pumpkin Patch

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

Columbia Community Market

 October 1, 2026
Columbia American Legion
Columbia, IL

Annual Library Crawl 2026

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

Proof at Eastern Illinois Univesity

 October 1, 2026 - October 4, 2026
Doudna Fine Arts Cencter
Charleston, IL

Heath Harvest Festival

 October 2, 2026 - October 3, 2026
Downtown
Robinson, IL

NHRA Midwest Nationals

 October 2, 2026 - October 4, 2026
World Wide Technology Raceway
Madison, IL

Stubbornfest

October 2, 2026 - October 3, 2026
Stubborn German Brewing Company
Waterloo, IL

Haunted Trail & Hayride

 October 2, 2026
Waterloo Sportsmans Club
Waterloo, IL

EIU Wind Symphony & Concert Band

 October 2, 2026
Doudna Fine Arts Cencter
Charleston, IL

Grizzlies Rodeo

 October 2, 2026 - October 3, 2026
Grizzlies Ballpark
Sauget, IL

Monroe County Farmers Market

 October 3, 2026
Monroe County Annex
Waterloo, IL

Annual Fall Festival

 October 3, 2026
Keyes City Park
Du Quoin, IL

Annual White Squirrel Count

 October 3, 2026
Olney, IL

Bond County Farmers Market

 October 3, 2026
Greenville Square
Greenville, IL

Flora Community Market

 October 3, 2026
Flora Public Library
Flora, IL

Mount Carmel Indoor Farmers Market

 October 3, 2026
Market Street Mercantile
Mount Carmel, IL

Lebanon Fall Festival

 October 3, 2026
Downtown Lebanon
Lebanon, IL

Metro East Pride Fest

 October 3, 2026
West Main Street
Belleville, IL

Wabash Valley Wine and Art Festival

 October 3, 2026 - October 4, 2026
Main Street in Palestine, IL
Palestine, IL

Aviston Oktoberfest

 October 3, 2026
Aviston City Park
Aviston, IL

O'Fallon District Frights

 October 3, 2026
Downtown
O'Fallon, IL

Haunted Trail & Hayride

 October 3, 2026
Waterloo Sportsmans Club
Waterloo, IL

Rainbow Ranch Fall Fetival

 October 3, 2026 - October 4, 2026
Rainbow Ranch Petting Zoo
Nashville, IL

Columbia FestiFall

 October 4, 2026
Metter Park Columbia IL
Columbia, 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

Annual White Squirrel Count

 October 10, 2026
Olney, IL

Flora Community Market

 October 10, 2026
Flora Public Library
Flora, IL

Mount Carmel Indoor Farmers Market

 October 10, 2026
Market Street Mercantile
Mount Carmel, 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

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

Eastern Illinois University Choral Concert

 October 11, 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!
McLeansboro Fall Festival

McLeansboro Fall Festival

 September 10, 2026 - September 12, 2026 @ 6:00 PM - 7:00 PM
Hamilton County Courthouse | McLeansboro, IL
Songs4Soldiers

Songs4Soldiers

 September 11, 2026 - September 12, 2026 @ 4:00 PM - 11:00 PM
Bolm-Schuhkraft Park | Columbia, IL
Carlyle Street Fair

Carlyle Street Fair

 September 11, 2026 - September 12, 2026 @ 10:00 AM - 9:00 PM
Courthouse Square | Carlyle, IL

View Entire Events Calendar

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