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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

Money Shoot

 February 3, 2025 - August 29, 2025
North American Outfitters
Highland, IL

Painted Pianos

 May 3, 2025 - June 1, 2025
Highland City Square
Highland, IL

TB Promotions Twin 50s Race #1 and #2

 May 9, 2025 - May 10, 2025
World Wide Technology Raceway
Madison, IL

Vine Street Market

 May 10, 2025
O'Fallon Station
O'Fallon, IL

Hoyleton Hike & Bike 2025

 May 10, 2025
St. John United Church of Christ
Maeystown, IL

Baby Bonanza at Rainbow Ranch

 May 10, 2025
Rainbow Ranch Petting Zoo
Nashville, IL

Fairfield Wine and Arts Festival

 May 10, 2025
Downtown
Fairfield, IL

Taste of Millstadt

 May 10, 2025
The Quail Club
Belleville, IL

Baby Bonanza at Rainbow Ranch

 May 11, 2025
Rainbow Ranch Petting Zoo
Nashville, IL

Mascoutah SpringFest

 May 16, 2025
Scheve Park Ag Building
Mascoutah, IL

Midnight Madness #3 Theme: Glow Party

 May 16, 2025
World Wide Technology Raceway
Madison, IL

Art on the Square

 May 16, 2025 - May 18, 2025
Downtown Belleville
Belleville, IL

Gateway Grizzlies Home Opener

 May 16, 2025
Grizzlies Ballpark
Sauget, IL

Strawberry Festival

 May 17, 2025
O'Fallon Station
O'Fallon, IL

Vine Street Market

 May 17, 2025
O'Fallon Station
O'Fallon, IL

Belleville Flea Market

 May 17, 2025 - May 18, 2025
Belle-Clair Fairgrounds & Expo Center
Belleville, IL

Baby Bonanza at Rainbow Ranch

 May 17, 2025
Rainbow Ranch Petting Zoo
Nashville, IL

Firebirdfest

 May 17, 2025 - May 18, 2025
Courthouse Square
Waterloo, IL

Verge Quick Outlaw Series + Bracket #5 and #6

 May 17, 2025 - May 18, 2025
World Wide Technology Raceway
Madison, IL

Whippoorwill Rodeo presented by Iron Saddle Ranch

 May 17, 2025
Marion County Fairgrounds
Salem, IL

Baby Bonanza at Rainbow Ranch

 May 18, 2025
Rainbow Ranch Petting Zoo
Nashville, IL

Highland Farmer's Market

 May 20, 2025
Highland Square
Highland, IL

Route 66 Rockabilly Rod Rendezvous

 May 23, 2025 - May 24, 2025
World Wide Technology Raceway
Madison, IL

Farmers Market at Courthouse Square

 May 24, 2025
Downtown Square
Charleston, IL

Vine Street Market

 May 24, 2025
O'Fallon Station
O'Fallon, IL

Baby Bonanza at Rainbow Ranch

 May 24, 2025
Rainbow Ranch Petting Zoo
Nashville, IL

Odin Firemen’s Annual Picnic

May 24, 2025
Odin City Park
Odin, IL

Baby Bonanza at Rainbow Ranch

 May 25, 2025
Rainbow Ranch Petting Zoo
Nashville, IL

Highland Farmer's Market

 May 27, 2025
Highland Square
Highland, IL

Adult Sailing Seminar

 May 29, 2025 - May 31, 2025
Carlyle Sailing Association
Carlyle, IL

5th Friday Market on Main

 May 30, 2025
Main Street
Olney, IL

Carlyle Farmers Market

 May 30, 2025
Carlyle VFW
Carlyle, IL

Farmers Market at Courthouse Square

 May 31, 2025
Downtown Square
Charleston, IL

New Baden Farmers Market

 May 31, 2025
New Baden Village Park
New Baden, IL

Vine Street Market

 May 31, 2025
O'Fallon Station
O'Fallon, IL

Baby Bonanza at Rainbow Ranch

 May 31, 2025
Rainbow Ranch Petting Zoo
Nashville, IL

Historic National Road Yard Sale

 May 31, 2025
, IL

