The moon and the planets never get boring Coach. The shadows on the moon are different everysingle time you look at them so each time they look slightly different. And remember that there are a lot of things to look at there. Not just craters. And the higher the magnification you go (within reason) the more detail you will see. The same goes for the planets. Mercury (if your lucky enough to catch it) and venus go through the same phases as the moon, though you won't see surface detail, and Jupiter is forever changing with the moons circling it, shadows crossing its face, the great red spot, and all the bands changing over time. The first time you see Saturn though you will go "WOW"
It is truely stunning.
And then, yes you will certainly see a huge number of DSOs. Open clusters, globular clusters, emission nebula, maybe reflection nebula (with the right filters) planetary nebula, galaxies. You won't know where to start. In fact that will be your biggest problem finding out what to look at. You're in for a bit of research over the holidays I can tell you. That's why some here have suggested getting out to a gathering of local amateur astronomers. So you can find out some of the things to look for.
You'll have a ball