I don't see why you can't do both. Or at the very least put a wiggle wire channel on the ends for winter to inflate the sides knowing that you'd have to undo that to roll them up. I've seen a connector kit with a hose to bridge between the main inflated area and the inflated sides. The trick with making the inflated roll up sides is you'll need to seal the ends of the 2 layers of the sides together with tape or a heat weld seal if you can manage to do that with an iron or something. I assume a non roll up side would have wiggle wire on all the edges and I'd also assume that a wiggle wire bottom edge will seal better than the roll up bar will to the edge of the wood.
You could get the roll up sides for summer and put wiggle wire channel all around on the inside so you can seal out drafts in the winter and have inflated sides. I think inflated roll up sides would still be drafty along the bottom bar.
try searching for this "Jumper Hose for 60 CFM Air Inflation System - 48" to see what I mean about the hose
We have a high tunnel with roll up sides and 2 layers except parts of the ends which have rigid double polly doors and plywood doors on the other. I have not gotten to installing the blower even without it or heat we've kept cold hardy plants like kale chard, carrots alive all winter with another layer of plastic over the row. The plastic they sent for the main cover was large enough that I didn't use separate pieces for the roll up sides. When it comes time to replace the cover I will use individual pieces so that I can tighten up the main cover as it stretches. I'll keep the old cover to make row covers and for tarping areas to kill weeds before I plant in the main garden.
We've had issues with too much heat in the spring on sunny days where we had everything closed up. I've contemplated using an old cordless drill attached to my manual crank roll up sides for such situations.
