Best Route 66 Attractions State by State (2026 Motorcycle Travel Guide)

Riding Route 66 on a motorcycle is one of those trips that stays with you long after it’s over. You will witness the best Route 66 attractions during your trip.

It’s not just about getting from one place to another. It’s about the feeling of the road, the small towns, the old signs, and the stories you pick up along the way. I’ve spent time riding long sections of this route, and I can tell you this: Route 66 is not perfect—but that’s exactly why riders love it.

This guide is built for motorcycle riders first. You’ll find the best attractions and things to see along Route 66 in each state, but more importantly, you’ll get real riding advice—what the road feels like, where to be careful, and how to enjoy it without burning yourself out.

Everything here is updated for 2026 and written in simple, clear language so you can actually use it while planning your ride.

🗺️ Route 66 Overview

Route 66 stretches about 2,448 miles from Chicago to Santa Monica. It crosses eight states, and each one feels different when you’re on a motorcycle/car.

You’ll ride through:

• Busy city streets
• Quiet farmland
• Open plains
• High desert
• Mountain passes

That mix is what makes this trip special.

🏍️ Which Direction Should You Ride?

Most riders go east to west, starting in Chicago and ending at the ocean. This direction just feels right. The scenery gets better as you go, and finishing at the Pacific Ocean is a great reward.

⏱️ How Long Should You Take?

This depends on your riding style:

• 10–14 days: Fast trip, long riding days
• 14–21 days: Best balance (highly recommended)
• 3+ weeks: Relaxed pace with time to explore

If this is your first time, don’t rush it. Route 66 is about the points of interest as much as the riding.

🧳 Route 66 Trip Planning Essentials

Before you even start the engine, planning matters more than people think. Route 66 is not like a normal highway trip. Some parts are remote, and small mistakes can turn into big problems.

🎒 Gear That Actually Helps

You don’t need to overpack, but you do need the right basics:

• A full-face helmet helps reduce wind noise and fatigue
• Riding gloves keep your hands comfortable all day
• A light jacket + warm layer (weather changes a lot)
• A hydration pack so you can drink without stopping
• A Bluetooth intercom for navigation and music

Small comfort upgrades make a huge difference after 6–8 hours of riding.

 

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🔧 Bike Prep (Don’t Skip This)

Before a long trip like this, your bike needs to be ready:

• Tires should have good tread (don’t start with worn tires)
• Check oil and fluids
• Make sure your chain or belt is in good shape
• Secure your luggage so nothing shifts at speed

You don’t want to deal with mechanical problems in the middle of nowhere.

🧠 Real Rider Tips (Very Important)

Here are things most travel blogs don’t tell you:

• Fuel stops are not always close together in Texas, New Mexico, and California
• Wind can wear you out fast, especially in open areas
• Heat in the desert is serious, even if it feels fine at first
• Take breaks often—fatigue sneaks up on you

Think of this trip as a marathon, not a sprint.

Best Route 66 Attractions State by State

🟢 Illinois: The Start of the Journey

Your ride begins in Chicago, a busy city full of energy. It’s not the easiest place to ride, but it’s part of the experience.

Willis Tower

Willis Tower - Best Route 66 Attractions

• Location: 233 South Wacker Drive, Chicago, IL 60606, United States
• Website: https://www.willistower.com/

The Willis Tower is one of the most famous landmarks along Route 66 in Illinois and a must-see in Chicago. It is a popular starting photo spot. Many riders stop here before heading out. Completed in 1973, it was once the tallest building in the world and held that title for nearly 25 years.

Standing about 1,451 feet tall with 110 stories, the tower is known for its bold black design and impressive height. One of its biggest attractions is the Skydeck on the 103rd floor, where visitors can enjoy amazing views of the city and even see up to four states on a clear day.

A highlight of the visit is “The Ledge,” glass boxes that extend out from the building, letting you stand high above the streets below. Overall, Willis Tower is an exciting attraction that combines history, architecture, and unforgettable views.

Lou Mitchell’s

Lou Mitchell’s

• Location: 565 W Jackson Blvd, Chicago, IL 60661, United States
• Website: https://www.loumitchells.com/

Lou Mitchell’s is one of the most famous tourist spots at the very beginning of Route 66 in Illinois. Opened in 1923, this classic diner has welcomed travelers for over 100 years and is often called the “first stop on the Mother Road.”

