Late Night Anxiety

Well, David laughed at my photo and said that I looked like a hobbit in the hiking skirt. Or did he say troll?  I refuse to remember.  I am obsessing over my backpack and supplies.  I want my pack to be as light as possible, but I need to pack for colder weather than I anticipated. I have a warm down sleeping bag good to -20 degrees, but it's HEAVY! My synthetic light bag is good to +55 degrees, but will I be too cold?  Layers of smart wool or fleece jacket? What about my meds??? I guess I'll go to bed now and start obsessing again tomorrow.