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2023-09-24
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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.

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Recommended Explorations

  • 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.
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  • 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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    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.
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  • 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.
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  • 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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    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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Local Events & Happenings


Music for Your Journey


    Tasty Picks


    Stay Recommendations

    • 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

      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

      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

      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

      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

      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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