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It’s official: The U.S. is entering a road trip renaissance. According to a recent study, 71 percent of Americans plan to drive on their next vacation, and nearly two-thirds say they won’t go more than five hours without stopping at a hotel.
To ring in the return of the road trip and, coincidentally, the 100th anniversary of Route 66, we’re breaking down five key stops from Chicago — just steps from the highway’s official Adams Street start sign — to Santa Monica, the western terminus of Route 66. Since all the listed hotels are Hilton properties, guests can rack up points — and perks — at each stop through the free-to-join Honors Program (more on this below). New members can join now to earn 3,000 Bonus Points on their first three stays.
American Road Trip: Best Hotels on Route 66
Chicago, Illinois: Hilton Chicago











