
Gateway Arch (St. Louis)
St. LouisThe 630-foot gateway to the West.

Historic Route 66 — the 'Mother Road' — runs nearly 2,400 miles from Chicago to the Santa Monica Pier, cutting across eight states and a century of Americana. It's the ultimate great American road trip. This guide highlights some of the most iconic stops along the way; plan on ten days to two weeks to do it justice.

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The 630-foot gateway to the West.

Ten graffiti-covered Cadillacs buried nose-down in a field.

Neon-lit Central Avenue and high-desert culture.

A classic Route 66 town and gateway to the Grand Canyon.
A closer look at some of the most iconic stops along Historic Route 66. Tap “Add this place along your route” on any stop to drop it straight into your itinerary in Outpost Go.

Rising 630 feet over the Mississippi, the Gateway Arch is one of the first great landmarks on a westbound Route 66 trip. A tram carries you to the top for sweeping views over St. Louis and the river.
It's a fitting symbol for a journey west — grab a photo and explore the museum below before hitting the road.
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Just west of Amarillo, Cadillac Ranch is Route 66's most famous roadside art — ten classic Cadillacs half-buried nose-first in a Texas field, layered in decades of spray paint.
Bring a can of paint and add your mark. It's free, weird, and quintessentially Route 66.
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Route 66 runs straight through Albuquerque along Central Avenue, lined with restored neon signs, adobe architecture, and great New Mexican food. The historic Nob Hill district glows after dark.
It's a natural overnight, with easy access to Old Town, the Sandia Peak Tramway, and some of the best green chile on the Mother Road.
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Williams was the very last Route 66 town to be bypassed by the interstate, and it still feels like a slice of the 1950s. Its main street is full of diners, saloons, and neon.
It's also the gateway to the Grand Canyon — an easy and worthwhile side trip from the Mother Road.
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The Santa Monica Pier marks the official end of Route 66 — the 'End of the Trail' sign sits right by the Pacific. After thousands of miles, there's no better finish line than the ocean, a Ferris wheel, and a sunset over the water.
Celebrate the journey with a walk out to the end of the pier and a classic California beach evening.
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