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01 Feb 2025Updated last time
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Route 66 1 week Road Trip Itinerary

Route 66 1 Week Road Trip Itinerary

Day 1: Chicago

Start your road trip in Chicago, the vibrant city known for its impressive architecture, rich history, and diverse cultural scene. Explore iconic landmarks such as the Cloud Gate and Willis Tower, and visit world-class museums like the Art Institute of Chicago.

Day 2: St. Louis

Drive to St. Louis and visit the iconic Gateway Arch, offering breathtaking views of the city. Immerse yourself in the lively nightlife and vibrant music scene of the historic Soulard neighborhood. Don't forget to check out the City Museum, an interactive museum built within an old shoe factory.

Day 3: Tulsa

Continue your journey to Tulsa, a hidden gem with a thriving arts and culture scene. Explore the stunning architecture of the Philbrook Museum of Art and take a stroll along the scenic River Parks. Don't miss the opportunity to try some delicious barbecue at one of Tulsa's famous barbecue joints.

Day 4: Oklahoma City

Head to Oklahoma City and explore the Bricktown District, known for its lively entertainment and canal-side atmosphere. Visit the National Cowboy & Western Heritage Museum to learn about the rich history of the American West. Catch a Thunder basketball game or immerse yourself in the vibrant art scene at the Oklahoma City Museum of Art.

Day 5: Amarillo

Drive to Amarillo, the gateway to the rugged landscapes of the Texas Panhandle. Visit the iconic Cadillac Ranch, where vintage Cadillacs are half-buried in the ground, creating a unique art installation. Explore Palo Duro Canyon State Park for scenic hiking and biking trails and indulge in delicious Texas-style steak and barbecue.

Day 6: Santa Fe

Continue your journey to Santa Fe, a city renowned for its rich Native American and Spanish heritage. Explore the historic Plaza, filled with art galleries, boutique shops, and delicious New Mexican cuisine. Visit the Georgia O'Keeffe Museum and relax in the healing waters of the nearby hot springs at Ojo Caliente.

Day 7: Flagstaff - Las Vegas

Drive to Flagstaff and experience the charming city located in the mountains of Arizona. Enjoy beautiful hiking trails, cozy mountain vibes, and a thriving arts and culture scene. From Flagstaff, drive to Las Vegas, the entertainment capital of the world. Explore the famous Las Vegas Strip with its world-class casinos, luxurious hotels, and extravagant entertainment.

Day 8: Los Angeles

End your road trip in Los Angeles, the city that captures the essence of the glamorous entertainment industry. Visit iconic landmarks like the Hollywood Sign and Walk of Fame. Explore diverse neighborhoods, from trendy West Hollywood to beautiful Santa Monica beaches. Don't miss renowned museums like the Getty Center and indulge in the city's thriving food scene.

This 1-week road trip along Route 66 will take you through bustling cities, breathtaking landscapes, and iconic attractions, offering a memorable journey filled with history, culture, and natural beauty.


Recommended Activities

  • Chicago is a vibrant city known for its impressive architecture, rich history, and diverse cultural scene. From iconic landmarks like the Cloud Gate and Willis Tower to world-class museums like the Art Institute of Chicago, there is something for everyone. Don't miss the opportunity to explore Millennium Park, Navy Pier, and indulge in the city's famous deep-dish pizza.
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  • St. Louis is a city with a unique blend of history and entertainment. Visit the iconic Gateway Arch, which offers breathtaking views of the city. Explore the historic neighborhood of Soulard, known for its lively nightlife and vibrant music scene. Don't forget to check out the City Museum, an interactive museum built within an old shoe factory, offering a one-of-a-kind experience for all ages.
    Open Google Maps Button
  • Tulsa is a hidden gem with a thriving arts and culture scene. Discover the stunning architecture of the Philbrook Museum of Art, housed in a former villa surrounded by beautiful gardens. Take a stroll along the Arkansas River at the scenic River Parks, or immerse yourself in the local history at the Gilcrease Museum. Don't miss the chance to try some delicious barbecue at one of Tulsa's famous barbecue joints.
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  • Trip Point Pin4

