Exploring the Timeless Charm of Route 66: From Chicago to Santa Monica

Exploring Route 66: A Journey Through History and Nostalgia

Today, I want to take you on a nostalgic trip down one of America’s most iconic highways—Route 66. This legendary road begins in the heart of Chicago, Illinois, at the famous "Begin Route 66" marker and stretches all the way to Santa Monica, California, where you'll find the “End of the Trail” sign at the Santa Monica Pier.

What makes Route 66 so special? It’s often referred to as the "Main Street of America." The highway is steeped in history and has played a significant role in the migration of Americans westward, especially during the Great Depression. It’s not just a road; it represents freedom, adventure, and the spirit of America.

As you drive along, you’ll discover countless unique stops that bring the journey to life. For instance, Lou Mitchell's Restaurant in Chicago is a classic diner known for its fantastic breakfasts, serving as the unofficial starting point for many travelers. Continuing on, you can’t miss the Gateway Arch in St. Louis, a stunning monument symbolizing westward expansion, with breathtaking views of the Mississippi River.

Let’s not forget the quirky roadside attractions that Route 66 is famous for! One of my favorites is the Blue Whale of Catoosa in Oklahoma—a whimsical stop that draws visitors in for a quick photo op. And then there’s Cadillac Ranch in Amarillo, Texas, where you can spray paint your own artwork on half-buried Cadillacs, a unique experience that embodies the spirit of Route 66.

While you may not meet Mater from Pixar’s Cars, you’ll certainly encounter the rich history and nostalgia of post-industrial America on this historical journey. It’s important to acknowledge that Route 66 has faced a decline over the years; the rise of interstate highways in the mid-20th century led to decreased traffic, which economically impacted many towns along the route. However, this decline has contributed to the charm of Route 66. Many old motels, diners, and gas stations still stand, showcasing vintage signs and nostalgic decor. These remnants tell the stories of the recent past, adding character to the journey.

Interestingly, the Cars movie has sparked renewed interest in Route 66, capturing the spirit of the highway and featuring characters and locations that reflect its charm. Fans of the film often embark on road trips to visit the real-life inspirations behind it, enhancing the excitement of exploring the highway.

If you’re planning to hit the road, there are even more iconic stops to check out. Don’t miss the Wigwam Motel in Holbrook, Arizona, where you can spend the night in a wigwam-shaped room! And be sure to visit El Rancho Hotel in Gallup, New Mexico, a historic hotel renowned for its rich Hollywood connections and beautiful Southwestern architecture.

What I love most about traveling along Route 66 are the stories. Every stop has a tale to tell. It’s a journey through time, filled with nostalgia, adventure, and the essence of America.

So, whether you’re a seasoned road warrior or a first-time traveler, hitting the open road on Route 66 promises memories and experiences that will last a lifetime. Pack your bags, rev up your engines, and let the adventure begin!

Route 66 Stops and Landmarks (Chicago to Santa Monica)

For a Complete List of Route 66 Hotels, Restaurants and Stops, Click [HERE].

Chicago, Illinois

Begin Route 66 Marker: The official starting point of Route 66.

Lou Mitchell's Restaurant: A classic diner known for its breakfast and hospitality for Route 66 travelers.

Willis Tower (formerly Sears Tower): Iconic skyscraper offering panoramic views of the city.

The Art Institute of Chicago: Renowned museum with an expansive collection of art.

St. Louis, Missouri

Chain of Rocks Bridge: Historic bridge with a unique curved design, offering scenic walking paths over the Mississippi River.

Gateway Arch: A symbol of westward expansion, offering stunning views and a museum.

Lebanon, Missouri

Munger Moss Motel: A nostalgic motel with a vintage feel, a true Route 66 classic.

Sullivan, Missouri

Meramec Caverns: A popular family-friendly stop featuring cave tours and Americana attractions.

Catoosa, Oklahoma

Blue Whale of Catoosa: A whimsical, much-loved roadside attraction.

Tulsa, Oklahoma

Route 66 Neon Sign Park: A park featuring restored neon signs from vintage Route 66 businesses.