Located near the historic starting point of Route 66 in Chicago, it has long been a favorite place for people to grab breakfast before starting their road trip. The restaurant is known for its friendly service and fun traditions, like giving free donut holes to waiting guests and Milk Duds to kids.

Inside, you’ll find a warm, old-school diner atmosphere with hearty meals like eggs, pancakes, and sandwiches. Overall, Lou Mitchell’s is more than just a restaurant—it’s a piece of Route 66 history and a perfect place to begin your journey.

Gemini Giant

Gemini Giant - famous and fun attractions along Route 66

• Location: 201 Bridge St, Wilmington, IL 60481

The Gemini Giant is one of the most famous and fun attractions along Route 66 in Illinois. This giant fiberglass statue, built in the mid-1960s, shows a space-themed astronaut holding a rocket. It was originally placed outside the Launching Pad Drive-In restaurant to attract travelers during the excitement of the Space Race.

Standing about 30 feet tall, the Gemini Giant is part of a group of classic roadside figures called “Muffler Men.” Over the years, it has become one of the most photographed attractions on Route 66.

Today, visitors still stop to take pictures and enjoy this unique piece of American road trip history. The Gemini Giant is a great example of the fun, creative spirit that makes Route 66 so special.

🏍️ Tips in Illinois

Leaving Chicago can be stressful. Traffic is heavy, and drivers can be aggressive. Stay alert and take your time.

Once you get out of the city, things calm down. The roads become smoother and more relaxed. This is a great place to get comfortable with your bike before the longer stretches ahead.

🔵 Missouri: Easy Riding and Classic Stops

Missouri is where Route 66 starts to feel more relaxed and traditional. You’ll see more classic roadside attractions and fewer big city distractions.

The roads here are enjoyable. You’ll get a mix of gentle curves and straight sections. It’s not too challenging, which makes it perfect for steady cruising.

Watch for shaded areas, especially in the morning. Some spots can be damp and slightly slippery.

Overall, Missouri is a comfortable and enjoyable part of the ride.

Gateway Arch

Gateway Arch - famous landmarks(attractions) along Route 66 in Missouri

• Location: St. Louis, MO 63102 (In Gateway Arch National Park)
• Web: https://www.gatewayarch.com/

The Gateway Arch is one of the most famous landmarks along Route 66 in Missouri. Located in St. Louis, this shining stainless steel monument stands 630 feet tall, making it the tallest monument in the United States.

Built between 1963 and 1965, the arch was designed to honor America’s westward expansion and the city’s role as the “Gateway to the West.” Visitors can ride a unique tram inside the arch to reach the top, where they can enjoy amazing views of the city and the Mississippi River.

At the base, there is also a museum that shares stories about early explorers and life in the 1800s. Overall, the Gateway Arch is an exciting and meaningful spectacle that combines history, design, and unforgettable views.

Meramec Caverns

Meramec Caverns - famous and exciting stops along Route 66

• Location: 1135 Hwy W, Sullivan, MO 63080
• Website: https://www.americascave.com/

Meramec Caverns is one of the most famous and exciting stops along Route 66 in Missouri. It’s a huge system of limestone caves near Stanton that formed over millions of years and stretches about 4.6 miles underground. Guides lead visitors through amazing natural formations like stalactites, stalagmites, and wide underground chambers that feel like a hidden world below the Ozarks.

Opened to the public in the 1930s, the caverns became a classic roadside destination advertised with bright signs seen for miles, making it a memorable part of the Mother Road experience. Many people say there’s even a legend that outlaw Jesse James once used the caves as a hideout, which adds to the fun history.

Today, guided tours and spectacular views of nature’s underground art make Meramec Caverns a must‑see attraction for travelers exploring historic Route 66.

🟡 Kansas: Short but Memorable

Kansas only has a small section of Route 66, but it still feels special.

This section is very short—about 13 miles—but it’s peaceful and easy to ride.

It’s a good place to slow down, take photos, and enjoy a quick break before heading into Oklahoma.

Rainbow Bridge

Rainbow Bridge - a unique and historic sight on Route 66 in Kansas

• Location: Rainbow Bridge, SE Beasley Rd, Baxter Springs, KS 66713

The Rainbow Bridge is a unique and historic sight on Route 66 in Kansas near Baxter Springs. Built in 1923, this old concrete arch bridge was part of the original Mother Road and carried travelers over Brush Creek for decades.