    Oklahoma City

    Oklahoma City offers a mix of urban attractions and Western heritage. Explore the Bricktown District, known for its lively entertainment, restaurants, and canal-side atmosphere. Visit the National Cowboy & Western Heritage Museum to learn about the rich history of the American West. Don't miss the chance to catch a Thunder basketball game or experience the vibrant art scene at the Oklahoma City Museum of Art.
    Open Google Maps Button
  • Amarillo is a gateway to the rugged landscapes of the Texas Panhandle. Stop by the iconic Cadillac Ranch, where vintage Cadillacs are half-buried in the ground, creating a unique art installation. Explore Palo Duro Canyon State Park, the second-largest canyon in the United States, offering scenic hiking and biking trails. Don't forget to try the famous Texas-style steak and barbecue in Amarillo.
    Open Google Maps Button
  • Santa Fe is a city renowned for its rich Native American and Spanish heritage. Explore the historic Plaza, where you can find art galleries, boutique shops, and delicious New Mexican cuisine. Visit the Georgia O'Keeffe Museum to admire the works of the famous artist inspired by the landscapes of New Mexico. Don't miss the opportunity to soak in the healing waters of the nearby hot springs at Ojo Caliente or take a scenic drive to the breathtaking landscapes of the Bandelier National Monument.
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  • Flagstaff is a charming city located in the mountains of Arizona. It serves as a gateway to the stunning natural wonders of the region, including the Grand Canyon, Sedona's red rock formations, and the picturesque landscapes of Oak Creek Canyon. Flagstaff itself offers beautiful hiking trails, cozy mountain vibes, and a thriving arts and culture scene. It's the perfect place for outdoor enthusiasts and nature lovers.
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  • Las Vegas is known as the entertainment capital of the world. The famous Las Vegas Strip offers an abundance of world-class casinos, luxury hotels, and extravagant entertainment. From dazzling shows and musical performances to Michelin-starred restaurants and vibrant nightlife, there is never a dull moment in Las Vegas. Don't forget to explore beyond the Strip and discover the scenic beauty of nearby attractions like Red Rock Canyon and the Hoover Dam.
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  • Trip Point Pin9

    Los Angeles

    Los Angeles is a city that captures the essence of the glamorous entertainment industry. With its iconic landmarks like the Hollywood Sign and Walk of Fame, it's a must-visit destination for movie and music enthusiasts. Explore the diverse neighborhoods of LA, from the trendy streets of West Hollywood to the beautiful beaches of Santa Monica. Don't miss the chance to visit renowned museums like the Getty Center and indulge in the city's thriving food scene.
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Restaurants

  • SafeHouse

    A spy-themed restaurant in Chicago where you can enjoy delicious food and immersive espionage-themed entertainment. Look out for secret entrances and interactive missions.
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    The Fountain on Locust

    The Fountain on Locust

    An ice cream parlor and restaurant in St. Louis boasting a unique 1940s-inspired art deco ambiance. Indulge in handcrafted ice cream treats and enjoy the stunning decor.
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  • The Vault

    A restaurant in Tulsa located inside a former bank building and preserving the original bank vault. Experience fine dining in a historic and unique atmosphere.
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    The Pump Bar

    The Pump Bar

    An Oklahoma City restaurant housed in a former gasoline station, offering a quirky and retro setting. Enjoy comfort food, craft beers, and live music in this nostalgic spot.
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    The Big Texan Steak Ranch

    The Big Texan Steak Ranch

    A legendary establishment in Amarillo known for its massive 72-ounce steak challenge. Experience the Wild West atmosphere and enjoy hearty Texan cuisine.
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  • Cowgirl BBQ

    A quirky and colorful restaurant in Santa Fe, known for its delicious barbecue fare and lively atmosphere. Experience the Old West vibe and enjoy live music performances.
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    The Sugar Bowl

    The Sugar Bowl

    A nostalgic soda fountain in Flagstaff, serving up delicious ice cream treats and classic American diner food. Step back in time and enjoy the retro ambiance.
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    Heart Attack Grill

    Heart Attack Grill

    A Las Vegas restaurant known for its over-the-top theme and indulgent menu. Brace yourself for creatively named high-calorie dishes and a medically inspired dining experience.
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Hotels

  • The Robey

    A unique hotel in Chicago's vibrant Wicker Park neighborhood, offering stylish rooms and stunning views of the city skyline. Embrace the modern and artistic atmosphere of this architectural gem.
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    The Moonrise Hotel

