These three by by M. Cutmore provide a good deal of information on the history of watches as well as about their care and use.
How much is your watch worth? This book is the place to look. This is a very widely used price guide that also contains quite a bit of general information on vintage watches, watch terminology, history and more.
Practical Watch Repairing by Donald de Carle is a reprint of a classic instructional book on watchmaking. So of it is dated, some but most techniques are basically the same today.
Also by de Carle is Pratical Watch Adjusting.
For even more technical information, there's this one by master craftsman George Daniels.
This is not a definitive list, just a few I have seen. There are also many old and out of print books on watchmaking. Regularly checking used book stores and eBay will turn up a more.
Here are a few online resources:
- Clocks And Watches
- Illustrated Professional Dictionary of Horology
- Mike's Clock Clinic's hints and repair tips
- The Watch Guy
- The Metatechnical Cabinet