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Landmarks & Icons on Route 66

1-20 of 206
LITTLE CABIN CREEK BRIDGE

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

Landmarks & Icons Historic Bridges
Route 66 Log Chapel

Historic log chapel reflecting Route 66’s frontier roots.

Landmarks & Icons Historic Buildings
Pig Hip Restaurant Memorial

Memorial honoring the historic Pig Hip Restaurant.

Landmarks & Icons Memorials
Dana Thomas House

4. Dana Thomas House

Springfield, IL

Frank Lloyd Wright–designed home with original furnishings.

Landmarks & Icons Historic Buildings
Pioneer Gothic Church

1857 Gothic-style church open for tours.

Landmarks & Icons Historic Buildings
Woodruff Building

6. Woodruff Building

Springfield, MO

Historic multi-story downtown building

Landmarks & Icons Historic Main Streets
1867 Macoupin County Jail

Historic limestone jail used from 1869 to 1988.

Landmarks & Icons Historic Buildings
1860 Arizona Jail

8. 1860 Arizona Jail

Seligman, AZ

Old West jail exhibit from Arizona’s frontier days.

Landmarks & Icons Historic Buildings
Standin On The Corner Park

Park honoring the Eagles lyric with statue and mural.

Landmarks & Icons Historic Sites
Abraham Lincoln National Cemetery

National cemetery honoring U.S. veterans.

Landmarks & Icons Memorials
Leaning Tower of Texas

Iconic tilted water tower landmark on Route 66.

Landmarks & Icons Roadside Attractions
Roubidoux Bridge

12. Roubidoux Bridge

Waynesville, MO

Bridge over Roubidoux Creek along Route 66.

Landmarks & Icons Historic Bridges
The Gateway Arch

13. The Gateway Arch

St. Louis, MO

Iconic 630-foot monument symbolizing westward expansion.

Landmarks & Icons Monument / Markers
Abraham Lincoln Watermelon Monument

Monument marking Lincoln’s famous watermelon christening.

Landmarks & Icons Monument / Markers
Dead's Man Curve

15. Dead's Man Curve

Towanda, IL

Notorious historic curve once considered dangerous on Route 66.

Landmarks & Icons Historic Alignments
Eagle Hotel building

16. Eagle Hotel building

Wilmington, IL

Historic hotel structure with 19th-century roots.

Landmarks & Icons Historic Buildings
Willis Tower

17. Willis Tower

Chicago, IL

Iconic skyscraper and major Chicago landmark.

Landmarks & Icons Historic Buildings
Ruby Street Bridge

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

Landmarks & Icons Bridges
McCook Quarry

19. McCook Quarry

McCook, IL

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

Landmarks & Icons Natural Features
Keeley Institute

Historic treatment center known for pioneering addiction methods.

Landmarks & Icons Historic Buildings