Route 66 Road Trip Trivia Challenge
From Chicago and Santa Monica to a famous travel song, St. Louis landmark, Dust Bowl literature, roadside motels, state mileage, and quirky attractions, this challenge follows the places and culture tied to Route 66.
Members earn rewards for every correct answer
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Trivia Study Guide ›
- Which state contains the longest drivable stretch of the old highway?
- Which Texas roadside attraction lines up old Cadillacs nose-first in the ground along Route 66?
- Which California city is commonly linked with the western end of the classic road trip?
- Which St. Louis landmark stands near the route’s path and symbolizes westward expansion?
- Which major Midwestern city is traditionally treated as the starting point for a westbound trip on the famous highway?
- Which motel chain style became famous for cone-shaped rooms along old roadside routes?
- Which song helped turn the highway into a pop-culture phrase with the line “Get your kicks”?
- Which Dust Bowl-era novel helped make the highway a symbol of migration toward California?
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