It’s also called the Brush Creek Bridge and is the only remaining “Marsh arch” bridge of its kind along the former highway. The graceful curved design and bright white color make it a favorite photo attraction for people driving the old Route 66.

In 1983 the bridge was added to the National Register of Historic Places because of its connection to Route 66 and Kansas history. Today visitors can walk or drive across the narrow span and enjoy a piece of America’s road‑trip past.

🔴 Oklahoma: Long Roads and Big Skies

Oklahoma has the longest stretch of Route 66, and you’ll really feel the distance here.

This is where things get more challenging mentally. The roads are long and straight, and it can feel repetitive.

Wind is also a factor. Strong crosswinds can push your bike slightly, which can get tiring over time.

Take breaks, stretch, and don’t try to rush through it.

Blue Whale of Catoosa

Blue Whale of Catoosa - fun and unique attractions along historic Route 66

• Location: 2600 OK-66, Catoosa, OK 74015
• Web: https://www.cityofcatoosa.org/page/blue-whale-of-catoosa/

The Blue Whale of Catoosa is one of the most fun and unique attractions along historic Route 66. Built in the early 1970s by Hugh Davis as a gift for his wife, this giant blue whale quickly became a popular place for families to swim, picnic, and relax.

Today, it stands as a classic piece of Route 66 history and a must-see roadside attraction. Even though swimming is no longer allowed, visitors can still walk around, take photos, and enjoy the peaceful park. The whale’s bright color and playful design make it a perfect photo attraction and a symbol of the fun, quirky spirit that makes Route 66 so special.

Route 66 Museum

Route 66 Museum

• Location: 2229 W Gary Blvd, Clinton, OK 73601
• Website: https://www.okhistory.org/sites/route66

The Oklahoma Route 66 Museum is one of the best places to learn about the famous “Mother Road.” It is a popular destination for travelers journeying along Route 66. Located in Clinton, it was the first state-sponsored Route 66 museum in the United States and opened in 1995.

Inside, the museum takes visitors on a journey through time, showing how Route 66 developed from early dirt roads to a busy highway. You can see vintage cars, old signs, and real artifacts from different decades. There are also fun displays like a 1950s diner scene and exhibits about the Dust Bowl and classic road trips.

Overall, this museum is both fun and educational. It helps visitors understand the people, culture, and history that made Route 66 such an important part of American travel.

🟠 Texas: Open Land and Strong Winds

The Texas Panhandle is wide, open, and exposed. You’ll see big skies and long roads that seem to go on forever.

Cadillac Ranch

Cadillac Ranch - famous and unusual sights along Route 66

• Location: 12821 I-40, Amarillo, TX 79124
• Web: https://www.visitamarillo.com/listing/cadillac-ranch/625/

Cadillac Ranch is one of the most famous and unusual sights along Route 66 in Texas. Located near Amarillo, this unique roadside attraction features ten old Cadillac cars buried nose-down in the ground. It was created in 1974 by a group of artists called Ant Farm as a piece of public art.

The cars are lined up in a row and show how Cadillac designs changed over time, especially the tail fins from 1949 to the early 1960s. What makes it even more fun is that visitors are allowed to spray paint the cars, so the artwork is always changing with bright colors and graffiti.

Today, Cadillac Ranch is a must-see attraction for travelers, offering a creative and playful symbol of Route 66’s unique spirit.

MidPoint Cafe

MidPoint Cafe

• Location: 301 I-40, Adrian, TX 79001

The MidPoint Café is one of the most iconic points of interest along Route 66 in Texas. Built in 1928, this classic roadside diner sits in the small town of Adrian, exactly halfway between Chicago and Los Angeles—about 1,139 miles to each end.

Because of its unique location, the café proudly uses the slogan, “When you’re here, you’re halfway there.” Inside, visitors can enjoy simple, home-style meals like burgers, breakfast, and its famous homemade pies.

Over the years, the MidPoint Café has become a favorite attraction for travelers from around the world. With its vintage look and friendly atmosphere, it perfectly captures the spirit of a classic Route 66 road trip.

