I'm putting together a wish list and am debating options and looking for feedback. I'm thinking of a quilt, a heavier jacket or insulating pants. I'm hoping to continue hiking/camping in my first winter in new england. I'm expecting to do overnights with low mileage hikes around them. I am not really interested in going out when it's below 0F. I would like to put together a system that gets me to 10F or so but I wouldn't mind options to go lower in a pinch.
Sleep system:I've got a hennessy hammock with an oware pad and an insulmat with a combined R value of 4.39. A synthetic 2lb 5oz bag used as a quilt with a claimed 30F temp. I'm a little skeptical of this claim.
Clothing:
Thermawrap jacket, houdini, fleece pants balaclava and various tops, merino base layers. precip and golite reed shell. keen EVent boots.
Pack: vapor trail. kind of small for how much fleece I'll need to stay warm. Summer base weight is around 14lb, probably 17-19 in the winter I'm guessing.
Options I've considered so far:
thermawrap pants
down vest/jacket
JacksRBetter quilt
heavier/additional pad (another oware?)
I doubt anyone would spring for the quilt, so mostly I'm looking for clothing recommendations. I'm open to any advice.

