This is by no means a definitive list.
I have not read all of these books, so discretion is advised.
Beauty In Word: Rethinking the Foundations of Education by Stratford Caldecott
The Case for Classical Christian Education by Douglas Wilson. This author is anti-Catholic, but he does have one chapter that I really like: "The Seven Laws of Learning." Read it from the library.
Christianity and Culture by T. S. Eliot
The Classics and the Man of Letters by T. S. Eliot
Climbing Parnassus: A New Apologia for Greek and Latin by Tracy Lee Simmons
*Designing Your Own Classical Curriculum by Laura M. Bequist
The Devil Knows Latin Why America Needs the Classical Tradition by E. Christian Kopff
The Great Tradition: Classic Readings on What it Means to be an Educated Human Being
by Richard Gamble. This is written by a Protestant so some chapters can clearly be skipped. But there are a few that are worthwhile reading. It includes C. S. Lewis, Dorothy Sayers, and Christopher Dawson.
The Intellectual Life:Its Spirit, Conditions, Methods by A. G. Sertillanges
The Latin Centered Curriculum: A Home Educators Guide to Classical Education by Andrew A Campbell
Leisure: The Basis of Culture by Josef Pieper
Norms and Nobility: A Treatise on Education by David V. Hicks
Simply Classical: A Beautiful Education for Any Child by Cheryl Swope
Socratic Logic: A Logic Text Using Socratic Method, Platonic Questions and Aristotelian Principles
by Peter Kreeft
A Thomas Jefferson Education: Teaching a Generation of Leaders for the Twenty-First Century by Oliver DeMille
The Trivium: The Liberal Artos of Logic, Grammar and Rhetoric by Sister Miriam Joseph
Who Killed Homer? The Demise of Classical Education and the Recovery of Greek Wisdom by Victor Davis Hanson
Well Trained Mind by Susan Wise Bauer. I hesitate to include this book on the list because I don't think the program is realistic and some of the books used are anti-Catholic. But it has contributed to a resurgence of interest in classical education.
North and South by Elizabeth Gaskell
Although it is a work of fiction throughout the book the topic of a classical education or what is a good education is touched on again and again.
Why Classical Education? Essay on education at Escondido Tutorial Service.
The Lost Tools of Learning by Dorothy Sayers
Classical Christian Homeschooling More essays on classical education.
* Mother of Divine Grace School
There are also some excellent essays on classical education.
Classically Catholic Memory
Connecting With History