4.7
Historical Attractions
Route 66
chicago, United States
Route 66 stretches over 2,400 miles from Chicago to Santa Monica, dotted with quirky attractions like the Cadillac Ranch in Texas or the Wigwam Motel in Arizona. It offers a nostalgic drive through mid-20th century Americana.
Best time to visit
Spring and Fall
Insider tip
Visit during the off-peak season to enjoy fewer crowds and a more authentic experience....
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