The Ultimate Route 66 Road Trip Guide

Embark on the adventure of a lifetime along Route 66, America’s iconic highway, stretching from Chicago to Santa Monica.

Starting Point - Chicago, Illinois

Begin your journey in Chicago, where Route 66 officially starts. Explore the city’s vibrant neighborhoods, iconic architecture, and deep-dish pizza before hitting the road.

The Chain of Rocks Bridge, Missouri

Cross the historic Chain of Rocks Bridge over the Mississippi River, known for its unique 22-degree turn and stunning views of the river.

The Gateway Arch, St. Louis, Missouri

Stop in St. Louis to see the Gateway Arch, the tallest man-made monument in the U.S., symbolizing the westward expansion of the United States.

Meramec Caverns, Missouri

Explore the underground beauty of Meramec Caverns, a stunning cave system that once served as a hideout for outlaw Jesse James.

Cadillac Ranch, Amarillo, Texas

Visit the quirky Cadillac Ranch, where ten vintage Cadillacs are half-buried nose-first in the ground and covered in vibrant graffiti.

Petrified Forest National Park, Arizona

Discover the ancient petrified wood and the Painted Desert’s colorful badlands in Petrified Forest National Park, a natural wonder along Route 66.

Wigwam Motel, Holbrook, Arizona

Stay overnight in a teepee-shaped room at the historic Wigwam Motel, one of the most unique and iconic roadside lodgings along Route 66.

Grand Canyon Detour, Arizona

Take a detour from Route 66 to visit the Grand Canyon, one of the world’s natural wonders, offering breathtaking views and unforgettable hikes.

Oatman, Arizona

Step back in time in the wild west town of Oatman, where burros roam the streets and gunfight reenactments entertain visitors.

Santa Monica Pier, California

End your Route 66 journey at the Santa Monica Pier, where the highway meets the Pacific Ocean. Enjoy the amusement park, restaurants, and iconic end-of-the-trail sign.

Ready to Hit the Road?

From Chicago to Santa Monica, Route 66 offers a journey through America’s history, culture, and landscapes. Start planning your ultimate road trip today!