🟣 New Mexico: Culture and Changing Elevation

New Mexico brings a different feel to the trip. The landscape changes, and the culture becomes more visible.

You’ll notice the elevation changes here. Temperatures can drop, especially in the morning or evening.

The roads are generally smooth and enjoyable, and the scenery starts to become more interesting.

It’s a great place to slow down and take in the surroundings.

Santa Fe Plaza

Santa Fe Plaza - most important and historic landmarks along Route 66

• Location: 63 Lincoln Ave, Santa Fe, NM 87501

Santa Fe Plaza is one of the most important and historic landmarks along Route 66 in New Mexico. Located in the heart of Santa Fe, this central square has been the city’s main gathering place since the early 1600s.

Surrounded by adobe-style buildings, shops, and museums, the plaza reflects the rich mix of Spanish, Native American, and Mexican cultures. Visitors can relax under shady trees, walk along stone paths, and explore nearby landmarks like the Palace of the Governors.

The plaza is also a lively place for events, including markets, festivals, and live music throughout the year.

Overall, Santa Fe Plaza is a beautiful and historic landmark where travelers can experience the culture, history, and unique atmosphere of the American Southwest.

Blue Hole

Blue Hole

• Location: Santa Rosa, NM 88435
• Website: https://www.santarosabluehole.com/

The Blue Hole is one of the most surprising and beautiful wonders along Route 66. Located in the desert town of Santa Rosa, this natural pool looks like a bright blue gem surrounded by dry land.

The Blue Hole is a deep, round sinkhole filled with crystal-clear water that stays about 62°F all year. It is over 80 feet deep and constantly refilled by an underground spring, which keeps the water clean and clear.

Travelers love stopping here to swim, relax, or even try scuba diving. In fact, it’s one of the most popular inland diving spots in the United States.

With its cool water and unique look, the Blue Hole offers a refreshing and unforgettable break during a Route 66 road trip.

🟤 Arizona: The Best Riding Section ⭐

For many riders, Arizona is the highlight of Route 66.

This is where the ride becomes exciting. You’ll find:

• Curvy roads
• Elevation changes
• Amazing desert views

The section near Oatman is especially fun, with twisty roads that feel great on a motorcycle.

Take your time here—this is the part you’ll remember most.

Petrified Forest National Park

Petrified Forest National Park

• Location: Petrified Forest National Park, AZ 86028
• Web: https://www.nps.gov/pefo/

Petrified Forest National Park is one of the most unique and colorful landscapes along Route 66. Located in eastern Arizona, this national park is famous for its ancient trees that turned into stone over 200 million years ago. These “petrified” logs are scattered across the desert and shine with beautiful colors like red, yellow, and purple.

The park is also home to the Painted Desert, where rolling hills display bright layers of color shaped by wind and time. Visitors can explore easy trails, scenic viewpoints, and even see ancient rock carvings made by early Native American cultures.

Overall, Petrified Forest National Park is a fascinating place where history, nature, and science come together, making it a must-see point of interest on any Route 66 road trip.

Wigwam Motel

Wigwam Motel

• Location: 811 W Hopi Dr, Holbrook, AZ 86025
• Web: https://sleepinawigwam.com/

The Wigwam Motel is one of the most unique and memorable places to stay along Route 66. Built in 1950, this historic motel is famous for its unusual design—each room is shaped like a large concrete wigwam (or teepee), giving it a fun and eye-catching look.

There are about 15 wigwam-shaped rooms arranged in a small village, each with simple but comfortable features like beds and a private bathroom. Outside, you’ll often see vintage cars parked nearby, adding to the classic road trip feel.

The Wigwam Motel is one of the last remaining examples of this type of roadside architecture from the 1930s–1950s. Today, it remains a popular attraction where travelers can spend the night and experience the fun, nostalgic spirit of Route 66.

Oatman

Oatman

• Location: Historic Rte 66, Oatman, AZ 86433
• Website: https://www.visitarizona.com/places/cities/oatman

Oatman is one of the most unique and fun sights along Route 66 in Arizona. It started as a gold mining town in the early 1900s and quickly grew during the gold rush. After the mines closed, the town became nearly abandoned, but Route 66 helped bring it back to life as a tourist attraction.

