14 Best Road Trips in the U.S.

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12. Road Trip On Route 66: Chicago to Los Angeles

Route 66, Los angelos, Chicago

The whole route 66 takes you on a real American 2000-mile road trip of adventurous discoveries! And with a lot of whisky on the way–but don’t drink and drive!

If you’re starting in Chicago to end up in L.A., look out for the premier craft distilleries in the country, such as Still Distilleries in St. Louis, Few Spirits in Chicago and Red Fork Distillery in Tulsa. You may want to have a designated driver!

11. Northern California Literary Road Trip: Big Sur to Mono County

Big sur road trip

Yes! This is the trip for book lovers, writers, and thinkers or lovers of writers and thinkers. View some of the pivotal places that shaped America’s authors, like Maya Angelou, Jack Kerouac and Amy Tan.

Go through the literary landmarks in Caffe Trieste, a meeting place for the greats like Allan Ginsberg, Jack Kerouac and Allan Watts. If you live in the bay area, this road trip is ideal for you, as you’ll be close to home.