Route 66 turns 100 in 2026. For a century, the best of the Mother Road has been the part you didn’t plan — the roadside diner, the neon-lit stop, the local who sends you somewhere better. However you drive the 3,800 kilometers from Chicago to Santa Monica, the beautiful detours are where it happens.

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The Beautiful Detour: Great Bites – Route 66

The best way to see Route 66 is through its diners. For 100 years, the Mother Road between Chicago and Los Angeles has fed hungry drivers at family-run counters, and many of those kitchens still cook the same recipes today.

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American Originals: Road Trips – Route 66

The Beautiful Detour: Scenic Wonders – Route 66

The Beautiful Detour: Best Stays – Route 66

The Beautiful Detour: Roadside Attractions – Route 66

The Beautiful Detour: Great Bites – Route 66

The Iconic American Road Trip

Browse the map below to plan your trip to become part of the legendary tradition of the American road trip.

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Route 66 Road Trips

The First Leg of Route 66

  • Kick off your trip in Chicago, the starting point of Route 66, and take in the city aboard its famous architecture boat tour.

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  • Explore your first nostalgic small town along the route and stop by the colorful murals on Main Street.

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  • Stop by Illinois’ capital and explore the place where President Lincoln lived most of his life.

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  • Cross the Mississippi River and enjoy the skyline from the iconic Gateway Arch.

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OZARK LAKES & OKLAHOMA ART DECO: ST. LOUIS TO OKLAHOMA CITY

  • Walk or bike across the Old Chain of Rocks Bridge, a former Route 66 crossing famous for its 22-degree bend midway over the Mississippi River.

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  • Take a detour to Lake of the Ozarks, where more than 1,000 miles of shoreline are ready for boating, swimming, and lakeside dining.

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  • Visit Cyrus Avery Centennial Plaza, which honors the “Father of Route 66,” then explore downtown Tulsa’s Art Deco architecture.

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  • Spend an afternoon at the Oklahoma City Museum of Art, home to works by American and European artists and a stunning collection of Dale Chihuly glass.

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COWBOY COUNTRY & NEON NIGHTS: OKLAHOMA CITY TO SANTA FE

  • Get a taste of cowboy culture at the National Cowboy & Western Heritage Museum before heading west.

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  • Leave your mark with spray paint on the half-buried cars at Cadillac Ranch, one of the route’s most famous roadside attractions.

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  • Cruise past glowing neon signs and colorful murals, then spend the night at the vintage Blue Swallow Motel.

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  • Explore the oldest capital city in the U.S., known for its adobe architecture, world-class galleries, and spicy New Mexican cuisine.

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DESERT WONDERS & NATIVE HERITAGE: ALBUQUERQUE TO THE GRAND CANYON

  • Cruise neon-lit Central Avenue, Albuquerque’s stretch of Route 66, then ride the Sandia Peak Tramway for sweeping views of the city.

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  • Experience Native American culture where downtown murals and summer evening dances at Courthouse Square celebrate the region’s tribal heritage.

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  • See ancient petrified wood and the colorful Painted Desert in the only national park that preserves a section of Route 66.

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  • Take a detour north to the Grand Canyon’s South Rim and watch the sunset light up the canyon walls.

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OLD WEST TOWNS & PACIFIC SUNSETS: SELIGMAN TO SANTA MONICA

  • The “Birthplace of Historic Route 66” is full of vintage cars, quirky shops, and Delgadillo’s Snow Cap, with Grand Canyon Caverns just west of town.

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  • Learn the road’s history at the Arizona Route 66 Museum inside the historic Powerhouse Visitor Center.

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  • Stop at the restored Cool Springs Station on your way through the Black Mountains, then roll into this former gold-mining town, where wild burros roam the streets.

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  • Detour south to Palm Springs to browse the midcentury modern shops and galleries of the Uptown Design District.

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  • End your journey at Santa Monica Pier, where the “End of the Trail” sign marks the end of Route 66.

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Route 66: The Beautiful Detour

Scenic Wonders

Embark on a road trip that reaches some of the country’s most breathtaking natural wonders.

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Route 66: The beautiful detour

Great Bites

Discover some of the best classic and surprising places to eat on Route 66.

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Route 66: The beautiful detour

Roadside Attractions

Discover some unforgettable attractions along the legendary highway.

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Route 66: The Beautiful Detour

Best Stays

Retro motor courts, historic hotels and colorful boutique stays make every night on Route 66 part of the adventure.

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Plan Your Adventure

Find more ways to fuel your Route 66 imagination and discover other U.S. road trips.