Highlights of Route 66 w/ Mother Road Festival
Get your kicks on Route 66 on a cross-country journey from Chicago to Los Angeles. Known as the “Main Street of America,” Route 66 passes through eight states and connects many of the towns, cities, and roadside landmarks that helped define American road travel. Travel along much of the original route, visiting Route 66 museums, classic roadside attractions, and communities that preserve the history of the Mother Road. Along the way, experience a signature event in Springfield, Illinois - attend the annual Mother Road Festival, where classic cars, trucks, motorcycles, live entertainment, and Route 66 celebrations fill the downtown streets. The journey also includes a detour to Grand Canyon National Park, where you'll experience one of the country's most spectacular natural landscapes, as well as time in Las Vegas to explore the city's famous resorts, entertainment, and attractions. Optional excursions include Hoover Dam and a rafting adventure through Black Canyon on the Colorado River. Complete your Route 66 adventure in Santa Monica at the historic "End of the Trail" sign before discovering some of Los Angeles' most famous sights, including Hollywood, Beverly Hills, and the Sunset Strip. From roadside Americana and historic landmarks to iconic cities and the Mother Road Festival, this journey celebrates one of America’s most legendary road trips.
Tour Itinerary
Welcome to Chicago, the start of Route 66! Your Tour Director is available from 3:00 p.m. – 6:00 p.m. to answer questions. Once settled into your hotel, perhaps start exploring the city with a stroll along the Chicago Riverwalk or browse the shops, restaurants, and attractions lining Michigan Avenue, better known as the Magnificent Mile.
Known as the “Windy City,” Chicago is known for its striking architecture, vibrant cultural scene, and rich history. This morning, enjoy a sightseeing tour featuring some of the city’s most recognizable landmarks, including the sign marking the beginning of historic Route 66. The afternoon is free to explore. Perhaps visit the 103rd-floor Skydeck of the Willis Tower (formerly the Sears Tower) for panoramic city views, admire masterpieces at the Art Institute of Chicago, or join an optional river cruise for a unique perspective on Chicago’s renowned architecture.
This morning, begin your Route 66 journey with a visit to the Route 66 Hall of Fame & Museum in Pontiac. Housed in a historic fire station, the museum features exhibits, photographs, maps, and memorabilia that tell the story of Route 66 and the people and places along the Mother Road. Continue to Springfield, the capital of Illinois, for the International Route 66 Mother Road Festival. Enjoy classic cars, vintage motorcycles, vendors, and specialty food stalls while live entertainment fills the streets with the sounds of R&B, Motown, rock, and pop favorites spanning the decades.
Cross the mighty Mississippi River and continue to St. Louis, known as the “Gateway to the West.” Your orientation tour introduces you to the city before a visit to Gateway Arch National Park. Ride to the top of the 630-foot-tall Gateway Arch for panoramic views of the city skyline and the Mississippi River below. Later, travel along a historic stretch of Route 66 and get the chance to sample Ted Drewes Frozen Custard, a Route 66 tradition since 1929! (B)
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