I'm not a WW member, but you are welcome to join the rest of us maintainers in the maintainer's forum (anybody is welcome there!!).
I have been maintaining for over 3 years. The best advice I can possibly give is to just incorporate all your new healthy habits into your life permanently - just make it something you do everyday, not optional. If you have to make a few tweaks to make your plan liveable for the rest of your life, that's okay!
It's not exactly the same, but as a calorie counter I had similar struggles raising my calories from 1400-1600 (weight loss) to 1800-2000 (maintenance). I just took it really really slowly, 100 extra calories at a time for several weeks at a time. I also made sure the extra calories were like the healthy calories I was already eating, I didn't start eating more junk (although I do have a weekly treat meal which is usually pretty decadent
