Things to do on Route 66

Casual local restaurant in Cuba offering quick meals and everyday comfort food.

Colorful Mexican restaurant serving authentic dishes in a festive setting.

Homestyle meals and friendly service in a Route 66-themed diner.

Local Route 66 bar and grill in downtown Cuba known for casual food and a relaxed local crowd.

Popular downtown Cuba burger stop known for hearty burgers along historic Route 66.

A long-standing Cuba, Missouri shoe store known for its wide selection and a unique display featuring shoes worn by Robert Wadlow, the tallest man in recorded history.

Route 66 roadside general store and gift shop next to the World’s 2nd Largest Rocking Chair.

Historic Route 66 souvenir and gas stop still operating.

An experience the whole family will enjoy with attractions to entertain all ages with a sense of humor, fun and adventure.

Roadside attraction with candy, museum displays, quirky gifts, and selfie spots.

Bridge over Roubidoux Creek along Route 66.

Museum housed in an old rail boxcar with unique displays.

Historic depot reflecting railroad and Route 66 era.

Interactive Route 66 exhibit at the state fairgrounds.

Longtime local pizza spot along the Route.

Famous Route 66 station with museum-like displays.

Immersive museum chronicling the life and legacy of Abraham Lincoln.

Boutique hotel near the Capitol offering historic vibes and modern comforts.

Frank Lloyd Wright–designed home with original furnishings.

Outdoor food court with local eats on Route 66.

Birthplace of the Cozy Dog corn dog, a Route 66 icon.

Route 66-themed hotel with memorabilia and event space.

Springfield auto repair and service center.

Cozy restaurant known for homestyle meals and a local feel.

Historic open-air cinema still in operation on Route 66.

Historic limestone jail used from 1869 to 1988.

Preserves and showcases Illinois' rock music history.

City history museum with interactive Route 66 exhibits.

Ornate 1920s theater known for its architecture and performances.

Downtown pub with craft beer, Irish fare, and live music.

Historic truss bridge crossing the Des Plaines River — photo-worthy stop.

National cemetery honoring U.S. veterans.

Vintage cinema with small-town charm still in operation.

Historic hotel structure with 19th-century roots.

One of the most iconic Muffler Men statues on Route 66.

Classic 1950s-style drive-in with kitschy Route 66 statues.

Museum dedicated to coal mining heritage with exhibits and tools.

Tiny historic jail from the early 1900s — quirky and popular roadside photo stop.

1857 Gothic-style church open for tours.

Historic treatment center known for pioneering addiction methods.

One of the best-preserved Texaco stations on Route 66.

Restored 1932 filling station — one of the most-photographed on Route 66.

Iconic barn painted with Meramec Caverns ad.

Series of colorful murals depicting Route 66 scenes and local heritage.

Grand fountain centerpiece of Chicago’s Grant Park.

Iconic skyscraper and major Chicago landmark.

A playful, immersive museum centered on ice cream and childhood nostalgia.

A classic Route 66 diner serving breakfast since 1923.

Local hot dog joint serving Chicago-style dogs and casual bites.

Classic drive-in burger and hot dog joint operating since the 1950s.

Welcome sign marking entry into McCook’s Route 66 corridor.

24-hour classic diner with hearty meals and Route 66 vibes.

One of the largest aggregate quarries in the U.S.

Fried chicken institution and Route 66 staple since 1946.

Forest preserve museum focusing on fur trade and Native American heritage.

Former penitentiary turned attraction.

Notorious historic curve once considered dangerous on Route 66.

Historic gas station with restored 1930s architecture.

Restored historic movie theater in downtown Normal.

Historic-looking structure and local favorite stop.