    The Moonrise Hotel

    A quirky boutique hotel in St. Louis known for its lunar-themed decor and rooftop bar, providing panoramic views of the city. Immerse yourself in an otherworldly experience.
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    The Campbell Hotel

    The Campbell Hotel

    A boutique hotel in Tulsa housed in a historic building with elegant rooms and a speakeasy-style lounge. Step back in time and enjoy the luxurious ambiance of the roaring 1920s.
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    The Skirvin Hilton

    The Skirvin Hilton

    An iconic hotel in Oklahoma City with a fascinating history and elegant rooms. Experience timeless luxury and discover the stories of notable guests who have stayed here.
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    The Big Texan Motel

    The Big Texan Motel

    A themed motel in Amarillo, located adjacent to The Big Texan Steak Ranch. Enjoy comfortable and spacious rooms with a quirky Wild West vibe.
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    The Inn of the Five Graces

    The Inn of the Five Graces

    An enchanting hotel in Santa Fe, known for its luxurious suites adorned with handcrafted furnishings and intricate designs. Immerse yourself in the rich history and vibrant culture of the city.
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Local Events & Happenings

  • Event Icon

    FlowEz Mr. Billups Live at the Classic Q's

    FlowEz Mr. Billups Live at the Classic Q's

    The event will take place at Classic Q's in Pueblo.
    Map IconClassic Q's in Pueblo (131.17 mi)
    Calendar Icon7 Jul 2024
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  • Event Icon

    Sesame Street Live! Say Hello

    Sesame Street Live! Say Hello

    Elmo, Abby Cadabby, Cookie Monster, and their friends from Sesame Street are coming to your neighborhood to say hello! In Sesame Street Live! Say Hello, you can sing and dance with your favorite furry friends while enjoying fun surprises along the wa...
    Map IconUnited Wireless Arena in Dodge City (166.75 mi)
    Calendar Icon29 Jun 2024
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  • Event Icon

    Three Dog Night

    Three Dog Night

    The event will take place at Memorial Hall-CO in Pueblo.
    Map IconMemorial Hall-CO in Pueblo (132.84 mi)
    Calendar Icon13 Jul 2024
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    Ben Folds

    Ben Folds

    The event will take place at Memorial Hall-CO in Pueblo.
    Map IconMemorial Hall-CO in Pueblo (132.84 mi)
    Calendar Icon8 Aug 2024
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    Tracy Lawrence

    Tracy Lawrence

    The event will take place at Memorial Hall-CO in Pueblo.
    Map IconMemorial Hall-CO in Pueblo (132.84 mi)
    Calendar Icon27 Sep 2024
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  • Event Icon

    Nurse Blake

    Nurse Blake

    The event will take place at Memorial Hall-CO in Pueblo.
    Map IconMemorial Hall-CO in Pueblo (132.84 mi)
    Calendar Icon3 Nov 2024
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  • Event Icon

    The Wild Kratts Live!

    The Wild Kratts Live!

    The event will take place at Memorial Hall-CO in Pueblo.
    Map IconMemorial Hall-CO in Pueblo (132.84 mi)
    Calendar Icon14 Nov 2024
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Travel Gems from Reddit

  • Reddit Icon

    Much of Route 66 is boring! I haven't done all of it, but of the bits I have done, there's not really much of the old road traceable in Illinois or Missouri; Oklahoma has a su...

    Route 66 itinerary tips please?

    Much of Route 66 is boring! I haven't done all of it, but of the bits I have done, there's not really much of the old road traceable in Illinois or Missouri; Oklahoma has a su...

    /r/travel
  • Reddit Icon

    Having done this: Our route was Chicago-Sioux Falls-Mt Rushmore-Denver-Salt Lake City-Las Vegas-Las Angeles. Old 66 sent you through a lot of the Great Plains (cause it's easi...

    Any good ideas for a route 66 trip?

    Having done this: Our route was Chicago-Sioux Falls-Mt Rushmore-Denver-Salt Lake City-Las Vegas-Las Angeles. Old 66 sent you through a lot of the Great Plains (cause it's easi...

    /r/AskAnAmerican
  • Reddit Icon

    Get the EZ 66 Guide by Jerry Mcclanahan. Full stop. That is THE essential guide to 66. Remember, the trip IS the destination. Don't rush to get somewhere, enjoy 66 here and no...

