You Could Win $20,000 to Drive the Most Legendary Road in the U.S.—Here’s What You Need to Know #Travel There is a catch, though: you need to bring a grandparent.

There is a catch, though: you need to bring a grandparent.<div class="media_block"><a href="https://www.travelandleisure.com/thmb/FQ9tBNQjpo5pmmqZ9TMSuj0vJ6g=/filters:no_upscale():max_bytes(150000):strip_icc():format(jpeg)/TAL-route-66-FREERT66RT0426-48df2558456442bb9fd3a1bddc1146c3.jpg"><img src="https://www.travelandleisure.com/thmb/FQ9tBNQjpo5pmmqZ9TMSuj0vJ6g=/filters:no_upscale():max_bytes(150000):strip_icc():format(jpeg)/TAL-route-66-FREERT66RT0426-48df2558456442bb9fd3a1bddc1146c3.jpg" class="media_thumbnail"></a></div>