I have all my music on a mapped drive under Windows 10, and sometimes playback stops at the end of the song.
I'm guessing it has something to do with the tracks fading into each other, maybe..
I have "crossfade tracks" set to 3 seconds, "fade in new tracks" is ticked, as well as "remove silence at start and end of each track".
It seems random. If I listen to an album, the first time it could happen to track 2, 3 and 7 for instance and if I listen to the album again it could happen to track 1, 3, 4 for instance.. It just seems random.
When playback stops, it's just like if I pressed pause; the PAUSE button becomes a PLAY icon.
I started using a mapped drive about a year ago and for as long as I remember, it always did that. I update to the latest 3.1 patch every 3 weeks or so.
Here's what the end of the wavebar looks like when playback stops. As you can see, it doesn't stop at the very end.