    Driving Route 66 in April - recommendations and observations ...

    Get the EZ 66 Guide by Jerry Mcclanahan. Full stop. That is THE essential guide to 66. Remember, the trip IS the destination. Don't rush to get somewhere, enjoy 66 here and no...

    /r/route66
  • Reddit Icon

    ROUTE 66 STARTS (We will pick up a car here any tips on this would be appreciated as well!) Nine: Chicago Springfield Ten: Springfield St Louis Eleven: St Louis Lebanon Tw...

    Proposed Itinerary for Route 66: July 2024

    ROUTE 66 STARTS (We will pick up a car here any tips on this would be appreciated as well!) Nine: Chicago Springfield Ten: Springfield St Louis Eleven: St Louis Lebanon Tw...

    /r/route66
  • Reddit Icon

    Route 66 road trip . Within the next 2 years I am planning a road trip from Michigan to Chicago then down to California taking Route 66. This is my first big road trip I plan ...

    Route 66 road trip

    Route 66 road trip . Within the next 2 years I am planning a road trip from Michigan to Chicago then down to California taking Route 66. This is my first big road trip I plan ...

    /r/roadtrip
  • Reddit Icon

    All about former U.S. Route 66 a.k.a Will Rogers Highway running through Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona & California. ... ADMIN MOD Taking a ...

    Taking a road trip down 66 looking for suggestions on things ...

    All about former U.S. Route 66 a.k.a Will Rogers Highway running through Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona & California. ... ADMIN MOD Taking a ...

    /r/route66
  • Reddit Icon

    Planning to do an epic Route 66 soon and I will need some insights and suggestions. How many days or weeks did it take for yall to finish the whole

    Route 66 Road Trip

    Planning to do an epic Route 66 soon and I will need some insights and suggestions. How many days or weeks did it take for yall to finish the whole

    /r/route66

Music for Your Journey

  • Music Icon

    Eagles - Take It Easy - 2013 Remaster

    Eagles - Take It Easy - 2013 Remaster

    A classic road trip anthem that embodies the spirit of adventure and the freedom of the open road.
    Listen on Spotify
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  • Music Icon

    Jack Harlow - Route 66 (feat. EST Gee)

    Jack Harlow - Route 66 (feat. EST Gee)

    An iconic song that pays homage to the historic Route 66, perfect for cruising along the highway.
    Listen on Spotify
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  • Music Icon

    Urban Knights - Sweet Home Chicago

    Urban Knights - Sweet Home Chicago

    A bluesy track that celebrates the city of Chicago and its musical heritage.
    Listen on Spotify
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  • Music Icon

    Marc Cohn - Walking in Memphis

    Marc Cohn - Walking in Memphis

    A soulful tune that captures the essence of Memphis, a city known for its rich musical history.
    Listen on Spotify
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  • Music Icon

    Herbie Hancock - St. Louis Blues

    Herbie Hancock - St. Louis Blues

    A jazz standard that reflects the vibrant music scene of St. Louis, a city with a deep musical heritage.
    Listen on Spotify
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  • Music Icon

    Don Williams - Tulsa Time

    Don Williams - Tulsa Time

    A foot-tapping country rock song that captures the laid-back charm of Tulsa and its musical roots.
    Listen on Spotify
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  • Music Icon

    Hank Thompson And His Brazos Valley Boys - Oklahoma Hills

    Hank Thompson And His Brazos Valley Boys - Oklahoma Hills

    A heartfelt country ballad that celebrates the beauty of Oklahoma and its natural landscapes.
    Listen on Spotify
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  • Music Icon

    George Strait - Amarillo By Morning

    George Strait - Amarillo By Morning

    A country classic that perfectly captures the spirit of the Texas Panhandle and the cowboy way of life.
    Listen on Spotify
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  • Music Icon

    Jeremy Jordan - Santa Fe

    Jeremy Jordan - Santa Fe

    A catchy rock tune that evokes the spirit of Santa Fe and its mix of Native American and Spanish influences.
    Listen on Spotify
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  • Music Icon

    The Mamas & The Papas - California Dreamin' - Single Version

    The Mamas & The Papas - California Dreamin' - Single Version

    A nostalgic song that embodies the allure and dreams of heading to Los Angeles, the land of sunshine and opportunities.
    Listen on Spotify
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