Landmarks & Historic Sites on Route 66

Vintage shop and Route 66 tourist stop with art cars and nostalgic finds.

Restored vintage gas station structure with classic pumps.

Closed motel along Route 66.

Late Victorian home on the National Register; a landmark of Cuba's early prosperity.

Preserved stone jail from Cuba’s early days—perfect for historic photo ops.

Iconic polished steel sculpture reflecting Chicago's skyline in its seamless, bean-shaped curves.

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

Charming small-town post office still in operation.

Historic 1960s Route 66 café and service station ruins.

Historic Whiting Brothers gas station representing one of the Southwest's most recognizable Route 66 fuel brands.

Site of two key Civil War battles in Indian Territory — the last major engagement of the war in the region, preserved by the Oklahoma Historical Society.

Historic truss bridge on old Route 66.

Pedestrian tunnel along old Route 66 in Chelsea.

Restored Art Deco gas station and Route 66 visitor center.

Historic adobe district with shops, museums, and cultural attractions.

Historic adobe church on Route 66.

Former auto court with classic stone architecture

Historic Union 76 gas station located along a remote stretch of Route 66.

Old West jail exhibit from Arizona’s frontier days.

Park honoring the Eagles lyric with statue and mural.

Famous Route 66 station with museum-like displays.

Site of the 1933 Bonnie and Clyde shootout in Joplin.

Historic garage featured in local lore and Route 66 tales.

A historic shotgun tied to the Bonnie and Clyde era, displayed inside Liberty Pawn as a relic from one of America’s most infamous outlaw stories.

Historic 1923 rainbow arch bridge.

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

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

Historic limestone jail used from 1869 to 1988.

Historic pedestrian bridge over the Mississippi River on Route 66.

Historic bridge over US-69, no longer in use.

Bridge over Roubidoux Creek along Route 66.

Historic multi-story downtown building

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

A ghost town and former mining hub abandoned after decades of toxic lead and zinc contamination made it uninhabitable.

Frank Lloyd Wright–designed home with original furnishings.

Memorial honoring the historic Pig Hip Restaurant.

Former penitentiary turned attraction.

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

National cemetery honoring U.S. veterans.

Historic hotel structure with 19th-century roots.

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.

Notorious historic curve once considered dangerous on Route 66.

Historic gas station with restored 1930s architecture.

Historic log chapel reflecting Route 66’s frontier roots.

Restored courthouse from Lincoln’s circuit days.

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

Historic treatment center known for pioneering addiction methods.

Roadside marker denoting historic Route 66 alignment.

Iconic skyscraper and major Chicago landmark.

Historic station from Route 66's golden age.

Abandoned gas station now a popular photo stop.

Vintage Texaco station and Route 66 photo favorite.

Classic service station preserved with Route 66 flair.

Once thriving motel and cabin camp on the Mother Road.

Vintage motor inn with Route 66 vibes.

Historic train display celebrating Needles' railroad legacy.

Classic gas station with restored pumps and signage.

Abandoned dead-end section of old Route 66 near Needles.