Route 66 is more than just a highway—it’s a piece of Americana. Stretching over 2,400 miles from Chicago, Illinois, to Santa Monica, California, Route 66 offers travelers a nostalgic journey through roadside kitsch, small-town charm, and quirky landmarks that tell the story of American travel. If you're looking to see the most iconic and most visited roadside attractions Route 66 has to offer, this state-by-state guide will help you plan an unforgettable trip.
Introduction to the Mother Road
Route 66, affectionately known as the “Mother Road,” is a legendary American highway that has inspired generations of travelers. Spanning more than 2,400 miles from the bustling streets of Chicago, Illinois, to the sun-soaked shores of Santa Monica, California, this historic route winds through eight diverse states—Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California.
Along the way, Route 66 showcases a vibrant tapestry of roadside attractions, from quirky motels and neon signs to natural wonders like the Grand Canyon and Petrified Forest National Park. Whether you’re exploring the small towns of Oklahoma or marveling at the desert landscapes of New Mexico and Arizona, the Mother Road offers an unforgettable journey through America’s heartland, connecting travelers with the country’s rich history and iconic destinations.
Route 66 History
The story of Route 66 began in 1926, when it was officially designated as part of the Federal Highway System. Designed to link Chicago to the West Coast, the route quickly became a vital artery for commerce and migration, especially during the hardships of the Dust Bowl and the economic shifts of World War II. As families and workers traveled west in search of new opportunities, Route 66 helped shape the growth of countless small towns and cities along its path, earning its reputation as the “Main Street of America.”
Over the decades, the highway became synonymous with freedom, adventure, and the open road. Today, thanks to dedicated preservation efforts, many of Route 66’s historic sites and attractions remain intact, allowing travelers to experience the nostalgia and charm of this iconic highway. From St. Louis to the wide-open spaces of the West, Route 66 continues to be a living monument to America’s pioneering spirit.
Illinois
1. Route 66 Begin Sign – Chicago, IL
Start your journey where Route 66 officially begins. Located at the intersection of East Adams Street and South Michigan Avenue, this sign is a photo-op must for any road tripper. This intersection is the official starting point of Illinois Route 66, marking the beginning of the historic highway. For many travelers, this is the first stop on their Route 66 adventure. The surrounding area is full of cafes, museums, and access to Lake Michigan, making it a great place to kick off your drive.
2. Gemini Giant – Wilmington, IL
A 28-foot-tall fiberglass statue of a space-age man holding a rocket, the Gemini Giant is part of the Muffler Man roadside series. Standing outside the now-closed Launching Pad Drive-In, it’s a symbol of the space race era and a beloved retro attraction.
3. Cozy Dog Drive-In – Springfield, IL
Claimed to be the birthplace of the corn dog, this diner has been a Route 66 staple since 1949. The retro interior and walls filled with memorabilia make it a fun stop for families.
Insider Tip: Chicago’s downtown area is busy—many travelers start their Route 66 trip in Joliet to avoid parking hassles. Navigating downtown Chicago, especially around the starting point at East Adams Street and South Michigan Avenue, can be challenging due to one-way streets and heavy traffic.
Missouri
4. Chain of Rocks Bridge – St. Louis, MO
This one-mile-long bridge was part of the original Route 66 path across the Mississippi. It has a unique 30-degree turn and is now open to pedestrians and cyclists. You’ll get stunning river views and interpretive signage detailing its history. The Chain of Rocks Bridge is recognized as a historic place along Route 66 and is listed on the National Register of Historic Places, highlighting its historical significance as an iconic American landmark.
5. Meramec Caverns – Stanton, MO
A spectacular show cave that has been attracting visitors since the 1930s. Guided tours walk you through massive limestone formations and highlight the cave’s connection to outlaw Jesse James. Meramec Caverns is also recognized as a historic place along Route 66, drawing tourists interested in the area's cultural and historical significance.
6. Cuba Murals – Cuba, MO
A charming small town known as “Mural City” thanks to more than a dozen large, professionally painted murals that line the town’s streets. Each tells a different story from Missouri and Route 66 history.
Travel Tip: Take a slow drive through Cuba to admire the art, and stop for coffee or pie at one of the local diners.
Kansas
7. Cars on the Route – Galena, KS
This restored 1930s Kan-O-Tex gas station now functions as a souvenir shop and snack stop. It features a tow truck that inspired the tow truck character, Mater, from Pixar’s Cars. Staff are knowledgeable and love to share the site’s Hollywood connection.
