I don't know anything about the Osprey other than its a fine brand. Rick Steves has some interesting looking items also but I've never actually seen his bags so can't comment. I often use his travel guides though.

I have an eBags similar to what you are looking at (mine is an older model with wheels). If its a city bag, I like wheels. Maybe I'm getting old. It's a well made bag and while I've only used it as a backpack once (streets weren't amenable to wheels) it wasn't uncomfortable for the mile or so I had to walk. It's not a hiking pack though; it's a city pack.