I'm not much help, I had a Medela Freestyle last time/still, and plan on getting another one this time around. It was so amazing to be able to just pump wherever I was, walking around the house, in the car, etc. without having to worry about being near an outlet or having a battery pack, etc.
Is the Freemie portable like that? I have heard good things about it, so I would maybe think about going with that? I've heard great things about the Spectra as well, but it isn't very portable.