IMO, the dial gauge-style is easier to use for airing down, if only because it fits more comfortably in the hand than a pen-style. They're also easier to read than those pop-up gauges. Arguably easier than digital as well, since you don't have to account for the (usually tiny) LCD being held at the wrong angle.
As opposed to the plastic ones you get from auto zone at the check out counter.
I currently use the pen style pop out gauge but I never really can tell if it accurate. As I'm putting air in and can see the tire inflate, the reading from when I started and stopped always seems negligible.