Since the beta on October 16, the date is no longer automatically updated after midnight. In the Watchface "Infograph" I always get the date from the previous day. If I restart the clock, the date will be displayed correctly.
If you swipe to another watch face that rolls the date forward, and swipe back, it is updated.
That's kind of a lame workaround. What regression did the October 16 beta introduce? I'm having the same problem across 9 different time zones.