Today, Oatman feels like a real Old West town, with wooden sidewalks, small shops, and staged gunfight shows on the main street. One of its most famous features is the wild burros (donkeys) that roam freely through town. These animals are descendants of the pack animals once used by miners.

Visitors love taking photos, feeding the burros, and enjoying the lively Western atmosphere. Overall, Oatman offers a fun and memorable step back in time along Route 66.

⚫ California: Heat, Desert, and the Finish Line

California is the final stretch. It starts with the desert and ends at the ocean.

The desert can be very hot, especially in the afternoon. Plan your ride early in the day if possible.

As you get closer to Los Angeles, traffic increases. Stay alert and be patient.

Reaching the ocean feels like a real achievement. It’s the perfect way to end the trip.

Elmer's Bottle Tree Ranch

Elmer's bottle tree ranch - creative and unusual highlights along Route 66 in California

• Location: 24266 National Trails Hwy, Oro Grande, CA 92368

Elmer's Bottle Tree Ranch is one of the most creative and unusual highlights along Route 66 in California. Located in the Mojave Desert, this outdoor art site was created in 2000 by artist Elmer Long.

The ranch is filled with hundreds of “bottle trees,” which are metal poles covered with colorful glass bottles. When sunlight shines through them, the bottles glow and sparkle, creating a beautiful and almost magical scene.

Visitors can walk freely around the area and explore other unique items, like old signs, tools, and recycled objects turned into art.

Today, the Bottle Tree Ranch is a popular photo stop and a great example of Route 66’s creative spirit, offering travelers a fun and unforgettable desert experience.

Santa Monica Pier

Santa Monica Pier - most famous and exciting attractions at the end of Route 66

• Location: 200 Santa Monica Pier, Santa Monica, CA 90401
• Website: https://www.santamonicapier.org/

The Santa Monica Pier is one of the most famous and exciting attractions at the end of Route 66. Stretching out into the Pacific Ocean, it marks the symbolic “End of the Trail” for travelers finishing their journey across the country.

First opened in 1909, the pier started as a simple structure but later became a popular place for fun and entertainment. Today, it features an amusement park called Pacific Park, with a bright Ferris wheel, rides, games, and street performers.

Visitors can walk along the wooden pier, enjoy ocean views, watch the sunset, or grab food at nearby shops and restaurants.

With its lively atmosphere and beautiful coastal setting, the Santa Monica Pier is a perfect and unforgettable ending to a classic Route 66 road trip.

🧭 Suggested 14-Day Route 66 Motorcycle Itinerary

Here’s a simple plan that works well:

• Days 1–2: Illinois
• Days 3–4: Missouri
• Day 5: Kansas + Oklahoma
• Days 6–7: Oklahoma
• Days 8–9: Texas
• Days 10–11: New Mexico
• Days 12–13: Arizona
• Day 14: California

This gives you a good balance of riding and stopping.

⚠️ Common Mistakes Riders Make

Skipping Fuel Planning

Always know where your next gas stop is.

Ignoring Weather

Conditions change fast across states.

Riding Too Long Without Breaks

Fatigue can affect your focus and safety.

Overpacking

Extra weight makes your bike harder to handle.

🌟 Hidden Gems Riders Love

Some of the best parts of Route 66 are not famous:

• Quiet small towns
• Old gas stations
• Local diners with great food

These places give you the real feel of the road.

❓ Frequently Asked Questions

Is Route 66 good for motorcycles?

Yes. It offers a mix of scenery, history, and long open roads that are great for riders.

How long does it take to ride Route 66?

Most riders take 10–14 days, but longer trips are more enjoyable.

What is the most scenic part?

Arizona is widely considered the best section.

Can you ride the original Route 66?

Most of it is still drivable, though some parts require detours.

🏁 Final Thoughts

Route 66 is not about speed. It’s about the experience.

You’ll ride through different landscapes, meet new people, and see parts of the country that feel frozen in time.

If you take your time, plan smart, and stay aware of the road, this trip can become one of your best riding memories.

And once you finish it, don’t be surprised if you start thinking about riding it again.

Rodney L

Rodney L is a technical writer and product consultant with over a decade of experience in the motor industry. Rodney is a fan of performance machines that run fast and loud and an expert in all things custom. His numerous articles and write-ups are available at our knowledge base. Whether it’s something wrong with your motorcycle or you are building a custom bike, you can trust Rodney’s experience.