10 Best Things to See on a Road Trip Along the Historical Route 66

Explore iconic landmarks, quirky attractions, and breathtaking scenery on America’s legendary highway.

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Route 66, the “Mother Road,” is a journey through time, offering travelers a mix of nostalgic charm, historic landmarks, and stunning landscapes. Spanning eight states and nearly 2,500 miles, this iconic road trip is a bucket-list adventure. From quirky roadside attractions to awe-inspiring natural wonders, Route 66 is packed with unforgettable stops. Here are the 10 best things to see along this legendary highway to make your journey truly memorable.

1. Stand in awe at the gateway arch in St. Louis, Missouri

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The Gateway Arch, standing 630 feet tall, is an iconic symbol of westward expansion. Located in St. Louis, this architectural marvel offers breathtaking views from its observation deck, accessible via a unique tram ride. The surrounding Gateway Arch National Park provides scenic trails along the Mississippi River, perfect for a leisurely stroll. As the starting point of your Route 66 journey, this landmark sets the tone for the adventure ahead with its rich history and striking presence.

2. Discover the charm of the chain of Rocks Bridge

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Just outside St. Louis, the Chain of Rocks Bridge is a unique historic site along Route 66. Spanning the Mississippi River, this pedestrian bridge features a distinctive 22-degree bend in the middle. Once a key crossing for travelers, it’s now a peaceful spot for walking or cycling while taking in panoramic river views. Interpretive signs along the bridge detail its fascinating history, making it a must-see stop for those seeking a mix of history and scenic beauty.

3. Snap a photo with the Giant Blue Whale in Catoosa, Oklahoma

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The Blue Whale of Catoosa is one of Route 66’s most beloved roadside attractions. Built in the 1970s, this cheerful blue sculpture sits by a small pond and has become a favorite photo spot for travelers. Once part of a family-friendly swimming hole, the whale now serves as a nostalgic reminder of the quirky charm that defines Route 66. It’s a quick and fun stop that’s perfect for stretching your legs and snapping a memorable picture.

4. Marvel at the vintage cars at Cadillac Ranch in Amarillo, Texas

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Cadillac Ranch, an iconic art installation near Amarillo, features ten vintage Cadillacs buried nose-first into the ground. Travelers are encouraged to leave their mark by spray-painting the cars, making the site an ever-changing canvas. This vibrant and interactive attraction captures the spirit of Route 66’s creative and eccentric culture. Set against the open Texas plains, Cadillac Ranch offers a unique blend of art, history, and fun, making it an essential stop on your road trip.

5. Take a nostalgic walk through the midway point in Adrian, Texas

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Adrian, Texas, marks the geographic midpoint of Route 66, exactly 1,139 miles from both Chicago and Los Angeles. This quaint stop features the famous Midpoint Cafe, known for its homemade pies and vintage Route 66 decor. A “Midpoint” sign offers the perfect photo opportunity to commemorate your journey. This charming town embraces its historical significance, offering travelers a taste of the warm hospitality and nostalgia that make Route 66 so special.

6. Experience the natural beauty of Petrified Forest National Park in Arizona

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Petrified Forest National Park, located in northeastern Arizona, showcases the ancient beauty of fossilized wood and colorful desert landscapes. Explore hiking trails through the Painted Desert, where vibrant hues of red, orange, and purple create a surreal backdrop. The park also features remnants of Route 66, including historic telephone poles that mark the highway’s original path. It’s a must-visit destination for nature enthusiasts and history buffs seeking to connect with the timeless allure of the Southwest.

7. Explore the quirky allure of the Wigwam Motels in Holbrook, Arizona

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The Wigwam Motels, also known as “Wigwam Villages,” are a classic Route 66 attraction offering travelers a chance to stay in unique, teepee-shaped rooms. Located in Holbrook, Arizona, these motels capture the mid-century charm of the highway’s golden era. Their retro vibe and colorful neon signs create a nostalgic atmosphere that’s perfect for a roadside stop or overnight stay. Whether you’re staying the night or just snapping photos, the Wigwam Motels are a delightful reminder of Route 66’s quirky history.

8. Walk through history at Seligman, Arizona’s birthplace of Route 66

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Seligman, Arizona, is often referred to as the “Birthplace of Route 66,” thanks to its pivotal role in preserving the highway’s legacy. This small town is packed with retro diners, vintage cars, and Route 66 memorabilia. Stop by the Snow Cap Drive-In for a classic burger or browse the Route 66 Gift Shop for souvenirs. Seligman’s vibrant, kitschy charm captures the spirit of the road and offers travelers a trip back in time.

9. Admire the grandeur of the Grand Canyon in Arizona

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Although slightly off the main Route 66 path, the Grand Canyon is a detour that’s well worth the drive. This natural wonder offers breathtaking views of layered rock formations, carved over millions of years by the Colorado River. Whether you’re hiking the trails, enjoying a scenic overlook, or taking a helicopter tour, the Grand Canyon’s awe-inspiring beauty is unmatched. It’s a once-in-a-lifetime experience that perfectly complements the adventurous spirit of a Route 66 road trip.

10. Conclude your journey at the Santa Monica Pier in California

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Santa Monica Pier, located at the western end of Route 66, is the perfect place to celebrate the completion of your journey. This iconic destination features an amusement park, an aquarium, and plenty of dining options with ocean views. Snap a photo at the “End of the Trail” sign to commemorate your trip, then relax on the sandy beach or enjoy a sunset over the Pacific. The pier’s lively atmosphere provides a fitting and memorable finale to your Route 66 adventure.