Midwest Dreams Festival at WWTR

 May 31, 2025
World Wide Technology Raceway at Gateway
Madison, IL

Wine & Arts Festival

May 31, 2025
Downtown
Marshall, IL

Steel Magnolias Night at Sawdust & Glitter

 May 31, 2025
Sawdust & Glitter
Belleville, IL

Music at the Park: American Foreigner-Foreigner Tribute

 May 31, 2025
Merchants Park Mount Carmel, IL
Mount Carmel, IL

Optimist Club Car Show

 June 1, 2025
Courthouse Square
Waterloo, IL

Baby Bonanza at Rainbow Ranch

 June 1, 2025
Rainbow Ranch Petting Zoo
Nashville, IL

Kids Summer Camp 2025

 June 2, 2025 - August 1, 2025
Restoration Ranch
Shiloh, IL

Archery Class for Beginners

 June 2, 2025 - August 11, 2025
Restoration Ranch
Shiloh, IL

Highland Farmer's Market

 June 3, 2025
Highland Square
Highland, IL

Bloomington Gold Corvette Show

 June 5, 2025 - June 7, 2025
World Wide Technology Raceway at Gateway
Madison, IL

District Nights

 June 5, 2025
Downtown O'Fallon
O'Fallon, IL

Budding Naturalist

 June 6, 2025
Douglas-Hart Nature Center
Mattoon, IL

Advanced Archery Class

 June 6, 2025 - August 15, 2025
Restoration Ranch
Shiloh, IL

Farm to Picnic

 June 6, 2025
Marshall Courthouse Square
Marshall, IL

St. Peter and Paul Picnic

 June 6, 2025 - June 7, 2025
St. Peter and Paul Church
Waterloo, IL

Mattoon Flea Market

 June 6, 2025 - June 8, 2025
Cross County Mall
Mattoon, IL

Schweizerfest 2025

 June 6, 2025 - June 8, 2025
Highland Square
Highland, IL

Marshall Farmers Market

 June 6, 2025 - August 15, 2025
Courthouse Square
Marshall, IL

GLOW Community Yardsale

 June 7, 2025
City Wide
Waterloo, IL

Farmers Market at Courthouse Square

 June 7, 2025
Downtown Square
Charleston, IL

Cross Street Market

 June 7, 2025
Cross Street
Robinson, IL

Vine Street Market

 June 7, 2025
O'Fallon Station
O'Fallon, IL

Breast Cancer Patient Naviation Butterfly 5K Walk/Run

 June 7, 2025
Mt. Carmel City Park
Mount Carmel, IL

55th Annual Fort de Chartres Rendezvous

 June 7, 2025 - June 8, 2025
Fort de Chartres
Prairie du Rocher, IL

Hearts 'n" Hands Quilt Guild Quilt Show

 June 7, 2025 - June 8, 2025
Whiteside Middle School
Belleville, IL

Okawville Heritage Days

 June 7, 2025 - June 8, 2025
Schlosser Complex Historic Site
Okawville, IL

Arts in the Park

 June 8, 2025
Metter Park
Columbia, IL

Junior Sailing Camp

 June 8, 2025 - June 13, 2025
Carlyle Sailing Association
Carlyle, 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

21 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 21 counties have to offer — from family fun to outdoor adventures and shopping sprees. 
Check out our calendar of events!
Painted Pianos

Painted Pianos

 May 3, 2025 - June 1, 2025 @ 9:00 AM - 4:00 PM
Highland City Square | Highland, IL
TB Promotions Twin 50s Race #1 and #2

TB Promotions Twin 50s Race #1 and #2

 May 9, 2025 - May 10, 2025 @ 12:00 PM - 12:00 PM
World Wide Technology Raceway | Madison, IL
Hoyleton Hike & Bike 2025

Hoyleton Hike & Bike 2025

 May 10, 2025 @ 9:00 AM - 9:00 AM
St. John United Church of Christ | Maeystown, IL

View Entire Events Calendar

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