15 Iconic Places to Visit Along Route 66 for Nostalgia Seekers
Route 66, known as the “Main Street of America,” holds a special place in the hearts of travelers. This historic highway, stretching from Chicago to Santa Monica, offers a nostalgic journey back in time.
From quirky roadside attractions to iconic diners, these 15 stops will make you feel like you’ve stepped into the past. Whether you’re a history buff or just looking for a classic American road trip, these landmarks are a must-see on your Route 66 adventure.
The Gateway Arch – St. Louis, Missouri

The Gateway Arch is a towering symbol of the American Westward Expansion. Standing 630 feet tall, it’s the perfect spot to begin your Route 66 journey.
Take the tram to the top for sweeping views of the Mississippi River and St. Louis, then explore the museum below to learn about the history of the arch and its significance in American history.
Cadillac Ranch – Amarillo, Texas

Cadillac Ranch is a colorful, quirky art installation where ten vintage Cadillacs are half-buried in the ground, facing west. This funky roadside attraction is perfect for a photo op.
Visitors can grab spray paint and leave their mark on the cars, making it a fun and interactive experience for nostalgia seekers.
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Petrified Forest National Park – Arizona

Petrified Forest National Park offers a surreal landscape full of fossilized trees and stunning desert views. Drive through the park and stop to view the multicolored petrified wood, some over 200 million years old.
The park also offers historic Route 66 signs, adding an extra touch of nostalgia for those following the Mother Road.
The Wigwam Motel – Holbrook, Arizona

The Wigwam Motel is a true Route 66 icon. With its unique teepee-shaped cabins, it’s like stepping back in time to the mid-20th century.
A popular roadside stop, this vintage motel offers a nostalgic and memorable stay, with a charming retro feel that perfectly captures the spirit of Route 66.
Blue Whale of Catoosa – Catoosa, Oklahoma

The Blue Whale of Catoosa is a quirky and beloved roadside attraction that has stood the test of time. Built as a birthday gift in the 1970s, this giant blue whale has become a symbol of Route 66’s quirky charm.
You can even explore inside the whale’s mouth and snap some photos, making it a fun, nostalgic stop for all ages.
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Route 66 Museum – Barstow, California

The Route 66 Museum in Barstow is a must-visit for history buffs. The museum showcases memorabilia from the golden age of the Mother Road, including old signs, photos, and artifacts.
It’s a perfect stop to get a deeper understanding of Route 66’s cultural impact on American life.
The Mother Road – Chicago, Illinois

Starting in Chicago, Route 66 is often referred to as the “Mother Road,” and there’s no better place to begin your adventure. Visit the iconic Route 66 Begin Sign at the intersection of Adams Street and Michigan Avenue.
Explore Chicago’s rich history and vibrant culture before hitting the open road for the ultimate Route 66 experience.
The Big Texan Steak Ranch – Amarillo, Texas

The Big Texan Steak Ranch is a legendary stop on Route 66, known for its giant steaks and famous 72-ounce steak challenge.
Even if you’re not up for the challenge, the quirky cowboy-themed restaurant offers a fun dining experience with Western decor and hearty Texas cuisine, making it a must-stop for nostalgia seekers.
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Lou Mitchell’s Restaurant – Chicago, Illinois

For a taste of Route 66’s classic roadside diners, stop at Lou Mitchell’s Restaurant in Chicago. This historic spot has been serving up breakfast since 1923.
Known for its delicious coffee and homemade donuts, Lou Mitchell’s is an iconic piece of Route 66 history that every nostalgia seeker should experience.
The Rock Café – Stroud, Oklahoma

The Rock Café in Stroud, Oklahoma, is a Route 66 staple famous for its hearty meals and welcoming atmosphere. Opened in the 1930s, it’s been a favorite of locals and travelers alike for decades.
Enjoy a classic American diner experience while soaking up the nostalgia of this historic café.
The Route 66 Drive-In Theatre – Carthage, Missouri

Catch a movie under the stars at the Route 66 Drive-In Theatre in Carthage, Missouri. This nostalgic stop takes you back to the golden age of drive-ins, with classic films and vintage vibes.
It’s the perfect place to experience the American road trip tradition while relaxing in your car.
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Santa Monica Pier – Santa Monica, California

End your Route 66 journey at the iconic Santa Monica Pier, where the famous Route 66 signs mark the end of the Mother Road.
Enjoy the beach, take a ride on the Ferris wheel, and stroll down the pier for a fun, nostalgic way to wrap up your road trip.
Route 66 Trading Post – Seligman, Arizona

Seligman is often considered the birthplace of Route 66 nostalgia. Visit the Route 66 Trading Post, where you’ll find vintage memorabilia, quirky souvenirs, and a chance to experience the spirit of Route 66.
The town itself is full of old-time charm, with classic diners and antique shops lining the streets.
Devil’s Elbow – Missouri

Devil’s Elbow is one of the most scenic spots on Route 66, known for its twisty turns and beautiful views of the Big Piney River.
This spot also has a historic bridge, adding a touch of nostalgia for those traveling through Missouri. It’s a peaceful, picturesque stop along the road.
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The Route 66 Shield – Various Locations

Along Route 66, you’ll find the iconic Route 66 Shield signs that mark the highway’s route. These signs are a must-see for nostalgia seekers looking to take classic Route 66 photos.
The shields can be found throughout the country, each one symbolizing a different piece of the historic road trip experience.
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