Well, if you intend to own only one watch that you’ll wear every day, we’d go with an automatic one. Obviously, you may not be thrilled with the hassle that a hand-wound watch could represent, especially for busy people. If you purchase an automatic one, you’d never need to think about winding it yourself. Indeed, the only maintenance it would require from you would be a timezone adjustment while traveling, and a bi-annual change to daylight saving time and back.
Because of this, most of the watches which have additional features are automatic movement watches. While we’ve mentioned other complications (such as chronographs), most hand-wound watches have only simple calendars.
Although, if you’ve got more than a single watch that you wear regularly, the advantage of the automatic winding mechanism is somewhat lessened; some expensive hand-wound watches may be a better aesthetic choice for special occasions.
Also, seeing as hand-wound watches are adjusted each day, they prove to be more consistent and accurate over a longer timespan - in a minuscule sense. Though, while automatics have no performance advantage to speak of, they also have no disadvantages; at the end of the day, both kinds of watches will perform equally, and the choice is simply a matter of convenience.