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San Fransisco to Chicago

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Am traveling to the U.S form Australia for 2 months, doing the east coast with friends. Then going west.
Going to be in San fransisco for 3 days then driving wherever to eventually end up in Chicago. I have 2 weeks for this trip and would appreciate any suggestions.
Will be traveling alone for this part of the trip.
Am not the fittest person so camping and long walks definetly out.

Thanking you in advance.


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