Page in development. While work is in progress, please accept these as just a few of my recommendations for the time being, all of which are fantastic pieces of work:
Triumph of the Moon, Ronald Hutton: This is the definitive work that forced a lot of Wiccans to come to more realistic terms with their history. If I can only recommend one book on Wicca, or even more specifically "Wiccan history", then this is it...bar none.
Modern Wicca, Michael Howard: Another interesting history of the early devlopment of the Craft, Modern Wicca: A History from Gerald Gardner to the Present is quite an interesting read and carries few of the political biases that dominate the majority of treatments of Wiccan history. A fine compliment to Triumph of the Moon from an insiders view.
The Myth of Matriarchal Prehistory, Cynthia Eller: Like the work of Professor Hutton, this book addresses the traditional delusions espoused by far too many goddess fanatics. If there is a book that should follow Triumph of the Moon, then this is likely it. But then again, the next selection is equally as deserving...
Goddess Unmasked, Phillip G. Davis: Another fantastic reality check for the goddess worshippers with no regard for real history, or reality, for that matter. If you know (or think you know) anything about the subject (of matriarchal prehistory), don't walk, run to get this one. Tell 'em Obama sent you.
The Vision of the Anointed, Thomas Sowell: Just get it, or anything by Thomas Sowell for that matter.
Liberal Fascism, Jonah Goldberg: Fantastic work that shows unquestionably the ties between modern liberalism and both Nazi Fascism and Socialism in general. If you want to get an understanding of how the left developed from its roots in these corrupt political systems, this is it. If you want to understand the mindset of many of the liberal leaders today, I point you to the previous recommendation by T. Sowell.
As mentioned, this is a work in progress. I hope to revise and expand as time permits.