This is one of those things that I believe other people's advice is pretty useless. Feet are so different that you just have to try things and see what works. Here's my opinion, for what it's worth:
I generally like shoes, not boots. Or at the very least, lightweight boots. I hate big, heavy leather boots. A pound on your feet is like a bunch on your back, said some dude once. I like waterproof usually so I can walk through 2-4" deep water without my socks getting wet. I have generally had great experience with Vasque shoes and boots, both in quality and durability, but they aren't perfect. I'm still sad they killed my favorite (Scree) by ditching the good stealth rubber for relatively crappy vibram, along with other bad changes to it. I've been walking around in a pair of Vasque Juxt lately that are pretty comfy and light and will make nice river hiking shoes someday (not waterproof).
I like some FiveTen shoes like the CampFour and Canyoneer for their specific uses and their super sticky stealth rubber.
Keens fit me well and work well, but they fall apart too fast.
North Face boots belong in a torture dungeon.
I rarely spend over $100 for shoes/boots. I try hard for discounts and buy them then even if I don't really need them. MSRP usually isn't more than $150 on anything I've bought.
I have wide feet.
Hope that helps.