Skip to main content

Things to do in Illinois

121-140 of 193
Shaw's Bar 1926

1. Shaw's Bar 1926

Litchfield, IL

Former Prohibition-era bar, currently closed.

Nightlife Bars
Ron's Red Bird Cafe

Casual small-town diner serving breakfast and lunch.

Food & Drink Casual Dining
Turkey Tracks on Route 66

Quirky roadside feature where turkey tracks are embedded in the concrete.

Roadside Attractions Photo Ops Quirky Classics
Carlinville Plaza

4. Carlinville Plaza

Carlinville, IL

Shopping plaza near downtown Carlinville with local businesses.

Shops & Markets Boutiques
Mother Road Antique Mall

5. Mother Road Antique Mall

Carlinville, IL

Antique mall on the Carlinville Square offering vendor-filled booths and Route 66 memorabilia.

Shops & Markets Antique/Vintage
Macoupin County Courthouse

Historic courthouse known for its massive size and architecture.

Landmarks & Icons Historic Buildings
Taylor's Mexican Chili Parlor

Small chili parlor famous for its unique recipe and local roots.

Food & Drink Mexican
Carlin Villa Motel

8. Carlin Villa Motel

Carlinville, IL

Modern roadside motel near historic Route 66.

Lodging Motels
Old Bridge - IL

9. Old Bridge - IL

Dorchester, IL

Remnant of early Route 66 bridge and photo spot.

Landmarks & Icons Historic Bridges
Route 66 Gaming

10. Route 66 Gaming

Sauton, IL

Historic Route 66 location featuring gaming machines.

Arts, Music & Entertainment Arcades
Route 66 Memorial Place

11. Route 66 Memorial Place

Sawyerville, IL

Memorial site commemorating Route 66 travelers and history.

Landmarks & Icons Memorials
Mother Jones Monument

12. Mother Jones Monument

Mount Olive, IL

Monument honoring labor leader Mary Harris “Mother” Jones.

Landmarks & Icons Memorials
Soulsby Service Station

13. Soulsby Service Station

Mount Olive, IL

One of the oldest service stations on Route 66, fully restored.

Roadside Attractions Historic Gas Stations
Country Classic Cars LLC

Classic car dealership and Route 66 stop with restored vintage vehicles.

Shops & Markets Antique/Vintage
Route 66 Large Chair

Giant roadside chair sculpture, great for quirky photo stops.

Roadside Attractions Roadside Sculptures
Henry's Rabbit Ranch

Eccentric attraction featuring rabbits, Route 66 memorabilia, and humor.

Roadside Attractions Photo Ops Quirky Stops
Decamp Station

17. Decamp Station

Staunton, IL

Former tavern turned event venue along Route 66.

Arts, Music & Entertainment Live Music Venues
Pink Elephant Antique Mall

Massive roadside antique store with iconic pink elephant statue.

Shops & Markets Antique/Vintage
St Paul Lutheran Church

Historic Lutheran church with Route 66 ties.

Landmarks & Icons Historic Buildings
Weezy's

20. Weezy's

Hamel, IL

Local diner serving comfort food to travelers on Route 66.

Food & Drink Diners