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Road Trip Itineraries

Road Trip Itineraries

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. Try them all!

Ladies Trip

Winery Road Trip Itinerary

Couples Trip

Romantic Couples Road Trip Itinerary

Family Trip

Family Fun Road Trip Itinerary

Guys Trip

Dude Stuff Road Trip Itinerary

Historic Route 50

Road Trip on Road 50

Explore the Kaskaskia Cahokia Trail

Historic Monuments and Outdoor Adventure Road Trip

Walk Among Giants in Clark County

Big Things Road Trip Itinerary

Trek the Southern Illinois Beer Trail

Craft Breweries Road Trip Itinerary

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!
Belleville Veterans Day Memorial-Open to the Public

Belleville Veterans Day Memorial-Open to the Public

November 11, 2024 @ 11:00 AM - 12:00 PM
Public Square. | Belleville, IL
Matton's Veteran's Day Parade

Matton's Veteran's Day Parade

November 11, 2024 @ 9:00 AM - 9:00 AM
Downtown Mattoon | , IL
“Who is Buried in the Moore/Bellefontaine Cemetery?” by Tom Smith

“Who is Buried in the Moore/Bellefontaine Cemetery?” by Tom Smith

November 14, 2024 @ 6:30 PM - 8:00 PM
History Museum of Monroe County | Waterloo, IL

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