Center of the Universe: An acoustic phenomenon in downtown Tulsa where your voice echoes loudly only to you.

Route 66 Museum: A museum dedicated to the history and significance of the iconic highway.

Foyil, Oklahoma

Ed Galloway Totem Pole Park: Features the world’s largest totem pole, built by folk artist Ed Galloway.

Amarillo, Texas

Cadillac Ranch: An iconic art installation of graffiti-covered, half-buried Cadillacs.

Big Texan Steak Ranch: Famous for its 72-ounce steak challenge and Texas-size hospitality.

Shamrock, Texas

The Tower Conoco Gas Station: A beautiful Art Deco-style gas station, now restored for photos and memories.

Tucumcari, New Mexico

TePee Curios: A teepee-shaped gift shop offering Route 66 souvenirs.

Gallup, New Mexico

El Rancho Hotel: A historic hotel known for its connections to old Hollywood and its southwestern architecture.

Albuquerque, New Mexico

Old Town Albuquerque: A historic district with adobe buildings, shops, and restaurants.

Winslow, Arizona

Standin' on the Corner Park: A park dedicated to the Eagles' song “Take It Easy,” featuring a statue on the corner.

Meteor Crater: A well-preserved meteorite impact site with a visitor center.

Holbrook, Arizona

Wigwam Motel: Stay in a teepee-shaped room at this historic motel, a one-of-a-kind experience.

Arizona

Petrified Forest National Park: Home to fossilized trees and the colorful Painted Desert.

The Painted Desert: A stunning area featuring colorful rock formations within the Petrified Forest National Park.

Seligman, Arizona

Delgadillo's Snow Cap: A quirky diner known for its playful humor and classic Route 66 ambiance.

Williams, Arizona

Grand Canyon National Park: Not directly on Route 66, but an easy detour from Williams, offering breathtaking views of the canyon.

Oro Grande, California

Elmer's Bottle Tree Ranch: A desert art installation made from glass bottles, metal, and imagination.

Yermo, California

Calico Ghost Town: A preserved silver mining town with historical exhibits and a glimpse into the Old West.

Victorville, California

Route 66 Museum: Dedicated to the history of Route 66, showcasing memorabilia and the nostalgia of the Mother Road.

Burbank, California

Bob's Big Boy: A classic diner famous for its burgers and shakes, dating back to the 1940s.

Santa Monica, California

Santa Monica Pier: The official end of Route 66, with its iconic pier, amusement park, and shops, located right by the Pacific Ocean.

Festivals and Events Along Route 66

Route 66 Festival (Cuba, Missouri)

• When: Typically held in June.

• Highlights: Celebrates the history of Route 66 with a parade, live music, craft vendors, and various activities for families.

Tulsa Route 66 Festival (Tulsa, Oklahoma)

• When: Usually takes place in June.

• Highlights: A family-friendly event featuring live music, food vendors, car shows, and historical exhibits related to Route 66.

Kingman Route 66 Fest (Kingman, Arizona)

• When: Typically held in September.

• Highlights: Features classic cars, live music, food vendors, and a celebration of the town’s Route 66 heritage.

Chamber of Commerce Route 66 Days (Santa Monica, California)

• When: Usually held in September.

• Highlights: Celebrate the end of Route 66 with live entertainment, local art, food, and community activities.

Route 66 Car Show (Various Locations)

• When: Various dates throughout the year, often in the summer.

• Highlights: Car shows celebrating vintage automobiles and Route 66 culture. Check local communities for specific events.

International Route 66 Festival (Various Locations)

• When: Annually, rotating between different Route 66 towns.

• Highlights: A gathering of Route 66 enthusiasts featuring car shows, historical tours, and local festivities.

Route 66 Arts and Crafts Festival (Clinton, Oklahoma)

• When: Usually held in the fall.

• Highlights: Showcases local artisans, crafts, and food vendors, celebrating the creativity and culture of the Route 66 community.

Albuquerque International Balloon Fiesta (Albuquerque, New Mexico)

• When: Early October.

• Highlights: Although not strictly on Route 66, this famous balloon festival attracts many Route 66 travelers.