Route 66
Ah, the open road! There’s something undeniably thrilling about setting off on a long journey, especially when that journey takes you down the legendary Route 66. For road trippers everywhere, Route 66 isn’t just a highway; it’s a piece of American history, a path paved with nostalgia, and a journey that promises unforgettable experiences. So, if you’re starting from Toronto, Ontario, and making your way to Los Angeles, California, buckle up for a ride through time and scenery.
Having traveled Route 66 as a kid with my parents on our way to Los Angeles from Toronto, my second actual Toronto to Los Angeles road trip begins on May 28th, 2024. Although I have driven sections of Route 66 as a charter bus driver several times over the last 40 years, this will be my first personal road trip with a simple plan: to see as much of Route 66 as possible.
Follow my adventures as I embark on my Route 66 Travel Adventure and log my day to day adventures. Of course, start at Day 1.
The Beginning of the Adventure
Starting in Toronto, You will first need to make your way to the beginning of Route 66 in Chicago, Illinois. This initial leg of the journey will take you through the bustling urban landscapes and tranquil rural scenes of Ontario, crossing into the United States at the Detroit-Windsor border. From there, a drive through Michigan and Indiana will lead you to the Windy City, where the real adventure begins.
Chicago, Illinois: The Mother Road Awaits
Chicago is the official starting point of Route 66. The city itself is a marvel with its towering skyscrapers, vibrant arts scene, and deep-dish pizza that’s famous worldwide. Before you set off, take a moment to visit the Route 66 Begin sign at Adams Street and Michigan Avenue.
Through the Heartland: Illinois and Missouri
As you drive out of Chicago, you’ll find yourself meandering through the quaint towns and rolling farmlands of Illinois. Don’t miss stops like the iconic Gemini Giant in Wilmington or the charming small town of Pontiac, where you can visit the Route 66 Hall of Fame & Museum.
Crossing into Missouri, you’ll encounter the Gateway Arch in St. Louis, a monument to the westward expansion of the United States. Missouri is also home to quirky attractions like the Meramec Caverns and the historic Chain of Rocks Bridge.
The Great Plains: Kansas and Oklahoma
The stretch of Route 66 through Kansas is brief but packed with charm. Towns like Galena and Baxter Springs offer a glimpse into the past with their beautifully preserved Main Streets and vintage service stations.
Oklahoma boasts the longest stretch of Route 66, featuring classic diners, retro motels, and the famous Blue Whale of Catoosa. Oklahoma City, with its rich cowboy culture and vibrant Bricktown district, is a highlight on this leg of the journey.
The Southwest: Texas, New Mexico, and Arizona
As you enter Texas, you’ll be greeted by the Cadillac Ranch near Amarillo, where half-buried Cadillacs stand as a testament to Route 66’s quirky spirit. The Big Texan Steak Ranch is another must-visit, where you can attempt to eat a 72-ounce steak for free (if you can finish it in an hour).
New Mexico offers a change in scenery with its stunning desert landscapes and rich Native American culture. Albuquerque’s neon-lit motels and Santa Fe’s artistic vibe provide a unique blend of history and modernity.
Arizona’s portion of Route 66 is dotted with natural wonders like the Petrified Forest National Park and the Meteor Crater. Don’t miss the chance to stand on a corner in Winslow, Arizona, made famous by the Eagles’ song “Take It Easy.” As you approach California, the Grand Canyon is just a short detour away, offering breathtaking views and hiking opportunities.
The Golden State: California
Entering California, you’ll drive through the Mojave Desert, a starkly beautiful landscape that feels like another world. Your Route 66 journey culminates in Los Angeles, the City of Angels. Here, the Santa Monica Pier marks the end of the road, where the historic Route 66 sign bids farewell to weary travelers.
Highlights and Historic References
Route 66, established in 1926, was one of the original highways in the U.S. Highway System. Known as the “Main Street of America” or the “Mother Road,” it has been immortalized in literature, music, and film. From John Steinbeck’s “The Grapes of Wrath” to the iconic song “(Get Your Kicks on) Route 66,” this road is steeped in cultural significance.
Along the way, you’ll encounter historic diners, vintage motels, classic car museums, and numerous other attractions that preserve the legacy of this storied highway. Each stop offers a slice of Americana, from the neon signs of bygone eras to the friendly locals who keep the spirit of Route 66 alive.
Final Thoughts
A Route 66 road trip from Toronto to Los Angeles is more than just a drive; it’s a pilgrimage through American history, culture, and natural beauty. Whether you’re marveling at the architectural wonders of Chicago, exploring the rugged deserts of the Southwest, or dipping your toes in the Pacific Ocean at Santa Monica, this journey promises memories that will last a lifetime. So, pack your bags, start your engines, and get ready to embark on the adventure of a lifetime along the legendary Route 66. Safe travels!
