Things to do on Route 66

Restored courthouse from Lincoln’s circuit days.

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

Former penitentiary turned attraction.

Historic lakefront pier with attractions, views and entertainment.

The official eastern terminus sign where travelers begin Route 66.

Historic lakefront pier with attractions, views and entertainment.

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

Historic treatment center known for pioneering addiction methods.

Historic-looking structure and local favorite stop.

Roadside marker denoting historic Route 66 alignment.

Convenience store and gas station serving travelers along Route 66 in Galena.

Historic Chicago German-American restaurant operating since 1898.

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

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

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

Iconic skyscraper and major Chicago landmark.

World-renowned art museum with an extensive collection including "American Gothic" and more.

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

Iconic public park home to Cloud Gate, outdoor art, and performances.

A serene 2.5-acre garden in the heart of Millennium Park celebrating Chicago's transformation from marshland to modern city.

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

The western terminus marker for Route 66 in downtown Chicago.

Interactive video sculpture in Millennium Park featuring faces of Chicagoans and water features.

Grand fountain centerpiece of Chicago’s Grant Park.

T-shirt and apparel shop with vintage roadwear.

Old West trading post with unique handmade goods.

Tall jagged rock formations in the center of town.

Classic roadside lodging offering a vintage Route 66 stay experience.

Comfortable budget-friendly motel in a central Route 66 location.

Former pizza joint, now closed but remembered by locals.

Colorful mural representing the states along Route 66.

Local inn known for Route 66 traveler hospitality.

Traditional Route 66-era motor lodge.

Electric vehicle charging station located on Route 66.

Art Deco landmark featured in Pixar’s Cars.

Local eatery serving classic comfort food near Route 66.

Popular local steakhouse serving hearty Texan meals.

Marker commemorating artist Bill Mack on Route 66.

Museum preserving local and Route 66 history.

Vintage gas station capturing early Route 66 spirit.

Former lodging and dining spot, now abandoned.

Regional museum highlighting McLean and Alanreed history.

Vintage Phillips 66 gas station preserved as a roadside icon.

Taphouse with western charm offering drinks and casual fare.

Cozy motel and RV park serving Route 66 travelers.

Route 66 steakhouse known for hearty meals.

Abandoned 66-branded station with historic charm.

Derelict Route 66-era cafe building.

Remnants of a once-active Route 66 stop.

Historic cemetery near the old Route 66 path.

Small-town inn offering classic Route 66 lodging.

Monumental roadside cross known for religious significance.

Roadside visitor info stop for travelers.

Outdoor car art installation parodying Cadillac Ranch.

Local cafe serving hearty American meals.

Rustic western-themed motel on Route 66.

Closed budget motel with retro signage.

Family-run eatery serving Southwestern and Mexican favorites in a casual setting.

Quirky Route 66-themed motel known for nostalgic charm and neon signage.

Classic roadside motel turned retro attraction popular with photographers.