Things to do on Route 66

Retro-themed car wash on Route 66.

Historic Route 66 motel sign in Villa Ridge.

Deserted but iconic roadside motel—now a ghostly marker of Route 66's golden era.

Another abandoned Route 66 motel—sun-faded signage and overgrown lots echo its former glory.

Colorful Mexican restaurant serving authentic dishes in a festive setting.

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.

Historic multi-story downtown building

Classic restored theater in downtown Springfield.

European-inspired café and bakery in downtown Springfield.

Quirky roadside sculpture of a woman changing a tire.

Artist-created village with restored historic buildings and quirky art.

Rustic BBQ joint known for smoked meats, sweet tea, and Route 66 ambiance.

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

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

Historic Route 66 souvenir and gas stop still operating.

Bridge over Roubidoux Creek along Route 66.

Historic Route 66 motel with neon signage

Former motor court, now closed.

A faithfully restored 1930 Sinclair station preserving the nostalgia, history, and welcoming spirit of classic Route 66.

Historic Route 66 motor court known for its iconic neon sign.

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

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

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

Roadside burger spot near the I-44 exit serving smashburgers and quick bites.

Small local motel offering convenient overnight lodging for Route 66 travelers.

Historic neon sign associated with the famous Boots Court Motel.

A quirky Route 66 family fun destination in the Missouri Ozarks, famous for its fudge and roadside charm.

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

Historic Wagon Wheel Motel sign associated with one of the oldest continuously operating Route 66 motels.

Surviving sign from the historic Rockwood Court motor court on Route 66.

Cuba's welcome center with maps, brochures, and Route 66 info.

Large downtown mural celebrating notable Carthage natives and hometown pride.

Historic Route 66 burger stand serving classics since 1953

Operating roadside motel on East Central Avenue with classic motor-court layout.

Historic Route 66 U-shaped cabin court whose surviving office and sign recall Route 66 lodging history.

Small roadside police warning sign on Route 66 known for catching drivers off guard.

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

Casual diner-style restaurant serving breakfast, lunch, and dinner just off Route 66 in Cuba.

A 1962 National Register landmark in Springfield serving classic steakburgers on the original Route 66 alignment since the Mother Road's golden age.

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

A classic Route 66 diner serving breakfast since 1923.

Locally owned Route 66 gift shop featuring souvenirs, regional goods, and road trip essentials.

Fried chicken institution and Route 66 staple since 1946.

Local café known for breakfast, lunch and community atmosphere.

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

A comfortable hotel near Midway Airport offering free hot breakfast, WiFi, and easy access to Brookfield Zoo and Navy Pier.

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

Former penitentiary turned attraction.

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.

Retro drive-in featuring Route 66 nostalgia and oversized character statues.

Museum dedicated to coal mining heritage with exhibits and tools.