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The Old Route 66
★ Our pick

The Old Route 66

schedule17 daysplan for pin_drop10stops directions_car~3,430 kmon the road flight_landChicago (ORD)fly into

This trip along the Old Route 66 is perfect for those who love a mix of city life and nature. Starting in Chicago, you’ll enjoy the energy of the city before heading to Saint Louis, where you can visit the Gateway Arch. The rhythm of the journey is relaxed, with two nights in each city, allowing you to explore at your own pace.

As you drive through Springfield and on to Oklahoma City, you’ll see the landscape change, with wide-open spaces and the charm of small towns. The stops in Amarillo and Albuquerque offer a taste of the Southwest, while Flagstaff and Kingman let you experience the beauty of the desert. Finally, you’ll end in Los Angeles, where you can unwind after your adventure. This route is great for anyone who enjoys a leisurely drive with plenty of opportunities to explore both urban and natural settings.

Chicago
Day 1–3

Chicago

2 nights · Travel guide

You step out into the vibrant streets of Chicago, the city buzzing with life. The Shedd Aquarium beckons with its aquatic wonders, while the Lincoln Park Zoo offers a glimpse of wildlife amidst the urban landscape. Excitement fills the air as you prepare for the adventures ahead.

Explore Millennium Park and visit the Art Institute of Chicago.
Stroll along Navy Pier and enjoy the lakeside views.
Things to do
Nearby: Millennium Park · The Art Institute of Chicago · Navy Pier
Saint Louis, Missouri
Day 3–5

Saint Louis

2 nights · Travel guide

As you drive towards Saint Louis, the landscape shifts, revealing the charm of small towns and the open road. The Abraham Lincoln Presidential Library catches your eye, a nod to history along the way. Upon arrival, the City Museum looms large, a whimsical playground that promises a day of exploration.

Visit the Gateway Arch and explore the nearby museum.
Relax in Forest Park and wander through the Botanical Garden., Wilson's Creek National Battlefield (on the way to Springfield)
Things to do
Nearby: Gateway Arch · Forest Park · Missouri Botanical Garden · Wilson's Creek National Battlefield
Springfield, Missouri
Day 5–7

Springfield

2 nights · Travel guide

Leaving Saint Louis, the road unfurls before you, flanked by lush greenery and historic sites. The Runge Conservation Nature Center offers a moment of tranquility, a reminder of nature's beauty. Springfield welcomes you with its quirky attractions, including the Pythian Castle.

Take a tour of Fantastic Caverns and explore the car museum.
Visit the Dickerson Park Zoo for a relaxing afternoon.
Things to do
Nearby: Fantastic Caverns · Route 66 Car Museum · Dickerson Park Zoo
Oklahoma City, Oklahoma
Day 7–8

Oklahoma City

1 night · Travel guide

The journey to Oklahoma City is marked by wide-open spaces and the promise of new experiences. You pass the Botanical Garden of the Ozarks, a splash of color against the horizon. Arriving in the city, the Science Museum Oklahoma stands ready to ignite your curiosity.

Stroll through Myriad Botanical Gardens and visit the memorial.
Things to do
Nearby: Myriad Botanical Gardens · Oklahoma City National Memorial · Bricktown
Amarillo, Texas
Day 8–9

Amarillo

1 night · Travel guide

As you drive from Oklahoma City, the landscape begins to change, hinting at the Texas plains ahead. The Washita Battlefield National Historic Site serves as a poignant reminder of history. Amarillo greets you with the allure of Wonderland Amusement Park, a place where joy awaits.

Visit Cadillac Ranch and hike in Palo Duro Canyon.
Things to do
Nearby: Cadillac Ranch · Palo Duro Canyon State Park · Route 66 Historic District
Albuquerque
Day 9–10

Albuquerque

1 night · Travel guide

The road stretches on towards Albuquerque, with the desert scenery unfolding in shades of gold and red. You can almost feel the vibrant culture of New Mexico in the air. The ABQ BioPark Zoo welcomes you, a perfect introduction to the city's unique charm.

Ride the Sandia Peak Tramway and explore Old Town.
Things to do
Nearby: Sandia Peak Tramway · Old Town Albuquerque · Petroglyph National Monument
Flagstaff, Arizona
Day 10–12

Flagstaff

2 nights · Travel guide

Leaving Albuquerque, the terrain transforms into a stunning display of natural beauty, with the Petrified Forest National Park on the horizon. The air feels different here, crisp and invigorating. Flagstaff's Lowell Observatory promises a night of stargazing and wonder.

Explore Walnut Canyon and visit Lowell Observatory.
Wander through Downtown Flagstaff and enjoy local cuisine.
Things to do
Nearby: Walnut Canyon National Monument · Lowell Observatory · Downtown Flagstaff
Kingman, Arizona
Day 12–13

Kingman

1 night · Travel guide

The drive to Kingman is dotted with remnants of Route 66 nostalgia, a journey through time. Hualapai Mountain Park looms in the distance, inviting you to explore its rugged beauty. Kingman offers a cozy stop, with the Route 66 Museum ready to share its stories.

Visit the Route 66 Museum and explore Hualapai Mountain Park.
Things to do
Nearby: Route 66 Museum · Hualapai Mountain Park · Locomotive Park
Barstow, California
Day 13–14

Barstow

1 night · Travel guide

As you make your way to Barstow, the Mojave National Preserve stretches out, a vast expanse of desert beauty. The skyline of Barstow comes into view, hinting at the adventures that await. The Mojave River Valley Museum invites you to delve into the region's rich history.

Explore the Route 66 Museum and visit Calico Ghost Town.
Things to do
Nearby: Route 66 Museum · Calico Ghost Town · Barstow Outlet Center
Los Angeles
Day 14–17

Los Angeles

3 nights · Travel guide

The final leg of your journey leads you to Los Angeles, where the city sprawls beneath the golden sun. The Juan Bautista de Anza National Historic Trail whispers tales of the past as you approach. Griffith Park awaits, a sprawling oasis in the heart of the bustling metropolis.

Visit Griffith Observatory and explore Hollywood Walk of Fame.
Relax at Santa Monica Pier and enjoy the beach.
Discover art at The Getty Center and stroll the gardens.
Things to do
Nearby: Griffith Observatory · Hollywood Walk of Fame · Santa Monica Pier · The Getty Center
Make this trip yours →

from ~$2,700 p.p. · a rough estimate for flights and stays; you pick the real ones

The Kiomigo promise

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Change any stop, any stay, any day. Even mid-trip. Only your flights are fixed.

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No group bus. No fixed program. Stay longer where it is good, skip what is not.

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17 days · 10 stops from ~$2,700 p.p. Make it yours →