Things to do on Route 66

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

1857 Gothic-style church open for tours.

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

Iconic barn painted with Meramec Caverns ad.

Walking trail with Route 66 memorabilia and signs.

Notorious historic curve once considered dangerous on Route 66.

Historic gas station with restored 1930s architecture.

Restored historic movie theater in downtown Normal.

Train-themed gift shop on the historic route.

Local artisan gallery featuring crafts and goods.

Dedicated to giant statues of American roadside culture.

Historic grain elevator museum in Atlanta.

Monument marking Lincoln’s famous watermelon christening.

Historic log chapel reflecting Route 66’s frontier roots.

Restored courthouse from Lincoln’s circuit days.

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.

Retro burger and shake stop.

Folk-art roadside sculpture featuring a vintage truck and farm-themed figures.

Brewpub with craft beer and laid-back vibes in downtown Joplin.

Outdoor mural park celebrating Route 66 heritage with vibrant artwork.

General store with vintage Route 66 charm.

Gourmet candy shop offering chocolates and sweet treats.

Contemporary American cafe with upscale comfort food and local ingredients.

Monument honoring veterans and American freedom.

Retro diner serving burgers, shakes, and Route 66 vibes.

Historic car dealership building preserved from Route 66’s past.

Closed diner that once served deli favorites on Route 66.

Vintage-style theater offering productions and events.

Visitor center offering brochures, exhibits, and friendly faces.

Craft brewery known for local ales and a patriotic theme.

Former Wild West-era jail with preserved facade.

Historic trading post specializing in Native American art and jewelry.

Vintage art deco theatre featuring films and live events.

Beloved diner serving New Mexican cuisine and green chile plates.

Basic hotel located on Route 66, popular with budget travelers.

Large cowboy statue — classic Gallup photo op.

Classic Route 66 motel with retro charm.

Affordable motel with simple accommodations along the Route.

Previously Native art and souvenir shop, now closed.

Modest Route 66 motel near shops and restaurants.