One of my favorite cycling books is:
Wheels on Ice: Bicycling in Alaska 1898-1908
by Terrence Cole.
However, it is long out of print and seriously expensive if you can find it. I sent an email to the publisher asking for a new edition and another to Grant Peterson to see if he could help me get it reprinted. Sometimes parts of the book are on the internet.
The Agony and the Ecstasy: Stephen Roche's World of Cycling
by Stephen Roche
Great book about the life of professional bike racers including courtship, family life, etc. Also out of print but not as hard to find as Wheels on Ice. I used to have a signed first edition but my ex- sold it during our separation.
Not everyone's type of tea but try Spike Bike www.liegeradtouren.kontakt-mit-linsen.com/
I read it episode by episode on Usenet long before the World Wide Web.