I recommend Arnold Kling's Three Languages of Politics. College is (hopefully) a time of meeting a lot of smart people who disagree with you, sometimes correctly and sometimes not. Kling's book is a nice reframe of political disagreements that makes it easier to see opponents as wanting to preserve different goods rather than just wanting to destroy the good things you love.
In my review on my blog, I thought it was good introductory material for passing Ideological Turing Tests for different political mindsets. Plus, learning to get curious about opponents is a good skill to train for all the questions you'll encounter in college.
My sister (and about 2.5 million other people) are headed to college in the fall.
I gave her a copy of Cal Newport's How to Win at College as a graduation gift, but given that her life is about to change more than it has in any of the past 14 years, one book probably isn't enough.
What books do you think incoming/recently arrived college students should be reading? You can assign reading with any motivation you'd like, but I'm looking especially hard for books that meet the following criteria: