Route 66
Me and my buddy Chris deviated from the Hot Rod Power Tour Route in 2017 for a day and did a section of Route 66 in my '69 Dart in Illinois.
We had an increadible day.
We used these turn by turn maps (one map for each state) which were great to follow. It has turn by turn directions for either way you're travelling.
https://www.amazon.com/Here-Route-Ross-Jerry-McClanahan/dp/0983935904/ref=sr_1_1?crid=WXRIJ131H210&keywords=here+it+is+the+route+66+map+series&qid=1567039877&replacementKeywords=here+is+the+route+map+series&s=gateway&sprefix=Here+it+is+,aps,201&sr=8-1&vehicle=1966-1215-21308------------&vehicleName=1966+Gordon-Keeble+IT
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