8. Rainbow Bridge – Riverton, KS
A rare surviving example of the Marsh Arch bridge design, this one-lane concrete bridge is both photogenic and historic. You can still drive across it carefully or take pictures from nearby picnic areas.
Kansas Highlight: Although it only has 13 miles of Route 66, Kansas packs in more character per mile than most other states.
Oklahoma
9. Blue Whale of Catoosa – Catoosa, OK
Built in the 1970s as an anniversary gift, this smiling blue whale once served as a swimming hole. Today, it’s one of Route 66’s most photographed attractions. There’s free parking, shaded picnic tables, and a gift shop.
10. Milk Bottle Grocery – Oklahoma City, OK
This historic milk bottle grocery is a beloved Route 66 landmark, known for its tiny triangular building topped with a giant milk bottle. Its unique architecture and long-standing presence make it an iconic stop in Oklahoma City.
11. Round Barn – Arcadia, OK
The Round Barn in Arcadia is a distinctive Route 66 landmark, famous for its unique round design and red exterior. Built in 1898, it has been restored and is listed on the National Register of Historic Places.
12. Totem Pole Park – Foyil, OK
Created by folk artist Ed Galloway, this park features the world’s largest concrete totem pole—90 feet tall. The entire site is a kaleidoscope of colorful handmade structures.
13. Route 66 Museum – Clinton, OK
This well-curated museum features vintage vehicles, recreated retro storefronts, and educational exhibits. A perfect indoor break during a long road trip. Along the Oklahoma stretch, you’ll also find historic service stations that showcase the classic roadside architecture and culture of Route 66.
Tip for RVers: Oklahoma’s wide parking lots and friendly stops are ideal for larger vehicles.
Texas
12. Cadillac Ranch – Amarillo, TX
Perhaps the most iconic of all roadside attractions Route 66 offers, Cadillac Ranch features 10 Cadillacs half-buried nose-first in the desert. Visitors are encouraged to add their own spray paint designs—bring a can and leave your mark.
13. The Big Texan Steak Ranch – Amarillo, TX
This famous restaurant is home of the 72-ounce steak challenge and is decked out with Western decor and cowboy entertainment. As a memorable dining destination, The Big Texan Steak Ranch attracts visitors looking for a unique restaurant experience on Route 66. Whether you’re eating or just watching, it’s a stop you won’t forget.
Route Note: West Texas offers long stretches of road with limited services. Be sure to fuel up and stock snacks before leaving Amarillo.
New Mexico
14. Tucumcari Murals & Blue Swallow Motel – Tucumcari, NM
The town is known for its neon motel signs and murals depicting desert life and Route 66 scenes. The Blue Swallow Motel, with its iconic neon sign, garages, and vintage rooms, is a popular overnight stop.
15. El Rancho Hotel – Gallup, NM
A legendary hotel that once hosted John Wayne, Humphrey Bogart, and other film stars. With its grand staircase and Western furnishings, it’s like stepping back into 1940s Hollywood.
Travel Tip: Don’t miss the local trading posts for handmade Native American crafts and jewelry.
Arizona
16. Wigwam Motel – Holbrook, AZ
Sleep in a concrete teepee at this novelty motel that’s been drawing travelers since the 1950s. Each wigwam has its own parking space and vintage car parked out front.
17. Petrified Forest National Park – Near Holbrook, AZ
Explore millions of years of geological history and fossilized wood in this beautiful park. Route 66 cuts right through the park—there’s even an old 1932 Studebaker marking the original roadbed.
18. Standin’ on the Corner Park – Winslow, AZ
This park celebrates the Eagles' hit song "Take It Easy." It features a bronze statue and mural of a flatbed Ford, making it a fun, music-themed photo stop.
Arizona Highlight: Ghost towns like Two Guns and Twin Arrows offer eerie glimpses of Route 66’s heyday.
California
Click image to view larger or see map location.
19. Elmer’s Bottle Tree Ranch – Oro Grande, CA
A surreal and artistic installation made from welded metal and colorful glass bottles. Elmer Long began building the ranch in 2000, and it has since become a staple of the Route 66 experience.
20. Wigwam Motel – San Bernardino, CA
A sister property to the Arizona location, this motel offers classic teepee lodging with palm trees and mountain views. Book ahead—it’s a favorite among nostalgic travelers.
