12 Best Attractions on Route 66 | Red Roof

12 Best Attractions on Route 66

Route 66 souvenir shop with neon signs reading Cosmic Curios and Souvenirs

A Route 66 road trip is packed with stops that make you want to pull over and stay awhile. From classic photo ops to roadside icons and local landmarks, these are the Route 66 attractions that stand out the most along the journey.

This list follows the route from Chicago to California, so you can use it as a loose Route 66 attractions map or simply pick a few favorites to add to your drive.

Route 66 Begin sign on a city street with buildings and signage in the background

Route 66 Begin Sign (Chicago, Illinois)

Every road trip needs a starting moment, and this is it. The Route 66 Begin Sign in Chicago is where travelers line up for that first photo before heading out. It is quick, simple, and a fun way to mark the beginning of your trip.

Tall green astronaut statue standing next to a classic car and an American flag

Gemini Giant (Wilmington, Illinois)

This towering astronaut statue is one of the most recognizable historic attractions along Route 66. You will spot it from the road, and it is worth pulling over for a few photos. It has that classic roadside charm that makes Route 66 feel special.

Drive-in restaurant exterior with a lit neon sign at dusk

Cozy Dog Drive-In (Springfield, Illinois)

This casual diner is known as the birthplace of the corn dog. Step inside and it feels like nothing has changed in decades. Order a Cozy Dog, grab a seat, and enjoy one of the most iconic Illinois attractions on Route 66.

Gateway Arch silhouetted at night with city lights reflected in water

Gateway Arch (St. Louis, Missouri)

The Gateway Arch is hard to miss and even harder to forget once you see it in person. It stands high above the city and makes for a great stop to stretch your legs and take in the view.

Vintage Route 66 motel signs with Phillips 66 logo and neon lettering

Chain of Rocks Bridge (Missouri/Illinois Border)

This old bridge gives you the chance to walk across the Mississippi River. Halfway through, you will notice the bend in the structure, which makes the experience even more memorable. It is a peaceful stop with great views.

Giant illuminated soda bottle sculpture glowing with colorful lights at night

Pops 66 Soda Ranch (Arcadia, Oklahoma)

You will see the giant soda bottle from a distance, especially once it lights up in the evening. Inside, there are hundreds of soda options lined up wall to wall. It is a fun stop where you can try something new and take a break from the drive.

Small brick building with an oversized milk bottle mounted on the roof

Milk Bottle Building (Oklahoma City, Oklahoma)

This small building with a full-sized milk bottle on top is one of those quick stops that sticks with you. It takes just a few minutes to see, but it is a perfect example of the charm found in the Route 66 attractions Oklahoma is known for.

Row of spray-painted cars buried nose-first in the ground in an open field

Cadillac Ranch (Amarillo, Texas)

Cadillac Ranch is one of the most famous Route 66 Texas attractions. A row of classic cars is buried nose-first into the ground, covered in layers of spray paint. Bring your own paint and leave your mark before heading out.

Cowboy figure sign reading The Big Texan Steak Ranch against a cloudy sky

Big Texan Steak Ranch (Amarillo, Texas)

After exploring Cadillac Ranch, this is a great place to stop for a meal. The setting is lively, the portions are big, and it is a place where you can sit down, relax, and enjoy the moment.

Neon Route 66 sign glowing at night over a road with car headlights in the distance

Route 66 Neon Drive-Thru Sign (Albuquerque, New Mexico)

This stop is best seen later in the day. As the lights turn on, the sign glows against the sky and creates that classic road trip photo you will want to capture.

Desert landscape with red rock formations, scrub vegetation, and a clear sky

Historic Downtown Gallup (Gallup, New Mexico)

Gallup offers a slower, more relaxed stop along the route. Walk through downtown, check out local shops, and take in the character of the area. It is one of the more meaningful Route 66 attractions in New Mexico.

Small museum building with signage on a clear day

Route 66 Museum (Needles, California)

As you reach California, this museum gives you a chance to look back on the journey. The exhibits share stories from travelers and point out how the road has changed over time.

Nearby, you will also find El Garces Historic Depot and the Colorado River crossing, both worth a quick stop before wrapping up your trip. This area is also home to Red Roof Inn Needles, located right on Route 66, making it easy to explore these final stops.

Santa Monica Route 66 End of the Trail sign with a seagull perched on top

Mapping Out Your Route 66 Attractions

There are plenty of Route 66 attractions by state, and no two trips look exactly the same. Some travelers plan every stop, while others leave room to explore along the way.

Using a Route 66 attractions map can help you organize your route, especially if you want to focus on specific areas, like Route 66 attractions in Missouri or those in Oklahoma that are known for. No matter how you plan it, these stops give you a solid starting point for building your own road trip.

With Red Roof along the way, you will always have a comfortable place to recharge before heading out to your next destination. Book a room at one of our affordable, pet-friendly hotels.