Reading this book has definitely inspired me to hit the road at one point in my life. Some of the places that were traveled really called my attention. Here are some of the places Sal and his friends visited:
Bear Mountain Bridge in New York
In “On the Road”, they cross the Bear Mountain which is in New York. It connects Rockland and Westchester across the Hudson River. It was once considered the longest suspension bridge. 
Omaha, Nebraska
One of the places mentioned in the book is Omaha. It is described as having lots of cowboys, cowboy boots, and ten-gallon hats. If you are interested in getting a taste of what Sal experienced while at Omaha, you can click on this link, which will show you recreations of bank robberies, train robberies, and cowboy characters.
Chicago, Illinois
Another big stop in the book is Chicago. Jazz was extremely popular at the time in this city. The characters in the book experienced this type of music when they arrived. Kerouac would be impressed if he saw this link below:
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