21. Santa Monica Pier – Santa Monica, CA
The symbolic end of Route 66, the Santa Monica Pier overlooks the Pacific Ocean and marks the official endpoint of the historic road trip. The “End of the Trail” sign is perfect for final trip photos, and the pier itself offers rides, shops, and oceanfront views. Travelers can use Google Maps to easily locate the official endpoint of Route 66 at the Santa Monica Pier.
Final Tip: Parking at the pier can be crowded—try arriving early morning or late afternoon to avoid peak times.
Grand Canyon Attractions
No trip along Route 66 is complete without a detour to the awe-inspiring Grand Canyon. Located in northern Arizona, just a short drive from the old route, the Grand Canyon is a breathtaking natural wonder that draws millions of visitors each year. Travelers can explore scenic viewpoints along the South Rim, hike into the canyon’s depths, or ride the historic Grand Canyon Railroad for a unique perspective on the landscape.
The area is also home to notable historic sites, such as the elegant El Tovar Hotel and the original railroad depot, both of which offer a glimpse into the region’s storied past. Whether you’re stopping for a quick photo or spending a day exploring the trails, the Grand Canyon is a must-visit attraction for anyone journeying along Route 66 in Arizona.
Route 66 Culture
Route 66 is more than just a stretch of pavement—it’s a cultural icon that embodies the spirit of adventure and discovery. The highway’s legendary status has been cemented in American pop culture through classic songs, movies, and television shows, making it a dream destination for road trippers from around the world.
As you travel the route, you’ll encounter a vibrant mix of roadside attractions, retro motels, and vintage service stations, each telling its own story of life along the highway. From the neon glow of a small-town diner to the quirky charm of a roadside museum, Route 66 offers a unique window into America’s past and present. For travelers seeking to experience the authentic sights, sounds, and flavors of the open road, there’s no better place to visit than the legendary Route 66. Completing this journey is bigger than yourself, it is truly a once-in-a-lifetime adventure.
Suggested Itinerary Routes
Travelers can choose to tour Route 66 through guided or self-guided trips, depending on their interests and available time.
Short Trip (3–5 Days): Chicago to St. Louis — Visit the Route 66 Begin sign, Gemini Giant, Cozy Dog Drive-In, Chain of Rocks Bridge, and Meramec Caverns.
Mid-Length Trip (7–10 Days): Oklahoma City to Albuquerque — Stop at the Blue Whale, Totem Pole Park, Cadillac Ranch, and Blue Swallow Motel.
Full Route Experience (14–21 Days): Chicago to Santa Monica — Capture every major roadside attraction from start to finish, staying at historic motels and making detours into national parks and ghost towns.
Route 66 FAQs
What is the most famous stop on Route 66?
Cadillac Ranch in Amarillo, TX, is widely considered the most iconic. It represents the creative spirit of the road and invites traveler participation.
What is the main attraction on Route 66?
There’s no single main attraction, but the combination of classic diners, quirky art, and nostalgic motels make the road itself the main draw.
What is the best section of Route 66 to drive?
Arizona offers the most scenic and well-preserved stretch, especially between Seligman and Kingman. New Mexico and Missouri are also popular for their historic value.
Is Route 66 still worth driving?
Absolutely. While portions of the original route have been bypassed, thousands of miles remain drivable and packed with cultural significance and charm.
How many days do you need to drive Route 66?
A full trip takes 2–3 weeks to enjoy at a relaxed pace. However, you can do shorter regional sections in 3–5 days.
How much does it cost to drive Route 66 on a budget?
Budget travelers can complete the trip for $1,200–$2,000, depending on fuel prices, lodging, food, and attractions. RV travel with Cruise America can help save on hotel and meal costs.
What is the best month to do Route 66?
Late spring (May–June) and early fall (September–October) offer the best weather and fewer crowds. Summer is also popular but can be hot and busy.
How abandoned is Route 66?
Many towns have been bypassed by modern highways, but countless attractions, diners, and motels have been preserved or revived. The feeling of emptiness adds to its nostalgic appeal.
What part of Route 66 is closed?
Some original sections in Illinois and California have been rerouted or are closed to vehicle traffic. Always check state-specific maps and closures before traveling.
Are there ghost towns on Route 66?
Yes—especially in Arizona, New Mexico, and California. Ghost towns like Glenrio, Two Guns, and Amboy offer a haunting look into the past.
Plan Your Route 66 Adventure with Cruise America
Whether you're planning a weekend getaway or the full Route 66 journey, Cruise America RV rentals make it easy to explore at your own pace. With spacious vehicles, convenient amenities, and the freedom to stop anywhere, an RV is the perfect companion for your historic road trip.
