Still one of the best popular physics and cosmology books in print. The illustrated version is amazing and Hawking's own sense of wonder makes Brief History an exciting read. Some aspects, especially the sections on String Theory show their age a little. But then again, the field is changing so quickly you can hardly blame the author. Hawking reminds me so much of Brian Greene. He's able to put complicated mathematical structures into easy to comprehend visuals. It's certainly a talent, and finding analogies to simplify things like multi-dimensional space is no easy thing to do.
Almost a decade after I first read this book, I still find the parts on time and the no boundary proposal confusing and mind bending. The point is, it's worth reading, and re-reading, and re-reading again.