My late season bag is a North Face down 0 degree bag. A 0 bag stuffed with quality down (750+ down or better) will be compact, lightweight, and expensive. a vital part of cold season camping/hunting is my Thermarest NeoAir mattress. The pad does great job of insulating and has not leaked in over 200 night of use. My KUIU 2P tent is my go-to when I want a lightweight shelter, and is very comfortable for one, but tight for 2, especially on a late season outing.
My hot tent was an 8 man teepee, and with a stove weighs around 13 lb. That's not too bad when you split it up 3 ways. When I used it last we had packed in on horses, and have sold it to a forum member who has used it for several trips. 3 or at the max 4 is all I would want to cram into the 8 man Kifaru 8 man if you are using the stove.
I wish I still had that tent for a mid-October trip last fall when 3 of us each brought our own 2 man tent.