This episode of Christian Anarchy talks about some of the ways roads could be provided in a free society as well as a brief interpretation of Judges 9. The links below are related to some of the topics discussed in the episode.

Solar Roadway
Website of the people developing solar roadway panels. There are some cool videos if you scroll down a little.

“But Who Will Build the Roads?”
Francois Tremblay
A book on Amazon about said topic.

The Privatization of Roads and Highways: Human and Economic Factors
Walter Block
Another book.

Video of Walter Block Talking Road Privatization
This is the same person who wrote the 500 page book in the previous link on roads in a free society talking about the same subject in a 30 minute video. Perhaps this will be a little more palatable than such a lengthy read.

Pricing, Financing, and Ownership of Roads in a Free Society
Gabriel Roth
A free 6 page article.