Landmarks & Historic Sites on Route 66

Restored vintage gas station structure with classic pumps.

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

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.

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

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.

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

Restored Art Deco gas station and Route 66 visitor center.

Historic adobe church on Route 66.

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

Historic truss bridge on old Route 66.

Pedestrian tunnel along old Route 66 in Chelsea.

Old West jail exhibit from Arizona’s frontier days.

Former auto court with classic stone architecture

Park honoring the Eagles lyric with statue and mural.

Charming small-town post office still in operation.

Iconic Beaux-Arts bridge from 1913, known for beauty & historic value.

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

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

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.

Frank Lloyd Wright–designed home with original furnishings.

Historic limestone jail used from 1869 to 1988.

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.

Memorial honoring the historic Pig Hip Restaurant.

Famous Route 66 station with museum-like displays.

Historic pedestrian bridge over the Mississippi River on Route 66.

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

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.

Former penitentiary turned attraction.

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

Historic treatment center known for pioneering addiction methods.

Iconic skyscraper and major Chicago landmark.

Historic newspaper building.

Former Wild West-era jail with preserved facade.

Historic marker identifying the Riverton stretch of Route 66 and its historical significance.

Original curved alignment of Route 66 that leads travelers to the Rainbow Bridge and preserves part of the early highway route.

Historic alignment of Route 66 passing through Riverton.

Marker identifying the point where Missouri, Oklahoma, and Kansas meet.

Historic site marking the location of Fort Blair, a Union outpost during the Civil War and the site of the 1863 Battle of Baxter Springs.

Historic railroad depot site tied to early travel and Route 66 era transportation.

Historic downtown bank building within the Route 66 corridor.

Memorial honoring Constable Campbell, who died in the line of duty.