Originally Posted by T O Double D
It sounds like you don't want to spend much, but for waterproof I'd get Gore Tex lined boots. I like Solomans. They're light weight and have soft foot bed. Some people prefer a harder foot bed, in which case I'd recomend Asolo. Both boots will be about $200, but you'll have for several years. Buy from REI and you get a great return policy in case they don't work out.
+1 for REI. If you are a member you can take them back after wearing them a year later, no box, no receipt, and they will take them back no questions asked. I bought a pair of Vasque waterproof hikers that are super comfortable for about $160.
Whats your budget?