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U.S. Route 66
No. 1 of Best Things to Do in Missouri

U.S. Route 66

7
4.8/5
90 reviews
U.S. Route 66, also known as the Will Rogers Highway or Main Street of America, was one of the original highways in the U.S. Highway System, established in 1926. The highway stretches from Chicago to Santa Monica State Beach in Los Angeles, crossing eight states: Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California, covering a total length of approximately 2,400 miles. With the development of the Interstate Highway System, the road was officially decommissioned in 1985, and some sections have since been designated as National Scenic Byways. The scenery along the route is a defining feature of this highway. From the farmlands of Illinois to the hills of Missouri, from the plains of Oklahoma to the red deserts of Arizona, and finally to the Pacific coast of California, the road connects a multitude of small towns, motels, neon signs, and roadside diners that retain their mid-20th-century appearance. Many sections still feature original gas stations and unique shops. U.S. Route 66 has had a profound influence on American pop culture. John Steinbeck used the road as the backdrop for the westward migration in The Grapes of Wrath, earning it the nickname "The Mother Road." The Pixar animated film Cars also uses this highway as its setting.Custer County · 52.5 km from Cheyenne
Black Kettle National Grassland

Black Kettle National Grassland

2.5
Roger Mills County · 1.4 km from Cheyenne
Washita Battlefield National Historic Site

Washita Battlefield National Historic Site

2.1
Roger Mills County · 2.8 km from Cheyenne
Washita Battlefield Trailhead

Washita Battlefield Trailhead

1.8
Roger Mills County · 2.6 km from Cheyenne
Black Kettle Campground

Black Kettle Campground

2
Roger Mills County · 15.7 km from Cheyenne
Washita River

Washita River

1.6
Roger Mills County · 7.1 km from Cheyenne
Red Barn Arena & RV

Red Barn Arena & RV

1.5
Roger Mills County · 2 km from Cheyenne
National Route 66 Museum and Transportation Museum

National Route 66 Museum and Transportation Museum

2.9
Elk City · 30.9 km from Cheyenne
Old Town Museum

Old Town Museum

2.7
Elk City · 30.9 km from Cheyenne
Ackley Park

Ackley Park

2.7
Elk City · 31 km from Cheyenne

Experiences you can't miss in Cheyenne

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What travelers say about Cheyenne

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YoYo_1I8Q7O5OJune 1, 2026
5.0
Route 66 is an old, worn-out asphalt road, cracked in some sections with weeds sprouting from the gaps. Occasionally, an abandoned gas station stands by the roadside, its sign rusted but still standing, its pump covered in dust. Driving into a small town, the neon lights outside old restaurants don't work during the day, and old photos and broken guitars are displayed in the windows. Next to it, an old Chevrolet, rusted to its frame, sits there like a sculpture. There's hardly anyone around; the wind whistles through the road signs, creating a desolate atmosphere.

U.S. Route 66

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