Like some others mentioned, you didn't say what you were doing, just standing around vs walking a ton. What did you not like about the Reeboks or the Costco shoes?
Regardless, I think that shoe selection is a pretty personal process, what's comfortable for one foot may not be comfortable for another.
I agree that it's definitely worth spending more on a good pair of comfortable shoes that should last a long time. For me, finding a shoe that's available in wide sizes help. Then, you can try out different higher end insoles. Go to a shoe or outdoor outfitter that might have some insoles to try out. I tried a bunch of Superfeet insoles that didn't fit me well and ended up with some Spenco branded insoles that feel great. They're not too expensive at $10-20 each, but more than the cheap dr. scholls stuff.
I also like to wear wool socks. Costco had a fairly inexpensive pack of wool sock for hiking, they were a little thicker but kept my feet happier. The wool wasn't too hot at all, it actually helped wick away moisture. I'll NEVER go back to cotton socks.
My GF is a nurse and really likes Danskos, although I think the clog style is harder for a guy to pull off.
The key for me was good socks and finding shoes that don't have too much arch and either run wide, or are available in wide sizes. For me, I've found that combination of certain styles of many different brands, Born, Merrell, Timberlands, Clarks, etc.